Growing Up with Sex 2
was going to help him. Sam pulled up with his dogs and gave the old “what’s up” and we cavorted with him for a bit, then I got out of the truck, back on the bike. Fanny said he had to go look after some business and drove off. That left Sam and I alone to walk the dogs which we also did allot together after school mostly. I eventually found my way back home, riding my dirt bike and wondering about the next day after my close encounter with Fanny this afternoon.
The next day I got up after rolling around in bed with thoughts of the coming day’s events. How would it go this time, I would be playing Fanny’s organ, maybe both organs, one with keys and one without, more like a skin flute some say. I got a shower and put on the panties he gave me before which were now laundered and fresh. I got hard just putting them on, guess I was a horny bastard just like Fanny, we were both horny bastards eh! I put on one of my sister’s bras too, under my heavy shirt, which no one could see I had something on, and off I went on my bike to Fanny’s house.
I knocked on the door, and he poked through the curtains seeing me and let me in. Once again it was another cold spring day in the country, where the chill would go right through you. Getting into the warm house was welcoming, and Fanny gave me a total embrace telling me how much he missed me and loved our last time together. He wanted to know if I was up for more fun and games and I said of course, I am yours to fuck, suck, and drink from as you see fit. I was just short of begging for more, yes please, more, I am such a horny bastard.
So Fanny invited me into the basement pool room once again to perform our billiard ritual of banging the balls around. He brought some hot chocolate and we discussed our task at hand. He wanted to know if I liked sucking him and I told him it was alright, he said I would get better at it as I learned how to do it, and that he would give me some pointers when he sucked me. He said he wanted to introduce me to some dildos, now back then these things were not so easy to come by and Fanny didn’t have any either, but he used coke bottles which were heavy gauge glass to plug his butt to open himself up to get ready for fucking. This sounded like something new and I thought it sure beat the magic marker I was using on my butt at home to get off.
Our pool game quickly turned into grab ass, him grabbing mine and me grabbing his as we played the game. I was getting more and more turned on and he unzipped me and felt inside and ran into his wife’s panties on me, he was very turned on by both the feel and the thought that I was into this for him, and I don’t think he cared that much, but he was touched by the fact that I held him in high respect even though our society tells us these types of folks are to be scorned. I thought since it felt good what was the big deal, no one was getting hurt by any means. As Fanny felt me he ran his hand over my back and remarked about the strap, “Yes Fanny, I stole my sister’s bra to wear, kind of makes me feel fem, and I thought you would like it”. Fanny said, “Yes I love it, please take off your shirt and let me see you.” I took off my shirt and bared my breasts, oh so fem, and of course I had flat tits and the bra was pulled tight across them. Fanny said, “I love seeing your nipples encased in the nylon, can I touch” I said, “yes you can, feel me as much as you like, I am your fem boy toy”. I could not believe how I was talking, let alone allowing Fanny my short term lover take me over, or me giving myself to him.
Fanny caressed my nipples tweaking them, they really got hard, and I was once again in the zone, feeling good and loved by my older man. My cock was hard, and I reached for Fanny’s cock, he also had a nice slippery pair of panties on which I loved to feel him through. He was hard and dripping from the tip, I stooped down to get a taste and was thrilled to suck him through the panties. I ran my hand up to his nipples to see if he had on a bra and sure enough he too had on a bra. I wondered if this is why he acted so strangely at time sort of feminine about how he dealt with us teenage boys, and sure enough he was a split person, half male and somewhat female. I also felt the same since I was into panties since I could remember and wished I were a female when I was like 5 or so. I used to tuck my cock and balls back and walk around like I had a pussy just to see how it felt; now I was feeling a man in a bra, nipple tweaking and more.
Fanny pulled back and stripped down to panties and bra, tell me to do the same. He said we can go up and put on some stockings and garter belts, which would keep us a bit warmer, so we did. We found some socks and stuffed our bras to get some boobs and put on the shear stockings, mine beige and his black. Then we both put on a slip, his black and mine white, which made us both feel so fem and slippery when we embrace. Fanny kissed me and stuck his tongue down my throat to get me more into the zone, my cock felt great and my ass felt like it was missing something, a void that might be filled later. Fanny asked, “Would you like to put on a dress?” and I surprisingly said, “That would be outrageous, do you have one in my size?” Fanny said, “Try one of Sophie’s looser dresses this might fit” and it was a cotton pullover no waist, a bit snug on me with my small tits, came to just above my knees. Sophie was a bit round, not too big, not too small, she was shorter than me though, and I was 5’8” at the time, which was not too short. Fanny put on a dress also, so we both looked like a couple of drag queens with men’s heads and women’s bodies with bulges between our legs making a hum in the dress. Feeling the air going up the dress was different, and the slippery stocking made a swishing sound as I walked, and they felt great, I wondered if girls felt the same way, then I thought what about the makeup, are we going there too.
So Fanny and I were in his bedroom, both dressed as girls, more like gurls, both of us looking at each other, then I went over and gave him a big hug and a kiss and thanked him for leading me down this path and being so understanding of how I am. He pulled back and said, “You are thanking me?, I was the one who was taking the big chance and hoped you were interested in my deviant desires in women’s wear, so we deserve a mutual thanks, come here my boi”. And he embraced me kissing me and feeling my cock with his other hand, while reaching around to pull me closer with his other hand. I was getting to love being held by him, and I would find out how much after we had parted ways since I thought of him much and dearly since leaving the state, but that was later.
We were snuggling there feeling all girly and my cock was sticking out between my legs, so was Fanny’s. I thought wouldn’t it be nice to get rid of our male names and get some female names while we were dressed. I suggested to Fanny that if we were girls our names would be different and I could see he was on the same frequency and said, “Would you like me to call you by a girl’s name?, what could it be, Allena, or something else?” I did not like the name Allen and suggested Alabama, since I thought girls with names of states was cool and this kind of went with my Allen given name, so Fanny said,” ok how about Alba, a derivative of Alabama and the name stuck.
I suggested I call Fanny, Fanny, in line with the book Fanny Hill. Now we had our conversion complete and we could access each other’s fem identities in public using our new names, fancy that Fanny! As we stood there I thought we would be moved to have some heavy sexual encounters and thought it might be nice to get to play Fanny’s organ, the keyboard, before playing her other organ, so I suggested maybe a song or two to celebrate our new beginnings and Fanny led me to their parlor and the large organ against the far wall. I sat down and immediately felt at home playing one of my songs.
Fanny thought I was pretty good and so I played a few more, as I was playing he came up from behind me and started caressing my cock through my dress, slip, and panties and the music suddenly got a bit more out of time, but I was sure in time, so was Fanny. We carried on for a song or two and when I finished playing a song I hear clapping from across the room behind us, and we both looked over being startled out of our minds in the general direction and there was Sophie standing there just coming home early from work.
My mind went into an adrenaline fed warp speed into over drive mentally a voice in my head said “What the heck am I doing here?” as the reality of someone else seeing me dressed as a female with another older man in the same attire, with our dicks out and caressing each other like there was no tomorrow. I wanted to melt into the organ seat and through the floor but no, I had to face what was coming, and that surely was not me in this dress with a cock in my hand was it?, my dick shrank so fast it hurt.
