100% true story

This is 100% true

I have always had this fantasy where a group of women would ask me to watch them model lingerie for them and provide feedback about what worked and didn’t work on them.

I was a roadie at the time and was on the road all the time. I wasn’t in a relationship with anyone, rather playing the field a bit. I was 36 at the time and had signed a lease to a lake front apartment with a girl I was fooling around with because her roommate bailed and she couldn’t afford the place on her own. We’ll call her Missy. She was 31, 5’3, 115lbs. Sandy blonde with B cup tits that had started to sag slightly after c***d birth years earlier. She has an ass that any women would kill for. We had recently reconnected after 10 years. She was a real wildcat in the bedroom and nothing was off limits.



I was also talking to my now wife, we’ll call her Eli. She was 22 at this time. 5’5, 100 lbs soaking wet, A cup tits with the tiniest little button nipples and really small areolas, long blonde hair that fell down her very thin frame to a petite heart-shaped ass. We had met a couple years back and became really close friends. Being 14 years younger than me I never dreamed things would ever become physical between us. But after we’d known each other for over a year I broke up with the girl I was living with and Eli made her feelings known. We became friends with benefits. We both continued to see others and we shared our adventures with each other.


I should mention that I have a huge anal fetish. My previous girlfriend was the first person I’d ever been with who indulged my anal desires without making me feel ashamed of them. Our relationship had gone south for a couple years before I ended it. I was afraid to lose the one person I had ever been myself with sexually. Convinced I’d never have that openness again if I left her. Truth was, I lost that along time ago with her. I asked Eli out on our first date right after the split. She said yes. I also shared my sexual desires to her that night as well. She replied by saying “I don’t think my body does that” I was a bit crushed, but this girl was becoming my best friend and someone I could share everything with without fear of judgement. After a very short we became very sexual without commitment. I travelled so much, but any time I came to town she dropped everything for me. One night I was in bed with her and touching her asshole while she laid on top of me. She then asked me if I wanted to fuck her ass. Of course I said yes, but that is a different story...



Missy and Eli knew each other at this point and we’d had a couple 3somes together. ( the three of us ended up living together for almost a year. but Missy wanted it to be me and her together and Eli as our girlfriend. In the end it was Eli I really loved and Missy couldn’t accept that.). Both girls got along well with each other. Missy was the first girl Eli had ever done anything sexual with and we were her first 3some as well.

One night I came home to find Missy on the phone with her good friend we’ll call Amy. Turns out Amy was upset with her man and looking to get out and be wild. She wasn’t faithful to her man and often fucked other men, however this night she was telling Missy how she’d never had a 3some or used any toys or been with another girl or had anal sex. Missy often shared details of our sex life with Amy. Missy held her hand over the phone and told me Amy wanted to come over and experience all of these things with us. Amy isn’t a model by any means. She was 5’6, probably 150 lbs large cup breasts and a full figure. She wasn’t ugly though at all and she was super cool and a joy to be around, so naturally I agreed. Eli called and asked what I was up to. I went in the other room and told her what was going on. I felt a bit concerned about the whole thing and asked if she’d come join us. She quickly agreed. Then I returned to the other room and informed Missy that I already told Eli I hangout that night and whether or not it would be okay if she joined us. Missy was surprisingly agreable (we weren’t all living together yet) and asked me to get some liquor while I picked her up. Out the door I went.


After I picked up Eli and got some stuff to drink we talked on the drive to the apartment. I told her I was nervous and wanted someone there i knew I could trust and share anything with. She simply told me to relax and just go with it. If anything started to happen I wasn’t comfortable with to just tell her and she’d say she wasn’t okay with it and wanted to be taken home, that way I’d have to leave to take her without being the bad guy.

