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My soon-to-be married FWB [MF]
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LawStudentDaddy is a male/female couple
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This is an NSFW version of my unsent letter, and this is about Eleanor, who I is also the muse for my first story (my first kiss was on the wrong pair of lips.) You can find both posts on my profile, but this can also be read as a standalone story- or more accurately, a collection of short ecstasy filled snippets

Ellie was 5”4 and very skinny, with brown hair and brown eyes, a cute smile, and hips to die for. I watched and felt her shapely ass grow under my hands, and firmly blame her for making me into such an ass man. In brief summary, our first kiss together was on our first date to a mall and she pulled me into her dressing room while trying on a sundress with nothing beneath it, which led to me kissing her freshly shaved pussy. We were both barely 18 (in her case just a few days legal) and tasting her sweet flower while a busy store bustled just outside of a thin door was the most exhilarating moment of my life. Somehow I made her cum and we never looked back. We never ended up dating, but were great friends and had passionate sex like only true lovers can.

Dave&Busters Our next date was soon after and I wanted to have a little fun without expecting sex, although it seemed like we were just getting started on exhibitionism. We walked around and played all of the games while acting like stupid lovesick children, and luckily for us, it was the middle of the afternoon and the place was quite deserted. We climbed into one of those shooting games with the curtains on both sides and kissed like we both knew that the building could burn around us as we wouldn’t notice. Ellie straddled me and kissed me passionately while her already short skirt hiked up around my throbbing cock. I kissed her neck and squeezed her barely there ass and boobs, teasing her with my lips, hands, tongue, and cock. While my dick had stopped growing by the time I was 18, Ellie could not say the same, and her boobs and ass grew until after her 21st birthday.

She flipped around and pressed my erection between her ass cheeks while I kissed her neck and ran my fingers up and down her thighs. My fingertips brushed against her panties and I could feel the warmth emanating from her excited little pussy. She stopped me momentarily “I didn’t shave this week” but giggled and let go of my hand when I told her that I wanted her whether she was shaved or not. I slid my hand into her soft cotton panties and explored a bit, feeling her tight little hole which was already dripping in her juices, Ellie’s sensitive clit which I would’ve otherwise ignored but for her little gasp and caught breath when my palm grazed against it, and of course, the soft stubble, barely on top of her pussy and practically nonexistent on her lips. With her hand guiding me, I quickly settled into a rhythm of two fingers playing with her clit and my other hand teasing her neck and nipples while I kissed her ear and called her my good girl.

Eleanor twisted her neck to kiss me and moaned onto my lips as she came, bucking her hips and pressing forward into my hand while her lithe body shuddered in my arms. I held her tightly as her orgasm rolled through her, and felt her hot breath on my arms until she turned back around to straddle me and kiss me deeply. I had achieved the insurmountable, and made a girl cum for the second time, both of them clitoral orgasms, which at that time I thought were of the more difficult variety. The loud music definitely helped mask our twenty or so minutes of playtime between the curtains, and Ellie gave me the cutest face and said that we still had time for her to make me cum. I’ll never know what she had in mind when she said that, because at some point during her orgasm, having a hot little body squirming and moaning on me was all too much for my inexperienced self, and I came too.

Grocery Store Gusher We met a couple of other times after D&B but stuck to oral sex and playing with each other. Ellie wanted to lose her virginity to a “boyfriend” and although I wanted to lose mine as well, I wasn’t going to pretend that we were more than we were just so I could lose the title of a “virgin.” But then she got into a relationship and we lost touch. It was only a few months until she texted me that she was single again and wanted to see me, so while I was excited regardless, I didn’t know whether or not she gave up the big V. We met at a grocery store about 15 minutes from where we lived and got some snacks which we used to break the ice and chill with in her car until the store closed and the parking lot emptied out. I wasn’t looking at the time but it was at least a couple of hours before we kissed. Ellie was shy at first but soon was back in her rightful place on my lap, kissing me, and telling me how much she missed being in my arms.