Sophie, realizing my fright, did not move for about 1 minute, she just smiled with a knowing twinkle in her eye, Fanny just stood by and waited, he seemed calmer than I would have expected, so my mind radar picked up something that was maybe going to be a gap in the action to enable me to split and not come back. I had recriminating thoughts I was a fool for going along with Fanny and his escapades getting all sexual and cross-dressing and things. We both turned toward Sophie and stood there in her dresses, with her undies on, stockings and everything, all we needed was a pair of high heels, wigs, and makeup and we would look like hookers having a party. Sophie looked us up and down and finally said, “I see we have two fine looking gurls here” “Hope you were both enjoying the music?” “Looks like you were both having a party and forgot to invite me”. Well Fanny and I turned and looked at each other and I wondered what the heck, is she for real, we certainly were pushing the surreal limits, but Sophie was as well, this was another unexpected reality change.
Sophie came in and I could tell she was not interested in blowing us out of there, but was more interested in seeing what was going on and how it might affect her in a different way. I was thinking maybe Fanny was into something that would get them both thrown in jail or something messing with teens. Sophie came over and sat down with her bags and told Fanny and I to sit down also. I felt much better now, and then she started asking questions like: who, when, how, and are there more people involved, etc. and Fanny and I reported our past encounter, this being the second. Sophie asked me if I was scared and I said I sure was, she said “calm down, I am not your mother, nor your aunt, but another person who likes divergent thinking, and I see we have some here”. So I was being enlightened about older folks and they were just like younger ones but with a different view, maybe.
I told her I liked what Fanny and I were doing, apologized for using her clothes without her knowledge and intimated that I should leave, asking her permission. She did not want me to leave until our conversation was complete, so I just sat there frozen to my seat. Fanny gave her a description of what we did previously, dressing, pissing, fucking, how we started and what he liked about our relationship and that I promised to not tell anyone, which she was relieved to hear.
Turns out Sophie knew about Fanny’s escapades and I was not the first of young boys that he had gotten with, a couple more of our neighborhood boys, older than me, from previous years had relationships with Fanny. I knew one of the guys and could not imagine him being in a gay relationship at all with Fanny, but Sophie did admit to some degree that I was not the first but was the best looking of the three, which made me feel wanted, loved, and soothed.
Then she started asking me sex questions like if I had been with any other boys, men, girls, or women all of which I said no, and that this was my first time having sex, so I was a virgin. Sophie was amazed since Fanny had gotten me to cross dress and have sex with him dressed as well. I told her I was into cross-dressing before I met Fanny from an earlier age before we moved into the neighborhood, and this was my first time with someone else.
She was interested in hearing my personal information, and had me explain what my youth was about. I also told her about my family situation and how it was not so good, and I felt much better being at their house than at home for that reason. Sophie came over and hugged me and kissed my forehead soothing me. She told me Fanny cross dressed since before they were married and had a bisexual appetite experiencing boys and girls before they met and that she was supportive of his life style and had grown to enjoy herself in some of these bisexual and young person relationships, loving the fetish lifestyle.
I was then putting things together and asked her if she too had some relationships that were extra and she admitted she did. I immediate looked at Fanny and saw that he knew she did and was maybe a participant as well. Now I was beginning to see that maybe I had fallen into a situation that would please me and give me some sexual adventure as well as soothe my need for feeling loved in a different way than before.
As we relaxed from our tense situation I started looking at Sophie more as an older girl rather than an old lady with her old man Fanny. Her dress style was more about work, but not her dresses that Fanny and I wore; they were more silky and feminine than her work dress. Fanny and I were getting a bit antsy and were looking to either cancel our expected encounter or do something with our cocks, since mine was still kind of hard? Sophie sensed this and hesitated to break up the group and suggested that she was interested in watching us two in action, something I would never have suspected.
We both were relieved and interested in seeing how this was going to work. Sophie suggested we go to their bedroom; Fanny stood up and took my hand, leading me along, with Sophie behind us. Fanny led me to the bed and laid me down on it, with him along side, both of us watching Sophie who sat in a corner chair facing us. Fanny leaned over and kissed me on the lips, putting his hand over my breast feeling me up with his arm under my head pulling me close and French kissing me deeply.
I was turned on to be able to show Sophie how good I felt so I hammed it up initially to show her that I really liked this as well, she ooed and ahhed somewhat with a few gasps as she started to enjoy the scene. I tried acting like a young girl turned on by her sexy girl friend, since we were both dressed as girls, kind of like lesbians. Fanny caressed my cock and balls, which were getting harder as I got more comfortable, he had my dress and slip pulled up showing my panty covered cock and balls to Sophie who now had her hand in her crotch feeling her pussy through the cotton dress. I reached over and felt Fanny’s cock and balls, giving them slow and purposeful caresses, eventually pulling up his skirt and slip so I could feel his stiffening cock through his panties, we were now getting back in our groove, and with Sophie in the room too, what a trip.
As Fanny and I both got excited so did Sophie, she pulled her dress up and was feeling her pussy through her white granny panties which looked so good, she had a small wet spot that was centered on her fingering. I was to find out later this was a natural happening, and was not piss, which had crossed my mind. Fanny and I had our own wet spots going and they were getting bigger. Fanny move her hand behind me and was caressing my ass with a finger pushing the panties into my asshole, Sophie loved seeing us get turned on so much, she was starting to gasp and moan softly in approval of our loving actions.
Fanny moved down and put his mouth over my cock blowing and sucking me through the panties, then pulled them down and I was home again, into his mouth, my cock feeling very good with all the sensations that were making me hard, and feeling on top of the world in the midst of new insights and experiences with my older sexual lover friends. Who would have imagined this turn of events at the beginning of this day?
I too wanted to suck Fanny and got turned around into a 69 where we both could suck and finger each other’s pussies, which we did. I lubed my finger in my mouth and slowly slid it up Fanny’s butt with Sophie cheering us on, telling Fanny, “Now you suck him good Fanny, I want to see Allen excited, hot and hard for you too”. Fanny informed Sophie my gurl name was Alba, and she said what a lovely name, ok Alba it is then.
Fanny started deep throating me as much as he could and I was getting very hot, which made me suck on him even harder trying to do the same deep throat thing to some degree. Sophie now had her panties pulled aside and had a couple of fingers in her pussy stroking them in and out. Her eyes were half shut and her mouth was open, and I could see her pussy leaking a bit making squishing sounds. Fanny and I were also making squishing sounds with our sucking. I got close to cumming and asked Fanny if I could cum in his mouth and Sophie said she would love to see me cum on his face and mouth, so me being on top made this easy.
I got on my knees with Fanny below me and shot the first squirt into his mouth then all over his face, a pretty good load too. Sophie directed Fanny to scoop it up and eat it, then for me to give Fanny a nice kiss, which we did, and share my cum between us, savoring my flavor. I was totally exhausted by all that had happened and this whole experience of the past couple of hours.
Fanny still did not cum and I was hoping to help him in this regard, so I asked him “what would you like me to do”? He said he would like to fuck me, and looked at Sophie to see if she agreed and she nodded yes, and then groaned a bit saying, Fanny has thought of fucking you Alba for many years until you were old enough. She said, “ he had spent many a night jerking off for me describing in detail how he was going to seduce you into becoming a tranny like him and fuck you. Fanny could tell you had tendencies to enjoy this life style by your open mindedness and reaction to his leading comments.”
I thought this was going to be a trip, it had already turned into a trip, which means an unknown adventure. Being fucked by a guy once before and now with a female audience, this will certainly extend my experience; wonder what my friends would think of me doing this. Then my mind woke up from dreamland and I realized I was dressed in female clothes, loving another man dressed in female clothes, feeling great like there was no tomorrow, but there was. I guess I was coming down from the sexual high with small regrets starting to cross my mind.
