The Day N Night I Got My Sub Fem Fantasy!

Like so many other straight males I lived most of my life well into my 40's before one day I got an urge to wear some of that huge collection of lingerie, wigs and slut wear I had purchased for my wife but always had to arm wrestle her to get her into that sexy stuff.

I put a wig and added sunglasses to fem it up some more. Then thigh high's and tight panty girdle along with a sexy slip dress that I could sometimes get her to wear to fetish nights at clubs that had such nights. I slipped on one of her bra's that didn't fit too well and added a sexy black see through blouse that did fit quite well. I swished around not believing in the middle of the day in my family home I was parading around like some middle class drag queen.

Looking back it was no doubt a reaction to stress that I have replicated many times since. But I would go as far as makeup and full dress only once at a hotel out of town where I planned on going online and seeing if I could find some kindred spirit to either dress with or who knows fuck me?

I was still married in my early 40's and realized I couldn't lead this double life and purged myself of any female stuff I had bought for me the rest went back in her lingerie boxes. A few years later I would divorce my wife (Nothing to do with dressing I might add) and move away on my own. Soon the freedom of that would get me back into the TV/CD thing. Now I could get makeup and dress and take pictures to my hearts content and while not passable I got better and better and posted pictures online and was getting lots of response.

I even went out to clubs dressed. And while pulling out of my private driveway with a baseball cap on and full face makeup while it was still light out can be an extreme adrenaline rush and fear inducing I did it and enjoyed strolling in GLBT clubs where it was downright OK. Guys were buying me drinks and the place in Florida I was at was the Flamingo one of the first dedicated Gay/Lesbian resorts in the country this side of the San Francisco area anyway. They offered a discount rate to our little group of sad dressers. Only one looked hotter than me and she was an Asian girl in early 30's for God's sake.

So one night I hung around to meet a guy who said he wanted to meet me online. Just a few of the sad group of dressers were still there getting ready to leave early (as always) when my "MAN" came in. Wow unlike most Internet dating stories he was exactly like his picture. He stood 6'4" with a tight six pack and matching tight fitting jeans featuring a nice ass. The folks around the drag bar almost let out a sigh when he came over and hugged and kissed me. He was by the way 30 years my junior at 28 and a former Navy Seal who at first thought he was gay but was finding he was more of a Top who wanted his way with fem boys and CD/TV's like me.

He bought me drinks and we danced and it being my first time dancing in public as a chick (well second I did it at a huge Halloween party at a big resort in FL one time also). Lots of hugging and kissing and jealous glares and some other CD/TV's who danced with him but he came back to me every time. Two hours of this and I knew what was next. Butterflies danced in my stomach as I said would you like to come to my room for some private one on one time.

He nodded kissed my lips and patted my ass I we strolled out of the nightclub to the attached motel next door. As we got inside I was glad for the booze keeping me loose and drank some wine that he did not partake in as he took his clothes off revealing a body most straight women would fuck in a heartbeat as well as almost every gay man. I took off my skin tight skirt revealing my crotchless decorated bodystocking that along with my mini corset and push up bra gave me a fem look. I was wearing the red wig he had requested the very first wig I had ever bought for my ex.

I took a deep breath as I slipped into the bathroom to quickly cleanse an area that needed to be flushed out as he had told me to do since I was a virgin in the area and he was not. That done I slid onto the bed where he was totally nude with bare hairless chest and six pack daring me not to lick and kiss it which I did immediately. As he has said he was not a selfish top rubbing my latex tight thong I hid my non girl parts with he pulled it out even and played and sucked it a big by now we were in a lovely 69 position and his 7.5 inches was sliding in and out of my mouth and throat and while I had sucked a dick once before and got it to explode in my mouth this was scary in that I knew I had to satisfy this cock before the night was through one way or another.

I pulled back from his mouth as my fem side was taking over and I wanted him to fuck me and complete my journey into womanhood and a hard cock from a hot guy was the only way to complete the journey to me and I still feel that way today! My shaky hands tried to open a rubber I had bought it must have gotten too old I couldn't get it on his gorgeous hairless cock. He got one out and confidently put it on and lubed the outside of his now covered dick and my ass/pussy. I can still remember as he spread my legs open and sent his stiff hard cock probing into my nether regions.

I had never done more than try vibes and dildo's in my butt and they seemed awkward and painful so I hoped a warm blooded cock in there would work better and even if it didn't hurt I had trained and cajoled my wife's ass into enjoying anal sex now I would make believe it was my pussy knowing full well I was about to be ass fucked by a very studly gay man maybe bisexual.

Inside he pushed as I slowly inhaled and exhaled trying to be confident and female he looked at me and whispered my female name "Is that OK Jennifer?". "Oh yea Keith it sure is" I said in my raspy but higher toned fem voice. He went deeper and while only half of that almost 8 inches was in me I closed my eyes and got ready for the rest and he was a top as in my silence he proceeded aggressively pushing all the way till I hoped he was all in as I could take no more.

