Allover30 Free - The Secret History Of Busty Older Women
Long time lurker, first time poster here. While I've changed a few small details for privacy and narrative purposes, I promise this series is true. This story is fairly mild compared to some other stuff here, but it's a good set up for part 2 and part 3. Each part ramps up in intensity, so it's mature naked women good to read them in order. Without further ado, here's the story.
Her name was Jessica. She's 5'5", blonde hair, blue eyes. Perky b-cup tits and an INCREDIBLE ass and legs from years of heavy squatting. I'm 6'0, dark hair, lean and moderately muscular. We're both 22 years old.
I first met Jessica my freshman year of college in a club we were both in. We immediately hit it off and there was definitely chemistry there, but she had a boyfriend who she had been dating for a two years at that point. Over the years Jessica and I became closer and closer, and it was pretty obvious to everyone else that we were into each other, even if we wouldn't admit it. I was a stereotypical awkward virgin, with absolutely zero experience with women; I'd never kissed a girl, never held a girl's hand, never even asked a girl on a date. I'd been friendzoned pretty hard by Jessica and that was really, really depressing, because I'd never met another girl that I had so much chemistry with. We started spending a lot of one-on-one time together and she'd even invite me over to get drunk with her. Nothing ever happened and I assumed that was how hard I'd been friendzoned, that she was so unattracted to me that we could get drunk alone together and playfully flirt (and even get a bit handsy) and nothing would happen.
Those days were really rough on me. I was too hung up on her to pursue anyone else, yet I knew I didn't have any chance with her. One day she got drunk and started giving me details about how her boyfriend fucked her the night before. Let me tell you, there is absolutely nothing more crushing than hearing firsthand about another guy fucking the girl you're in love with. After we graduated I took moved two states over for a job, which I partially took just to get away from her. We were best friends, but I couldn't stand any more nights of seeing her in tight athletic shorts that rode up her beautiful thighs and formed a tight outline around her incredible (I need to say this again: this girl has one of the best asses I've ever seen) ass and pussy. Sometimes I'd sit at certain angles to see up her shorts and get a glimpse at the mature older nude woman sexy women (Learn Additional Here) panties she'd always wear, or on rare occasions even get a tiny view of her pussy if she stretched her legs wide enough. There was one pair of red shorts on her that was so tight you could literally see the outline of her pussy lips. I'd fantasize shoving her against a wall, ripping of those shorts and the panties underneath, and passionately eating her out as she came over and milfs over 40 and over again.
Anyway, she and her boyfriend broke up shortly after I moved. All I could imagine is her going out every night and getting fucked by a new guy, and it made me feel like shit. A few months later got a job that was about 8 hours away from me, and said she missed hanging out and wanted me to visit. I knew it was a terrible idea to go when I still hadn't gotten over her, but I always wanted to see San Diego and she was still my best friend. When I arrived she hugged me and said that two other guys would be staying with her that weekend, which immediately pissed me off. Over the next few days she spent most of the time ignoring me and talking to those guys, and I wondered why I traveled so far just for this.
The four of us got back to her apartment on the last night of my visit, and then the two other guys quickly left. She pulled me aside and said, "I convinced those guys to stay with a friend. Now let's get drunk and watch Netflix." That's exactly what we did, and an hour later lying on her sofa bed watching Netflix and were pretty drunk. With liquid courage inside of me, I said fuck it and started tickling her. At first she was indifferent, but then she started leaning into me and tickling me back. That seemed like a good sign, so I started "accidentally" squeezing her tits over her shirt, and when she made no complaint I started tickling her under her shirt.
My hands slowly slid up her stomach, savoring every touch of her smooth, soft skin as they made their way up to her tits. I was shocked to discover she wasn't wearing a bra. At this point I gave all over 30 models pretenses of "tickling" and pulled her close, squeezing and groping those firm, perky tits. I circled my index finger around her nipple before pinching it, and she let out a soft moan and wiggled her ass right into my hardening dick. I put my other hand on her thigh and slowly moved it up, squeezing and rubbing her pussy through her pants. Her breathing got heavier, as did mine, but after a few minutes she said she was tired and went to the bathroom. I started cleaning up the sofa bed to sleep on. I'd been over to her apartment many times during college and each time I'd slept on the couch. I assumed this would be no different.
She return, wearing a pair of semi-tight athletic shorts that barely covered her ass and a t-shirt. She giggled when she saw me making up the sofa, and said, "Why don't you sleep on my bed? It's much more comfortable." Despite what had happened, it took my low self-confidence virgin brain a few seconds to process what that meant. I followed her to her bedroom and we spooned and quickly fell asleep (she was right, the bed was super comfortable).
I woke up in the middle of the night, and it took me a few seconds to come to term with the beautiful girl fast asleep in my arms. I pulled her close and inhaled the scent of her hair, which was utterly intoxicating. I put my hand under her shirt and slid my fingers over her stomach, resting just below her tits while I started kissing her neck. God, she was so beautiful. She stirred a bit but was still fast asleep. I nibbled on her ear while I gently began massaging her tits, knowing from before that her nipples were so sensitive that even the lightest touch would wake her up. I pinched her nipple between my thumb and index finder while pushing my now hard dick into her ass and kissing her neck. Her breathing became heavier as she once n wiggled that amazing ass into my dick, which in turn made me rock hard. and I became more aggressive in squeezing, groping, and rubbing her tits and nipples under her shirt.
She was now wide awake and worked up, so I started gently biting her neck while sliding my hand under her shorts. She wasn't wearing any panties, and I could tell she had recently shaved. My middle finger reached her slit and started rubbing up and down, circling around her clit but never touching it. She wrapped her leg around mine and rotated herself to be almost on top of me, spreading her legs wide to give me easier access. By now she was soaking wet and I wordlessly put a finger inside of her while nibbling on her ear. Her breathing was heavy and labored now, and I alternated between fingering her and rubbing her clit while shoving my rock hard dick into her ass. I pulled down her shorts to reveal that incredible ass I had fantasized about for years, and began rubbing her clit more furiously. She moaned again and put her hand on top of mine, and I could feel the small spasms course through her body as she got closer and closer to cumming. My free hand groped her tits again while I rhythmically rubbed her clit and slid up and down her drenched pussy lips. Her breathing was frenzied now, and she gently moaned while I bit into her neck and jaw. The spasms kept getting bigger and bigger until finally she groaned and was overcome in one incredible orgasm.
Satisfied with my work, I gave her ass and tits one last squeeze before falling asleep. In the morning we kissed for the first time and she said (to my great surprise) that she expected and hoped we would hook up this weekend. I had to drive back to San Francisco shortly after, but we agreed that we would go out and "keep things cool and low-key," whatever that meant. We also agreed that we'd spend a weekend in LA for my birthday in a month...
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