Fanny got behind me with me on all fours so he could fuck me, I was missing him fuck me, needing the feeling of submission, the a****l lust of being used for another’s pleasure. He lifted my dress and slip, and then pulled my panties to one side exposing my young asshole to both he and Sophie who commented, “nice pink hole, your boy pussy looks very fuckable, right Fanny?” We were facing away from Sophie so she could not see, so came by our side, still feeling her pussy to get a better look and feel. Fanny was feeling my ass, putting some KY on it, then putting his cock head up to my asshole as Sophie rolled onto the bed and put her face under mine and started to kiss me deeply slipping her tongue into my mouth, we were like lovers on the side, she was my mentor in how to get fucked, like a big sister encouraging me to learn to love getting fucked.
This was sweet as she kissed me she tongued my tongue as if to say she loved me for what I was doing with Fanny and hoped I was into this life style with them. Heck I did not even have a lifestyle yet and she was already hoping I was accepting of it, guess I was, internally I was very much in tune with what was happening, what is not to love, getting fucked and fucking was a happy time. I was just too shy to initiate action much unless I was seduced, but I was a willing seductee.
I told her that I liked Fanny a bunch she was a very sweet person especially since she participated instead of just tolerating.
She kissed me harder and softly felt my cock and balls through my slippery panties with her hand while Fanny was sliding into my butt deeply with his large cock. I loved it, felt so good to be receiving pleasure from both ends. It took some time for Fanny to open me up to get his whole cock into me. Little rocking back and forth budged my hole open till he filled me, I felt so full, with his wonderful cock.
A I was getting fucked slowly I though it would be nice to have my cock in Sophie’s pussy sometime as well. I reached over and squeezed her tits, which she loved. Her nipples were hard and I was able to feel them through her bra. Fanny started to moan, “here I cum my sweet sissy boy, your tight ass is doing its trick and making my clit ready to shoot and fill you up.” I said, “Fanny please fuck my ass with your beautiful cock, fill me up with your hot cum, I need you to squirt inside me, ohhh… it feels so good, so deep, so hot”.
Sophie cheered us both on and slid under me to suck on my cock since all this fucking was making me very hard and hot. Fanny let loose with a yell, “oooooaaaahhhh I am cumming, thats my sissy boy, feel me filling you up?” I started to cum into Sophie’s mouth a second time with all this stimulation, and Sophie slurped my cum into her mouth as I moaned in orgasmic delight. Fanny told her to not swallow and said “Alba likes some for himself, please share it with him” and Sophie come up and we tongue kissed my cum exchanging between us.
We all three then laid back and relaxed in the bed next to each other and discussed the goings on of the day. I inquired about their relationship pointing out that it was not so typical and they said they knew that but there were more couples in our neighborhood that shared similar feelings and relationships in their lives. I viewed this as something to look forward to in my older life but it never came about.
After an hour lounging in our fem garb, Fanny and I changed into our male clothes, after taking a shower. Sophie changed out of her work clothes and made us all something warm to drink before I had to leave. I rode back slowly reviewing all that had gone down that day; it was a monumental moment in my growing up into adulthood, never again would I be the same.
Another couple of months went by, I saw Fanny around the place from a distance when I was riding my motorcycle in the fields and woods, I waved but he did not see me from such a far distance, I did not go up to the house still feeling shy about my new found relations. I was also mulling over the dichotomy of having sex with men vs. women. I was hoping that Sophie would be up for having me fuck her, and Fanny watch. All kinds of thoughts were going through my head regarding cross-dressing, being with Fanny, with Sophie, etc. I felt weird in that they were old enough to be my parents yet they were my lovers as well, I was hoping that they did not dislike me for not coming back sooner.
The following week we were out of school and I could not wait for the summer to begin, on my first Monday off the phone rings and Fanny is on the line, he says, “summer break should have started by now, has it?” Yes I replied, he said good, “how would you be up for some extended play time?” I answered, “When, where, and what will I tell my mom and dad?” Fanny said he would ask my mom if it was ok for me to come over to be shown how to work on bulldozers and learn some mechanics, I was thrilled and hoped to drive his bulldozer which he had never let any of us teenagers do. Mom agreed and said I could go over anytime Fanny wanted me so I could learn some skills to earn a trade and get a part time job if I needed money for college and as an alternative if college did not work out.
Fanny said come over early and we will start, so I went over for 7:00 AM, and worked for a couple of hours changing the heavy tracks on the bulldozer. We were able to change one track and then he said let’s take a break and get a drink, so we went up to the house. Upon going inside I found that Sophie was home and did not get to work that day, she was doing some errands, so we all sat down and they all wanted to know how I felt about our last sexual encounter. I told them I was thrilled to be part of their relationship, I loved them both, and looked forward to sharing them both sexually. I told them that I did not have any inhibitions but they had to lead me into what they wanted me to do with them. Basically all they had to do was ask and I would most likely be up for at least trying it.
They were both thrilled as well and I could feel Fanny’s hand on my leg moving my towards my stiffening cock, Sophie also was running her foot up my other leg and landing it in my crotch feeling my cock stiffen so I returned the action by rubbing Fanny’s cock, since he was next to me, and caressing Sophie’s foot harder on my cock. Here we go again, episode 3, a day on the farm, I was wondering what new divergent acts I might be turned on to today, we had most of the day to ourselves if no one drove up the driveway. My young friends had their own summer work activities and I only had work scheduled with Fanny so far, but now this work was turning into a labor of love.
Sophie’s eye popped open wide and she said, “Would you be up for me cross-dressing you and putting some make up on you”? she said. With my natural long blonde hair already to my shoulders I might be passable and who knows where that would go. I was too shy to go public and never have. Fanny agreed and said he was not going to cross dress that day but he would be happy to be the man of the house.
Off we went to Sophie’s bed room to play the day away. Sophie took the lead this time and made Fanny sit and watch as she undressed me, with my cock hardening under my panties, which I wore specially for them, betting that I would be getting to be with Fanny for a quick feel at least, and Sophie was a bonus (pun intended).
I took off my shorts, and she thought I looked great in my pink panties and that my bush could use some trimming, so she got some scissors and carefully trimmed my bush. She told Fanny to strip to his underwear and feel his cock to amuse us as we progressed. She pulled out some black stockings, black garter belt, and black bra; it appeared I would be in black today which went nicely with my pink panties. She slid the stockings and garter up my legs and connected them up, they felt so good, Fanny offered his compliments of how sexy I was looking, keeping me interested in his side show, his cock was tenting his white lacy panty underwear and he was tweaking his nipples as well.
I was loving being dressed by Sophie and leaned over to kiss her, she gave me a hug and pushed her breasts up against me and ran her hand over my ass pulling me closer to her. This was the first serious female sexual encounter and it felt great which I was relieved to feel since I did not think I was gay and my cock was telling me this as well.
Sophie continued to dress me with a black slip and some shoes, low rise heels about 2-3 inches which looked great on me. Then she made me sit down on her makeup bench and she proceeded to comb out my hair which was shoulder length, this was back in the late 60’s when long hair on boys was a hippy thing and I certainly wanted to be considered a hippy.