He started to slowly thrust in and out holding my nylon encased legs around his waist and pushing in till I felt his balls press against my ass cheeks. "Oh Keith" I moaned when in reality I wanted to say "Did your dick get even bigger?". He would lift my hips up to change the angle of penetration to be even more direct and deeper. He did this all the way till he had my hips and waist and chest almost above me with just my shoulders and head really on the bed. He was strong and clearly in charge enjoying his thrusts into me and finally realizing I probably was the virgin I was telling him I was. After 10 minutes of this Man to Woman Top to Bottom Dominant to Submissive Fucking; he laid me back down with my insides on fire from the fucking he was giving me.

With his dick still in me he pulled back my latex panties and demanded I play with myself. I did my best but finally told him I was too deep into his pleasure to worry about myself and to finish or use me as he wished. He then pulled himself up on me so we could now kiss and he grabbed behind my shoulders to help him thrust into me while I ran my hands over his back moaning and groaning like some sub chick lost in sub space endorphin filled bottom fantasy. He thrust into me over and over so I knew enough about guys if I hot talked him enough he'd come from the nasty ideas I was filling his ears with along with my nibbles and kisses.

He was more the strong silent type letting me do the talking while he did the fucking; I checked the clock because frankly I wanted to know how long could I last being fucked like this or would I tap out like I had seen some chicks do on video's right here on XHamster. It was steamy and hot and I could only think of 100's of people who knew me who would have screamed in disbelief to think I was the CD under this stud being fucked like some Virgin Bitch. I finally could not take much more fucking at minute 25 and whispered are you ready to blow baby? To which he said I've been ready Jennifer just giving you all you can take!

I could certainly take no more my ass/pussy was on fire and felt so impaled by his long hard and fortunately thinish dick was doing to me. He thrust quickly and purposely towards his orgasm pulling out just like in the porn movies we watch here to rip off the rubber and cum all over my tummy and latex thong. How hot young guys can cum as much as he did without yelling or screaming I don't know so I did the talking for him. "Oh baby! Oh Keith..your so hot your such a man; make me your woman oh yea come on me baby all over that's it!" By the fifth or sixth spurt each about a teaspoonful covering me from crotch to nipples. He pulled back my thong and dumped the rest of his manhood's seed onto my silly limp girl dick. Three/Four/Five more squirts only the Porn Star Peter North had I ever seen anyone cum so much.

He was finishing all over me and I quivered in girly response realizing he was making his last best statement. YOUR MINE BITCH; I FUCKED YOU LIKE THE GIRL YOU WANTED TO BE AND NOW I'M COMING ALL OVER YOUR TUMMY AND FAKE TITS AND NOW YOUR WORHTLESS SHAVED COCK/CLIT IS MINE TO CUM ALL OVER!

I groaned my approval whispering his name till he collapsed next to me the way men do when they finished off a woman. I would then do what I always wanted women to do when I came on them that way. I rubbed it into my skin and all over my tummy and my limp hairless girl dick complimenting him on all the cum he had produced. He then gasped "You should see my headpost and wall behind my bed it's all cumstained. So now I was part of all that the headboard the wall and now my body his new cum dump! We would imitate the Porn movies we watched on here everything from Straight Nasty Couples to CD's and TV's getting hosed down. He eventually would blow his load all over my face giggling a bit as he would step back grab my camera and document my "Shameful" ways for once and for always. We made one video the one you see on here we got some horny toad at a club to agree to video us as a non participant and you can see how good we got at this.

I would have him over to my place the next time and ******* we used no rubber; but he still came all over me the same way the third time again very high we would go bareback again and this time I would hold my legs over his ass and use my arms to hold him tightly into me and thrust my hips into his as he tried to pull out but used some guy strength to hold onto him as he poured himself into me. I had asked he not jerk off for a couple days. Being under 30 I knew this would be hard for him but he must have because my journey to submissive womanhood was reached as he coated my entire insides with his seed/cum/jizz/ball butter/sperm unlike my wife who would almost always run off to the bathroom to release what she thought was a dump but really just the cum I had shot into her I grabbed a butt plug by the bed and slipped it in while he ran off to shower since he was coated with sweat from fucking me for 30 minutes. I instantly lifted my hips in the air to make sure it stayed inside me as long as possible.

We of course got tested and agreed if we had other lovers to make them wear protection. He was a busy guy I would learn and worked a lot and actually had straight roommates whose other life he did not share with them. So we always fucked at my place and did so for the next six months till I moved to Florida knowing I'd never find another like him again. He got very top like in that time even calling me for early morning booty calls before work and telling me "Just wear a little night shirt or nothing at all when I come to the door cause I'm going to bend you over the kitchen table fuck you hard and fast and leave before your done panting.

He wasn't k**ding as one time he had zipped up and buckled up before I could peel myself off the table cum dripping out of my ass like some slut at a gang bang. I was deep into my hairless ways then so I felt fem enough but after being dominant with my ex for 13 years or so the idea that I was now the submissive felt wild, weird, queer and very hot too! If your a guy who can get it up and get it in me I'm still open to being taken that way as this is not some make believe story but actually is for real!

Kisses,

Jennifer
発行者 Jag2u612
11年前
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