I knew exactly where she liked being touched and soon enough she was naked on my lap, save for a pair of dripping wet panties. I wanted to taste her and she knew it, touching herself and teasing me with her fingers along with whispering into my ear about how good she tastes. When she finally laid across the backseats and spread her legs on either side of my head, I don’t know what was drooling more, my mouth or her pussy. I dove right in and sucked on her clit while her moans filled the car. Eleanor grabbed at my hair and squeezed her thighs while I slid my finger inside of her, teasing her g-spot while I licked up and down her soft lips, once again cleanly shaved with just the slightest hint of a prickle. It only took a couple of minutes but Ellie told me that she was going to cum, causing me to suck her engorged clit into my mouth and slide a second finger into her tight pussy, just as tight as I remembered.

With that, she came hard, gushing into my mouth. She told me that it felt different when she came but it wasn’t a full on squirt like I’ve seen some other times. It was super hot and I always tried to make her orgasm like that again, but perhaps it was the buildup coupled with the rebound aspect that brought her over the edge that time and caused her to gush in my mouth that time only. Ellie followed that up with a new blowjob technique, definitely something that she picked up from her ex. Instead of trying and failing to deep throat my cock until she gave up and jerked me off like I was used to, she sucked the first three inches of me into her warm mouth. Not much bobbing or movement, but as soon as her saliva ran down my shaft, Eleanor used her hand to stroke the base of my cock while sucking on the circumcision mark and up. It was an interesting combination, I’ve never had a BJ like hers from anyone else. It certainly made me cum many times and I loved her method, but what she said next really got my blood flowing. “By the way, I had sex with ex. Wanna fuck sometime?”

Making Love In Her Bed A couple of weeks later she was home alone and texted me to “come over and bring what you need” which I took to mean as condoms. I told her that I wasn’t a virgin either but we were each going to be the other’s second person. Funnily enough, Eleanor knew of the teacher who I lost my virginity to and told me that she couldn’t blame me at all. But this time would be different for me, no more mommy Dom, no more being shown the ropes, I was expected to be in control and relished the opportunity to finally control the tempo and direction in bed. We cuddled and watched tv until Ellie’s ass rubbing against my penis gave me a noticeable bulge and our shedding our clothes quickly followed suit. After a little foreplay (mostly me finally able to enjoy her sweet body in a bed) she was ready for me to take her. I slipped on a condom and plenty of lube before crouching over her spread legs, letting them rest on my shoulders before folding her back into a pretzel so I could slide into her tight pussy.

And how tight she was. It is truly indescribable how good it felt around my throbbing erection. Ellie was less than a hundred pounds soaking wet and I felt like I was going to break her when I let my weight rest on her after slowly sliding myself in to the hilt. It was inch by inch while she measured her breathing and grabbed onto my arms, which were holding me up, and placed on either side of her shoulders. I looked into her eyes and told her that I was in all the way and she replied “Thank God!” And then wrapped her arms around me, pulling me in close until I slid my arms underneath her and did the same. Together, we slowly rocked backed and forth, my dick buried in her tight pussy, until she relaxed and I could thrust in and out. It wasn’t deep strokes at all, probably only a couple of inches at a time, but her kitty was clamped around me like a vise and I was struggling to keep from cumming.

Eleanor wasn’t moaning as loudly as she would when I went down on her and I wasn’t sure if it was feeling good for her, but she allayed my fears immediately after I asked and threw her head back on the pillow so I could kiss her neck. Her face flushed pink and her breathing shallowed while she repeated my name over and over. I didn’t expect for this sweet lovemaking to happen, but it just came naturally and that was the flow in the moment. Even Ellie told me afterwards that she had never made love like that with her ex, and even a couple of years later we both agreed it was something special. It may not have been our virginities, but it might as well have been. We made out and I kissed her neck while she whispered my name held me as tightly as she could. Neither of us wanted the moment to end, but I had felt like I couldn’t last another second for two minutes already. I don’t know if it was the motion, the sweet nothings I whispered into her ear, or the pulsations she felt inside of her as I came hard, but it brought her over the edge. Eleanor dug her nails into my back and screamed my name through her empty house while her pussy managed to clamp down even more on my orgasming cock. We had the perfect ending to a perfect lovemaking session- we had climaxed together.

This is just three little peeks at our sex life and I can never write about all of the sexting, pictures and video, or FaceTime orgasms which we shared. Ellie is getting married soon and that has spurred me to write about her a bit more, so I might do a part two which would include the night I picked her up drunk from a wedding and the time we stayed up all night on the boardwalk. Let me know if you are interested! And thank you to over 700 followers!!

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4 months ago