Then she started on the foundation, eye shadow, and liner, I was looking hot, then some red lipstick which finished off the job. Looking in the mirror I was floored that this was me, I got that funny hair raising rush that I have just stepped over something hidden in my personality and my whole body was having its own say in the matter. The next thing she added were my breasts, which were once again made up from some old stockings and panties to give me some form.
I stood, turned around and curtsied for them both amid ooohs and aaahs about how sexy I looked and how the guys would be all over me with how well I looked. I was certainly turned on, could not imagine how one could not be. Fanny was hard as a rock, slowly jerking making sure he would not cum unless Sophie allowed him, but we were just getting started. Sophie then got changed herself into a similar outfit only in white, stockings, garter, bra (her nipples and breasts really got me going, they were like a 38 C cup a bit saggy, but not too bad, I just had to have them in my mouth today if possible. We were both standing there looking at Fanny being hard as he looked at us, two girls all decked out, we were all in our own little piece of heaven. I started to act like a girl, walking with my hips swaying and showing off my breasts, both approved like I was their whore for the day, which I was in a way.
Sophie suggested I sit on Fanny’s lap be treated like a woman, and so I did, we kissed, he felt me up, I pulled his hand away a few times just to act like a reluctant concubine. Sophie looked on, her eyes were big and her mouth was hanging open as she was starting to get more excited. She told me she liked seeing her husband with another gurl since it allowed her to see how turned on he gets, Fanny was whispering things in my ear like, “babe you are so hot, we have to get something hard done today, I am up for playing some pool and sinking my balls into your table etc.” as he flirted with me.
I was never talked to in this manner before and thought it was hot so I also encouraged him saying, “oh Fanny you are so hard, so big, my pussy needs your cock, my clit is hard waiting for your tongue, I would love to suck you dry” and Fanny looked at me with that knowing look that meant, “you mean piss too right?” and I slowly nodded my confirmation. I was also turning into a piss slut, even at home, drinking and at least tasting my juices every day for awhile. I had developed a taste for piss for sure. I wondered if Sophie was also into this depraved act and thought she might be since she and Fanny most likely covered this depravity in their deviant sex lives, but then surprises could be everywhere.
Fanny was kissing me with his tongue down my throat and I was swooning in his arms, my eyes glazed I am sure. I felt feminine, male, all at once and wished I had a real pussy below my cock for both of their pleasures. Sophie came over, knelt down, and lifted my dress and slip to expose my panty encased hard cock, she started to feel me slowly making chills go up my spine. My ass was starting to feel left out, and Fanny filled this need by putting his hand up the back of the dress on my ass. His fingers pushed the panties between my cheeks, I was getting so hot and loved the way they both took care of me. Sophie suggested Fanny and I get into bed, she wanted to see her man sucking their new teenage cross-dressing slut whore again. I got in on my back and Fanny pulled up my dress, kneeling between my legs, only in his underwear lying on top of me pressing his cock and my cock together. I felt pinned beneath his weight and had hard time breathing then he kissed me deeply which made getting air even harder. I pulled his hips into mine, trying to get my cock feeling his cock, which was working. I could feel his cock against mine rubbing the undersides together, wow this was hotter than I thought it might be.
Sophie stood by the bed feeling her pussy and tits while Fanny and I embraced and worked our foreplay into a frenzy, I was starting to moan and wanted more stimulation and asked Fanny if I could suck him, so he moved up pulling his panties down exposing all of his stiff manhood to my open mouth, where he inserted just the tip. Sophie was there up close enjoying the view telling me how sexy I looked. She said, “ suck him Alba, you know you want to, just suck the tip like a lollipop and suck Fanny as he shoots off like a rocket, he loves getting sucked, maybe he will fuck you in you boi pussy again if you would rather have that after you get him nice and slippery, wet with your red lipstick covered lips.”
sThis was certainly happening, my lipstick was all over his cock like little rings, as well as his face, he looked like he had war paint on. Sophie leaned in close and kissed me between sucks, then she sucked Fanny for a few seconds and said he is all yours Fanny. Sophie left to go get something and I continued to enjoy sucking Fanny looking up in to his eyes seeing how turned on he was. I put my hands on his ass cheeks and pulled his cock into my mouth, choking on his thickness feeling the boundary between breathing and not breathing. My finger tips found his ass crack which I explored, and then feeling his rose bud as it clinched at my finger. I put a finger in my mouth and moved it to his asshole, slightly pushing into his hole, feeling the muscles holding it tight, this made Fanny moan. Wow, if only my friends could see me now, and as that thought passed, I realized that these were my friends and these acts could not be shared with my teen friends. I felt pulled apart; two different sides of me were seeing each other trying to figure out how this was all going to work.
I heard Sophie walk back into the bedroom, but could not see her with Fanny blocking my view and my mouth filled with his bulging cock. I reached around and was tweaking his nipples which were like hard little rocks on his chest; he was looking lovingly down at me sucking him. Sophie bumped up against the bed and then I heard Fanny gasp and said, “oh yeah honey, that feels good” and Sophie had lubed up Fanny’s ass and was inserting something into him, but I didn’t know what. She pushed it into his ass and pulled up his panties to hold it in. Then I felt her hands between my legs pulling down my panties and lubing my ass, I pulled my legs up to give her better access and she plugged my ass with something big and hard, and deep, felt like it was going to come out my throat and hit Fanny’s cock still in my mouth. This butt plugging put both Fanny and I into heaven, with Sophie telling us how good we looked with our asses filled, she said we can eat them later and have a cucumber salad, which then told me what was in my ass, a nice fat cucumber, wow, simple yet very effective.
In a few minutes Fanny moved down, still with his cucumber and pulled mine out, pushed my legs up and filled my ass with his cock. Sophie said, "you will not last long Fanny, you will be cumming in our boy’s ass in no time, Alba are you ready” I was totally ready, hoping to cum without feeling my cock, just like a woman. Fanny continued his thrusts, backing into the cucumber when he pulled out and making my cock start to spasm as he hit my inside pleasure button. Wow, was this a thrill, being loved by two people at the same time in all sorts of ways, my male and female sides were in full bloom, will this affect me in my future and will I be able to remain in contact with these kinds of people, I presume this is not the norm, and I was wrong and I was right.
Sophie took off her panties and climbed on top of my face with her pussy against me mouth facing Fanny. She started tweaking his nipples and tongue fucking his mouth I loved hearing them moan as I was licking my first pussy, I didn’t need much coaching parting her lips sinking my tongue into the soft folds of her pussy, she tasted good, hard to describe but I loved the position being under her. I could see her asshole, right in front of my face, so I slipped my tongue up that way for a taste and she wiggled a little and moaned in pleasure. Since she was facing Fanny she was tweaking his nipples, pulling on my cock, jerking me off, and kissing Fanny both of them deep into each other’s throats to provide as much pleasure to each other as they were to me. Since I was to turned on with Fanny fucking my ass, I could not help but cum first, Sophie slid down and gobbled me up just in time to get a mouth full of my young cum, which she immediately deposited in Fanny’s mouth as they swapped my cum, then Fanny came deep in my ass, filling me with his seed and nearly falling over, Sophie had hold him up, and then she came in my mouth, Fanny tweaking her tits and making her moan deeply in pleasure. I got a sort of gush from her pussy, much different than a man cum, and drank what came moaning in pleasure and the sexual high we had all shared. We all collapsed on the bed, with me in the middle as we all caressed each other lovingly, and cooled down. Thoughts started to cross my mind about the future and what it might bring with these two; their private lives were certainly different than what I would have expected. Then maybe this is how all adults are, an inner life of “anything goes” and an outer life where any of this stuff cannot be alluded to, only in whispers.