When we got to the apartment Missy and Amy were already having drinks and getting in the mood. Eli and Amy sorta knew each other but I introduced them again. Amy seemed a little put off until Missy told her she knew what we had planned and hoped to join in. Amy smiled and started to go on about how her old man got threatened by toys. How he never made her cum. About how she fantasized about being with a women and having group sex. And how Missy going on and on about anal sex with me made her curious about it. After an hour or so of drinking and smoking weed we all started sharing our fantasies. When it was my turn I explained my fantasy about girls asking me to watch them model lingerie while I sat back touching myself until it all melted into a pile of sweat soaked bodies intertwined in sexual bliss. Almost instantly Missy jumped up and headed to her room. She then called Amy and Eli to join her. I then heard her tell me to go to my room and wait on the bed. Quickly I did as I was told. Shortly after all 3 girls came in and went straight to my bathroom. When the door opened they were all I some sort of sexy lingerie. Missy came out first and did a little model walk up to me, spun around and sensually bent over while looking over her shoulder at me, winked and then strutted back to the bathroom. Amy, who was fairly tippsy at this point, followed her lead. Eli sorta just giggled and did a shy sorta catwalk. Being so much smaller than the other girls left her with limited options from Missy’s lingerie drawer. Me, I couldn’t believe what was happening. These beautiful ladies were making my dreams come true. They continued to model for me for quite awhile. I removed my shorts and started to stroke myself, then Eli joined me on the bed as she had run out of stuff that fit to model. The other 2 girls then joined us on the bed.

All the attention immediately went to Amy as Missy leaned in to kiss her. They have been close friends forever, but this was the first time they had done anything like this together. I was concerned it would affect their friendship, that faded as the 2 started to really get into it. Amy was lying on her back with Missy on top, when Missy came up for air I removed her bra and then leaned in to Kiss Amy myself and started to caress her covered breast. I heard Amy moan and looked down to see Missy rubbing her covered mound. I soon got up to grab my phone and start taking pictures. While I did this Eli joined in and soon the 3 of them were going at it. Missy and Eli were topless at this point. Missy had on black panties with white lace frill and Eli had on black hose with a blue waistband. Missy then removed Amy’s panties leaving her in a hot pink teddy top and black patterned thigh-high stockings. As Missy started to rub her pussy Eli grabbed the bag full of toys and selected a purple 2 sided vibrator and handed it to Missy before leaning in to kiss Amy. Both Eli and Missy took turns kissing Amy and playing with her pussy. Missy was the first to dive into Amy’s cunt with her tongue. Amy climaxed soon after. This continued for quite awhile with me watching and taking pictures. They all took turns licking sucking and fucking each other. Missy then asked her if she still wanted to try anal play. Amy eagerly nodded her head yes. I then gave Eli the phone, so she could continue taking pix, and grabbed a small viberator from the bag and climbed on the bed. I had her turn over and poke her ass up in the air while she worked her clit with a different toy. Placing my hands on each cheek i slowly massaged them, gently spreading her cheeks to reveal her starfish prize. Then I leaned in and blew directly on her asshole while spreading her cheeks wide. This caused her to tighten her hole and cheeks. Immediately I licked her asshole and she completely lost it and instantly came violently. Placing the head of the small vibe on her asshole I slowly started to push it into her. She tensed up, but didn’t stop me. Once inside I continued to push and the pull back until she relaxed. Once comfortable I removed it and kissed and licked her hole before lining my cock up with her asshole. Up to now none of them had touched my cock at all. No blow jobs or anything. My first contact with any of them with my cock was gonna be in this virgin asshole, I was so excited I was shaking.


As I pressed my cock into her ass she tensed up some and cringed. I asked if I should stop and was met with a quick and decisive NO, so I slowly continued pressing until I felt her anus give and envelope my stiff member. It was so tight and I only had the head in. Amy moaned in either discomfort or pleasure, which one I don’t really know. Allowing her to relax first I encouraged her to continue playing with herself. She did just that. After taking my time to fully penetrate her I stayed in her balls deep while she again reached orgasm. When I started to pull back her asshole gripped my dick and pulled back with my cock. She became very vocal. Lots of “ oh my god” and “holy fuck”. Once I got a little rhythm she started to relax and even began pushing back. I sensed she was going to cum again and asked Missy to grab her toy. Then I had each girl grab one of Amy’s hands and make sure she couldn’t touch herself. Amy protested as I began to real start giving it to her asshole. Soon I was fucking her ass as hard as I could. She started screaming and shaking as I came in her ass. After I relaxed she said she couldn’t believe she came from just anal sex and that it was the best orgasm she ever had.

I then took turns fucking all 3 of them up the ass.



The fun went on all night. We all took naps on and off yet continued until we were all completely exhausted. Amy got up and went home around 5 am. Eli and Missy took turns sucking me until I got hard and grabbed Eli and started in on her asshole once more. After she came Missy pushed her aside and she ran to the main bathroom. I then gave Missy’s asshole all I had left. After I came she went to the bathroom to evacuate herself. I really had to pee and told her as much, she just grinned and opened her mouth. I told her not to k** or she might end up all wet. She replied “who’s k**ding?”. What happened next is definitely another story...