The next day I got up after rolling around in bed with thoughts of the coming day’s events. How would it go this time, I would be playing Fanny’s organ, maybe both organs, one with keys and one without, more like a skin flute some say. I got a shower and put on the panties he gave me before which were now laundered and fresh. I got hard just putting them on, guess I was a horny bastard just like Fanny, we were both horny bastards eh! I put on one of my sister’s bras too, under my heavy shirt, which no one could see I had something on, and off I went on my bike to Fanny’s house.
I knocked on the door, and he poked through the curtains seeing me and let me in. Once again it was another cold spring day in the country, where the chill would go right through you. Getting into the warm house was welcoming, and Fanny gave me a total embrace telling me how much he missed me and loved our last time together. He wanted to know if I was up for more fun and games and I said of course, I am yours to fuck, suck, and drink from as you see fit. I was just short of begging for more, yes please, more, I am such a horny bastard.
So Fanny invited me into the basement pool room once again to perform our billiard ritual of banging the balls around. He brought some hot chocolate and we discussed our task at hand. He wanted to know if I liked sucking him and I told him it was alright, he said I would get better at it as I learned how to do it, and that he would give me some pointers when he sucked me. He said he wanted to introduce me to some dildos, now back then these things were not so easy to come by and Fanny didn’t have any either, but he used coke bottles which were heavy gauge glass to plug his butt to open himself up to get ready for fucking. This sounded like something new and I thought it sure beat the magic marker I was using on my butt at home to get off.
Our pool game quickly turned into grab ass, him grabbing mine and me grabbing his as we played the game. I was getting more and more turned on and he unzipped me and felt inside and ran into his wife’s panties on me, he was very turned on by both the feel and the thought that I was into this for him, and I don’t think he cared that much, but he was touched by the fact that I held him in high respect even though our society tells us these types of folks are to be scorned. I thought since it felt good what was the big deal, no one was getting hurt by any means. As Fanny felt me he ran his hand over my back and remarked about the strap, “Yes Fanny, I stole my sister’s bra to wear, kind of makes me feel fem, and I thought you would like it”. Fanny said, “Yes I love it, please take off your shirt and let me see you.” I took off my shirt and bared my breasts, oh so fem, and of course I had flat tits and the bra was pulled tight across them. Fanny said, “I love seeing your nipples encased in the nylon, can I touch” I said, “yes you can, feel me as much as you like, I am your fem boy toy”. I could not believe how I was talking, let alone allowing Fanny my short term lover take me over, or me giving myself to him.
Fanny caressed my nipples tweaking them, they really got hard, and I was once again in the zone, feeling good and loved by my older man. My cock was hard, and I reached for Fanny’s cock, he also had a nice slippery pair of panties on which I loved to feel him through. He was hard and dripping from the tip, I stooped down to get a taste and was thrilled to suck him through the panties. I ran my hand up to his nipples to see if he had on a bra and sure enough he too had on a bra. I wondered if this is why he acted so strangely at time sort of feminine about how he dealt with us teenage boys, and sure enough he was a split person, half male and somewhat female. I also felt the same since I was into panties since I could remember and wished I were a female when I was like 5 or so. I used to tuck my cock and balls back and walk around like I had a pussy just to see how it felt; now I was feeling a man in a bra, nipple tweaking and more.
Fanny pulled back and stripped down to panties and bra, tell me to do the same. He said we can go up and put on some stockings and garter belts, which would keep us a bit warmer, so we did. We found some socks and stuffed our bras to get some boobs and put on the shear stockings, mine beige and his black. Then we both put on a slip, his black and mine white, which made us both feel so fem and slippery when we embrace. Fanny kissed me and stuck his tongue down my throat to get me more into the zone, my cock felt great and my ass felt like it was missing something, a void that might be filled later. Fanny asked, “Would you like to put on a dress?” and I surprisingly said, “That would be outrageous, do you have one in my size?” Fanny said, “Try one of Sophie’s looser dresses this might fit” and it was a cotton pullover no waist, a bit snug on me with my small tits, came to just above my knees. Sophie was a bit round, not too big, not too small, she was shorter than me though, and I was 5’8” at the time, which was not too short. Fanny put on a dress also, so we both looked like a couple of drag queens with men’s heads and women’s bodies with bulges between our legs making a hum in the dress. Feeling the air going up the dress was different, and the slippery stocking made a swishing sound as I walked, and they felt great, I wondered if girls felt the same way, then I thought what about the makeup, are we going there too.
So Fanny and I were in his bedroom, both dressed as girls, more like gurls, both of us looking at each other, then I went over and gave him a big hug and a kiss and thanked him for leading me down this path and being so understanding of how I am. He pulled back and said, “You are thanking me?, I was the one who was taking the big chance and hoped you were interested in my deviant desires in women’s wear, so we deserve a mutual thanks, come here my boi”. And he embraced me kissing me and feeling my cock with his other hand, while reaching around to pull me closer with his other hand. I was getting to love being held by him, and I would find out how much after we had parted ways since I thought of him much and dearly since leaving the state, but that was later.
We were snuggling there feeling all girly and my cock was sticking out between my legs, so was Fanny’s. I thought wouldn’t it be nice to get rid of our male names and get some female names while we were dressed. I suggested to Fanny that if we were girls our names would be different and I could see he was on the same frequency and said, “Would you like me to call you by a girl’s name?, what could it be, Allena, or something else?” I did not like the name Allen and suggested Alabama, since I thought girls with names of states was cool and this kind of went with my Allen given name, so Fanny said,” ok how about Alba, a derivative of Alabama and the name stuck.
I suggested I call Fanny, Fanny, in line with the book Fanny Hill. Now we had our conversion complete and we could access each other’s fem identities in public using our new names, fancy that Fanny! As we stood there I thought we would be moved to have some heavy sexual encounters and thought it might be nice to get to play Fanny’s organ, the keyboard, before playing her other organ, so I suggested maybe a song or two to celebrate our new beginnings and Fanny led me to their parlor and the large organ against the far wall. I sat down and immediately felt at home playing one of my songs.
Fanny thought I was pretty good and so I played a few more, as I was playing he came up from behind me and started caressing my cock through my dress, slip, and panties and the music suddenly got a bit more out of time, but I was sure in time, so was Fanny. We carried on for a song or two and when I finished playing a song I hear clapping from across the room behind us, and we both looked over being startled out of our minds in the general direction and there was Sophie standing there just coming home early from work.
My mind went into an adrenaline fed warp speed into over drive mentally a voice in my head said “What the heck am I doing here?” as the reality of someone else seeing me dressed as a female with another older man in the same attire, with our dicks out and caressing each other like there was no tomorrow. I wanted to melt into the organ seat and through the floor but no, I had to face what was coming, and that surely was not me in this dress with a cock in my hand was it?, my dick shrank so fast it hurt.
Sophie, realizing my fright, did not move for about 1 minute, she just smiled with a knowing twinkle in her eye, Fanny just stood by and waited, he seemed calmer than I would have expected, so my mind radar picked up something that was maybe going to be a gap in the action to enable me to split and not come back. I had recriminating thoughts I was a fool for going along with Fanny and his escapades getting all sexual and cross-dressing and things. We both turned toward Sophie and stood there in her dresses, with her undies on, stockings and everything, all we needed was a pair of high heels, wigs, and makeup and we would look like hookers having a party. Sophie looked us up and down and finally said, “I see we have two fine looking gurls here” “Hope you were both enjoying the music?” “Looks like you were both having a party and forgot to invite me”. Well Fanny and I turned and looked at each other and I wondered what the heck, is she for real, we certainly were pushing the surreal limits, but Sophie was as well, this was another unexpected reality change.
Sophie came in and I could tell she was not interested in blowing us out of there, but was more interested in seeing what was going on and how it might affect her in a different way. I was thinking maybe Fanny was into something that would get them both thrown in jail or something messing with teens. Sophie came over and sat down with her bags and told Fanny and I to sit down also. I felt much better now, and then she started asking questions like: who, when, how, and are there more people involved, etc. and Fanny and I reported our past encounter, this being the second. Sophie asked me if I was scared and I said I sure was, she said “calm down, I am not your mother, nor your aunt, but another person who likes divergent thinking, and I see we have some here”. So I was being enlightened about older folks and they were just like younger ones but with a different view, maybe.
I told her I liked what Fanny and I were doing, apologized for using her clothes without her knowledge and intimated that I should leave, asking her permission. She did not want me to leave until our conversation was complete, so I just sat there frozen to my seat. Fanny gave her a description of what we did previously, dressing, pissing, fucking, how we started and what he liked about our relationship and that I promised to not tell anyone, which she was relieved to hear.
Turns out Sophie knew about Fanny’s escapades and I was not the first of young boys that he had gotten with, a couple more of our neighborhood boys, older than me, from previous years had relationships with Fanny. I knew one of the guys and could not imagine him being in a gay relationship at all with Fanny, but Sophie did admit to some degree that I was not the first but was the best looking of the three, which made me feel wanted, loved, and soothed.
Then she started asking me sex questions like if I had been with any other boys, men, girls, or women all of which I said no, and that this was my first time having sex, so I was a virgin. Sophie was amazed since Fanny had gotten me to cross dress and have sex with him dressed as well. I told her I was into cross-dressing before I met Fanny from an earlier age before we moved into the neighborhood, and this was my first time with someone else.
She was interested in hearing my personal information, and had me explain what my youth was about. I also told her about my family situation and how it was not so good, and I felt much better being at their house than at home for that reason. Sophie came over and hugged me and kissed my forehead soothing me. She told me Fanny cross dressed since before they were married and had a bisexual appetite experiencing boys and girls before they met and that she was supportive of his life style and had grown to enjoy herself in some of these bisexual and young person relationships, loving the fetish lifestyle.
I was then putting things together and asked her if she too had some relationships that were extra and she admitted she did. I immediate looked at Fanny and saw that he knew she did and was maybe a participant as well. Now I was beginning to see that maybe I had fallen into a situation that would please me and give me some sexual adventure as well as soothe my need for feeling loved in a different way than before.
As we relaxed from our tense situation I started looking at Sophie more as an older girl rather than an old lady with her old man Fanny. Her dress style was more about work, but not her dresses that Fanny and I wore; they were more silky and feminine than her work dress. Fanny and I were getting a bit antsy and were looking to either cancel our expected encounter or do something with our cocks, since mine was still kind of hard? Sophie sensed this and hesitated to break up the group and suggested that she was interested in watching us two in action, something I would never have suspected.
We both were relieved and interested in seeing how this was going to work. Sophie suggested we go to their bedroom; Fanny stood up and took my hand, leading me along, with Sophie behind us. Fanny led me to the bed and laid me down on it, with him along side, both of us watching Sophie who sat in a corner chair facing us. Fanny leaned over and kissed me on the lips, putting his hand over my breast feeling me up with his arm under my head pulling me close and French kissing me deeply.
I was turned on to be able to show Sophie how good I felt so I hammed it up initially to show her that I really liked this as well, she ooed and ahhed somewhat with a few gasps as she started to enjoy the scene. I tried acting like a young girl turned on by her sexy girl friend, since we were both dressed as girls, kind of like lesbians. Fanny caressed my cock and balls, which were getting harder as I got more comfortable, he had my dress and slip pulled up showing my panty covered cock and balls to Sophie who now had her hand in her crotch feeling her pussy through the cotton dress. I reached over and felt Fanny’s cock and balls, giving them slow and purposeful caresses, eventually pulling up his skirt and slip so I could feel his stiffening cock through his panties, we were now getting back in our groove, and with Sophie in the room too, what a trip.
As Fanny and I both got excited so did Sophie, she pulled her dress up and was feeling her pussy through her white granny panties which looked so good, she had a small wet spot that was centered on her fingering. I was to find out later this was a natural happening, and was not piss, which had crossed my mind. Fanny and I had our own wet spots going and they were getting bigger. Fanny move her hand behind me and was caressing my ass with a finger pushing the panties into my asshole, Sophie loved seeing us get turned on so much, she was starting to gasp and moan softly in approval of our loving actions.
Fanny moved down and put his mouth over my cock blowing and sucking me through the panties, then pulled them down and I was home again, into his mouth, my cock feeling very good with all the sensations that were making me hard, and feeling on top of the world in the midst of new insights and experiences with my older sexual lover friends. Who would have imagined this turn of events at the beginning of this day?
I too wanted to suck Fanny and got turned around into a 69 where we both could suck and finger each other’s pussies, which we did. I lubed my finger in my mouth and slowly slid it up Fanny’s butt with Sophie cheering us on, telling Fanny, “Now you suck him good Fanny, I want to see Allen excited, hot and hard for you too”. Fanny informed Sophie my gurl name was Alba, and she said what a lovely name, ok Alba it is then.
Fanny started deep throating me as much as he could and I was getting very hot, which made me suck on him even harder trying to do the same deep throat thing to some degree. Sophie now had her panties pulled aside and had a couple of fingers in her pussy stroking them in and out. Her eyes were half shut and her mouth was open, and I could see her pussy leaking a bit making squishing sounds. Fanny and I were also making squishing sounds with our sucking. I got close to cumming and asked Fanny if I could cum in his mouth and Sophie said she would love to see me cum on his face and mouth, so me being on top made this easy.
I got on my knees with Fanny below me and shot the first squirt into his mouth then all over his face, a pretty good load too. Sophie directed Fanny to scoop it up and eat it, then for me to give Fanny a nice kiss, which we did, and share my cum between us, savoring my flavor. I was totally exhausted by all that had happened and this whole experience of the past couple of hours.
Fanny still did not cum and I was hoping to help him in this regard, so I asked him “what would you like me to do”? He said he would like to fuck me, and looked at Sophie to see if she agreed and she nodded yes, and then groaned a bit saying, Fanny has thought of fucking you Alba for many years until you were old enough. She said, “ he had spent many a night jerking off for me describing in detail how he was going to seduce you into becoming a tranny like him and fuck you. Fanny could tell you had tendencies to enjoy this life style by your open mindedness and reaction to his leading comments.”
I thought this was going to be a trip, it had already turned into a trip, which means an unknown adventure. Being fucked by a guy once before and now with a female audience, this will certainly extend my experience; wonder what my friends would think of me doing this. Then my mind woke up from dreamland and I realized I was dressed in female clothes, loving another man dressed in female clothes, feeling great like there was no tomorrow, but there was. I guess I was coming down from the sexual high with small regrets starting to cross my mind.
Fanny got behind me with me on all fours so he could fuck me, I was missing him fuck me, needing the feeling of submission, the a****l lust of being used for another’s pleasure. He lifted my dress and slip, and then pulled my panties to one side exposing my young asshole to both he and Sophie who commented, “nice pink hole, your boy pussy looks very fuckable, right Fanny?” We were facing away from Sophie so she could not see, so came by our side, still feeling her pussy to get a better look and feel. Fanny was feeling my ass, putting some KY on it, then putting his cock head up to my asshole as Sophie rolled onto the bed and put her face under mine and started to kiss me deeply slipping her tongue into my mouth, we were like lovers on the side, she was my mentor in how to get fucked, like a big sister encouraging me to learn to love getting fucked.
This was sweet as she kissed me she tongued my tongue as if to say she loved me for what I was doing with Fanny and hoped I was into this life style with them. Heck I did not even have a lifestyle yet and she was already hoping I was accepting of it, guess I was, internally I was very much in tune with what was happening, what is not to love, getting fucked and fucking was a happy time. I was just too shy to initiate action much unless I was seduced, but I was a willing seductee.
I told her that I liked Fanny a bunch she was a very sweet person especially since she participated instead of just tolerating.
She kissed me harder and softly felt my cock and balls through my slippery panties with her hand while Fanny was sliding into my butt deeply with his large cock. I loved it, felt so good to be receiving pleasure from both ends. It took some time for Fanny to open me up to get his whole cock into me. Little rocking back and forth budged my hole open till he filled me, I felt so full, with his wonderful cock.
A I was getting fucked slowly I though it would be nice to have my cock in Sophie’s pussy sometime as well. I reached over and squeezed her tits, which she loved. Her nipples were hard and I was able to feel them through her bra. Fanny started to moan, “here I cum my sweet sissy boy, your tight ass is doing its trick and making my clit ready to shoot and fill you up.” I said, “Fanny please fuck my ass with your beautiful cock, fill me up with your hot cum, I need you to squirt inside me, ohhh… it feels so good, so deep, so hot”.
Sophie cheered us both on and slid under me to suck on my cock since all this fucking was making me very hard and hot. Fanny let loose with a yell, “oooooaaaahhhh I am cumming, thats my sissy boy, feel me filling you up?” I started to cum into Sophie’s mouth a second time with all this stimulation, and Sophie slurped my cum into her mouth as I moaned in orgasmic delight. Fanny told her to not swallow and said “Alba likes some for himself, please share it with him” and Sophie come up and we tongue kissed my cum exchanging between us.
We all three then laid back and relaxed in the bed next to each other and discussed the goings on of the day. I inquired about their relationship pointing out that it was not so typical and they said they knew that but there were more couples in our neighborhood that shared similar feelings and relationships in their lives. I viewed this as something to look forward to in my older life but it never came about.
After an hour lounging in our fem garb, Fanny and I changed into our male clothes, after taking a shower. Sophie changed out of her work clothes and made us all something warm to drink before I had to leave. I rode back slowly reviewing all that had gone down that day; it was a monumental moment in my growing up into adulthood, never again would I be the same.
Another couple of months went by, I saw Fanny around the place from a distance when I was riding my motorcycle in the fields and woods, I waved but he did not see me from such a far distance, I did not go up to the house still feeling shy about my new found relations. I was also mulling over the dichotomy of having sex with men vs. women. I was hoping that Sophie would be up for having me fuck her, and Fanny watch. All kinds of thoughts were going through my head regarding cross-dressing, being with Fanny, with Sophie, etc. I felt weird in that they were old enough to be my parents yet they were my lovers as well, I was hoping that they did not dislike me for not coming back sooner.
The following week we were out of school and I could not wait for the summer to begin, on my first Monday off the phone rings and Fanny is on the line, he says, “summer break should have started by now, has it?” Yes I replied, he said good, “how would you be up for some extended play time?” I answered, “When, where, and what will I tell my mom and dad?” Fanny said he would ask my mom if it was ok for me to come over to be shown how to work on bulldozers and learn some mechanics, I was thrilled and hoped to drive his bulldozer which he had never let any of us teenagers do. Mom agreed and said I could go over anytime Fanny wanted me so I could learn some skills to earn a trade and get a part time job if I needed money for college and as an alternative if college did not work out.
Fanny said come over early and we will start, so I went over for 7:00 AM, and worked for a couple of hours changing the heavy tracks on the bulldozer. We were able to change one track and then he said let’s take a break and get a drink, so we went up to the house. Upon going inside I found that Sophie was home and did not get to work that day, she was doing some errands, so we all sat down and they all wanted to know how I felt about our last sexual encounter. I told them I was thrilled to be part of their relationship, I loved them both, and looked forward to sharing them both sexually. I told them that I did not have any inhibitions but they had to lead me into what they wanted me to do with them. Basically all they had to do was ask and I would most likely be up for at least trying it.
They were both thrilled as well and I could feel Fanny’s hand on my leg moving my towards my stiffening cock, Sophie also was running her foot up my other leg and landing it in my crotch feeling my cock stiffen so I returned the action by rubbing Fanny’s cock, since he was next to me, and caressing Sophie’s foot harder on my cock. Here we go again, episode 3, a day on the farm, I was wondering what new divergent acts I might be turned on to today, we had most of the day to ourselves if no one drove up the driveway. My young friends had their own summer work activities and I only had work scheduled with Fanny so far, but now this work was turning into a labor of love.
Sophie’s eye popped open wide and she said, “Would you be up for me cross-dressing you and putting some make up on you”? she said. With my natural long blonde hair already to my shoulders I might be passable and who knows where that would go. I was too shy to go public and never have. Fanny agreed and said he was not going to cross dress that day but he would be happy to be the man of the house.
Off we went to Sophie’s bed room to play the day away. Sophie took the lead this time and made Fanny sit and watch as she undressed me, with my cock hardening under my panties, which I wore specially for them, betting that I would be getting to be with Fanny for a quick feel at least, and Sophie was a bonus (pun intended).
I took off my shorts, and she thought I looked great in my pink panties and that my bush could use some trimming, so she got some scissors and carefully trimmed my bush. She told Fanny to strip to his underwear and feel his cock to amuse us as we progressed. She pulled out some black stockings, black garter belt, and black bra; it appeared I would be in black today which went nicely with my pink panties. She slid the stockings and garter up my legs and connected them up, they felt so good, Fanny offered his compliments of how sexy I was looking, keeping me interested in his side show, his cock was tenting his white lacy panty underwear and he was tweaking his nipples as well.
I was loving being dressed by Sophie and leaned over to kiss her, she gave me a hug and pushed her breasts up against me and ran her hand over my ass pulling me closer to her. This was the first serious female sexual encounter and it felt great which I was relieved to feel since I did not think I was gay and my cock was telling me this as well.
Sophie continued to dress me with a black slip and some shoes, low rise heels about 2-3 inches which looked great on me. Then she made me sit down on her makeup bench and she proceeded to comb out my hair which was shoulder length, this was back in the late 60’s when long hair on boys was a hippy thing and I certainly wanted to be considered a hippy.
Then she started on the foundation, eye shadow, and liner, I was looking hot, then some red lipstick which finished off the job. Looking in the mirror I was floored that this was me, I got that funny hair raising rush that I have just stepped over something hidden in my personality and my whole body was having its own say in the matter. The next thing she added were my breasts, which were once again made up from some old stockings and panties to give me some form.
I stood, turned around and curtsied for them both amid ooohs and aaahs about how sexy I looked and how the guys would be all over me with how well I looked. I was certainly turned on, could not imagine how one could not be. Fanny was hard as a rock, slowly jerking making sure he would not cum unless Sophie allowed him, but we were just getting started. Sophie then got changed herself into a similar outfit only in white, stockings, garter, bra (her nipples and breasts really got me going, they were like a 38 C cup a bit saggy, but not too bad, I just had to have them in my mouth today if possible. We were both standing there looking at Fanny being hard as he looked at us, two girls all decked out, we were all in our own little piece of heaven. I started to act like a girl, walking with my hips swaying and showing off my breasts, both approved like I was their whore for the day, which I was in a way.
Sophie suggested I sit on Fanny’s lap be treated like a woman, and so I did, we kissed, he felt me up, I pulled his hand away a few times just to act like a reluctant concubine. Sophie looked on, her eyes were big and her mouth was hanging open as she was starting to get more excited. She told me she liked seeing her husband with another gurl since it allowed her to see how turned on he gets, Fanny was whispering things in my ear like, “babe you are so hot, we have to get something hard done today, I am up for playing some pool and sinking my balls into your table etc.” as he flirted with me.
I was never talked to in this manner before and thought it was hot so I also encouraged him saying, “oh Fanny you are so hard, so big, my pussy needs your cock, my clit is hard waiting for your tongue, I would love to suck you dry” and Fanny looked at me with that knowing look that meant, “you mean piss too right?” and I slowly nodded my confirmation. I was also turning into a piss slut, even at home, drinking and at least tasting my juices every day for awhile. I had developed a taste for piss for sure. I wondered if Sophie was also into this depraved act and thought she might be since she and Fanny most likely covered this depravity in their deviant sex lives, but then surprises could be everywhere.
Fanny was kissing me with his tongue down my throat and I was swooning in his arms, my eyes glazed I am sure. I felt feminine, male, all at once and wished I had a real pussy below my cock for both of their pleasures. Sophie came over, knelt down, and lifted my dress and slip to expose my panty encased hard cock, she started to feel me slowly making chills go up my spine. My ass was starting to feel left out, and Fanny filled this need by putting his hand up the back of the dress on my ass. His fingers pushed the panties between my cheeks, I was getting so hot and loved the way they both took care of me. Sophie suggested Fanny and I get into bed, she wanted to see her man sucking their new teenage cross-dressing slut whore again. I got in on my back and Fanny pulled up my dress, kneeling between my legs, only in his underwear lying on top of me pressing his cock and my cock together. I felt pinned beneath his weight and had hard time breathing then he kissed me deeply which made getting air even harder. I pulled his hips into mine, trying to get my cock feeling his cock, which was working. I could feel his cock against mine rubbing the undersides together, wow this was hotter than I thought it might be.
Sophie stood by the bed feeling her pussy and tits while Fanny and I embraced and worked our foreplay into a frenzy, I was starting to moan and wanted more stimulation and asked Fanny if I could suck him, so he moved up pulling his panties down exposing all of his stiff manhood to my open mouth, where he inserted just the tip. Sophie was there up close enjoying the view telling me how sexy I looked. She said, “ suck him Alba, you know you want to, just suck the tip like a lollipop and suck Fanny as he shoots off like a rocket, he loves getting sucked, maybe he will fuck you in you boi pussy again if you would rather have that after you get him nice and slippery, wet with your red lipstick covered lips.”
sThis was certainly happening, my lipstick was all over his cock like little rings, as well as his face, he looked like he had war paint on. Sophie leaned in close and kissed me between sucks, then she sucked Fanny for a few seconds and said he is all yours Fanny. Sophie left to go get something and I continued to enjoy sucking Fanny looking up in to his eyes seeing how turned on he was. I put my hands on his ass cheeks and pulled his cock into my mouth, choking on his thickness feeling the boundary between breathing and not breathing. My finger tips found his ass crack which I explored, and then feeling his rose bud as it clinched at my finger. I put a finger in my mouth and moved it to his asshole, slightly pushing into his hole, feeling the muscles holding it tight, this made Fanny moan. Wow, if only my friends could see me now, and as that thought passed, I realized that these were my friends and these acts could not be shared with my teen friends. I felt pulled apart; two different sides of me were seeing each other trying to figure out how this was all going to work.
I heard Sophie walk back into the bedroom, but could not see her with Fanny blocking my view and my mouth filled with his bulging cock. I reached around and was tweaking his nipples which were like hard little rocks on his chest; he was looking lovingly down at me sucking him. Sophie bumped up against the bed and then I heard Fanny gasp and said, “oh yeah honey, that feels good” and Sophie had lubed up Fanny’s ass and was inserting something into him, but I didn’t know what. She pushed it into his ass and pulled up his panties to hold it in. Then I felt her hands between my legs pulling down my panties and lubing my ass, I pulled my legs up to give her better access and she plugged my ass with something big and hard, and deep, felt like it was going to come out my throat and hit Fanny’s cock still in my mouth. This butt plugging put both Fanny and I into heaven, with Sophie telling us how good we looked with our asses filled, she said we can eat them later and have a cucumber salad, which then told me what was in my ass, a nice fat cucumber, wow, simple yet very effective.
In a few minutes Fanny moved down, still with his cucumber and pulled mine out, pushed my legs up and filled my ass with his cock. Sophie said, "you will not last long Fanny, you will be cumming in our boy’s ass in no time, Alba are you ready” I was totally ready, hoping to cum without feeling my cock, just like a woman. Fanny continued his thrusts, backing into the cucumber when he pulled out and making my cock start to spasm as he hit my inside pleasure button. Wow, was this a thrill, being loved by two people at the same time in all sorts of ways, my male and female sides were in full bloom, will this affect me in my future and will I be able to remain in contact with these kinds of people, I presume this is not the norm, and I was wrong and I was right.
Sophie took off her panties and climbed on top of my face with her pussy against me mouth facing Fanny. She started tweaking his nipples and tongue fucking his mouth I loved hearing them moan as I was licking my first pussy, I didn’t need much coaching parting her lips sinking my tongue into the soft folds of her pussy, she tasted good, hard to describe but I loved the position being under her. I could see her asshole, right in front of my face, so I slipped my tongue up that way for a taste and she wiggled a little and moaned in pleasure. Since she was facing Fanny she was tweaking his nipples, pulling on my cock, jerking me off, and kissing Fanny both of them deep into each other’s throats to provide as much pleasure to each other as they were to me. Since I was to turned on with Fanny fucking my ass, I could not help but cum first, Sophie slid down and gobbled me up just in time to get a mouth full of my young cum, which she immediately deposited in Fanny’s mouth as they swapped my cum, then Fanny came deep in my ass, filling me with his seed and nearly falling over, Sophie had hold him up, and then she came in my mouth, Fanny tweaking her tits and making her moan deeply in pleasure. I got a sort of gush from her pussy, much different than a man cum, and drank what came moaning in pleasure and the sexual high we had all shared. We all collapsed on the bed, with me in the middle as we all caressed each other lovingly, and cooled down. Thoughts started to cross my mind about the future and what it might bring with these two; their private lives were certainly different than what I would have expected. Then maybe this is how all adults are, an inner life of “anything goes” and an outer life where any of this stuff cannot be alluded to, only in whispers.
3年前
