Part 1

Part 2

I woke suddenly to her riding my cock.

This came as quite a surprise as you might imagine. I typically sleep naked (although I have no memory of ever taking off my pants haha), and must have gotten hard in the night. Maybe she woke to my hard-on raising the sheets, or maybe she never fell asleep. Regardless, now she was taking full advantage of my engorged manhood. I say full, but she wasn't quite taking all of it. She was on her knees, straddling me, struggling to get all the way down. She must have just hopped right on without any warm up or lube. I could tell she wasn't nearly as wet as before. Luckily I'm uncut, so once I'm crammed in far enough, my foreskin tends to help reduce the friction somewhat. Her eyes were closed and there was a look of pained pleasure on her face. The sight of her pussy struggling around my girth was not making me any softer. I realized she didn't know I was awake yet, so I decided to surprise her back, wet or no. I quickly grabbed her arms and pulled her down onto me, then wrapped my arms around her back and started thrusting into her from below, hard and fast.

"Oh shit!" she bellowed. I wasn't sure if this was from surprise, pleasure, or pain, but it sounded sexy to me, so I kept at it. Serves her right for not asking permission before jumping on my dick, I thought. I wasn't sure how long I'd been asleep, (and thus how long ago I came all over her), but it must not have been long, because I felt nowhere near in danger of cumming, despite how fast and hard I was fucking her. She was getting wet now, creaming on my cock, which allowed me to glide further out and then ram myself back in. I picked up the pace and pounded her pussy as fast as I could. Suddenly her moans started rising in pitch.

"Don't stop..." she begged as I continued pummeling her. She sharply inhaled then cried out, eyes closing and face bright red. I couldn't believe she just came without any clit play and I smiled ear to ear while I took a break from my workout. After she had calmed down a bit, I let go of her to see what she could do on her own. She sat back upright and bounced performatively on my cock for awhile, which looked insanely hot, her slender body dimly illuminated by the golden glow of my reading lamp, but otherwise wasn't doing much for me. Then she tried to take me deep, breaking her ryhthm and slowly lowering herself down my shaft, wiggling a little at the very bottom and letting out a gasp, then a deep moan. This felt fantastic, but got me so excited I had to take control. I levered myself up a bit, wrapped one arm around her back, and rolled over, taking her with me. She yelped and laughed as she was suddenly firmly pinned on the mattress, my cock having never pulled out. I bit her neck and started railing her hard but not deep in missionary. She was letting out little cries with every stroke and it was driving me crazy. It felt amazing, but I knew with the alcohol and having just cum a short while before that there was only one way I was going to finish. I sat up on my haunches, lifted her leg and swiveled it up over my head, turning her hips to the side, again, not losing contact with her creamy snatch. I fucked her like this for a bit but she was wincing: the angle seemed wrong for her, so I flipped her all the way over on her belly, stradled her, and started fucking her prone.

"Mmmm yes" she breathed as I grabbed her little bubble butt and slowly slid in and out. I gave one sharp spank, she yelped, and I started pounding her again. I couldn't get as deep in this position, but the sight of her ass and little waist was all I needed to get me over the hump. She must have felt my cock head swelling with invetitability because she suddenly moaned "I want you to cum inside me".

"Fuck yes" I grunted and continuned pounding her until I convulsed with pleasure, pumping her full of whatever I had left from our previous endeavour. I pulled out and watched it leak out of her gaped cunt with satisfaction.

After some cleanup and after care, she gushed over me, telling me her husband had never fucked her like that, could not possibly fuck her like that, which swelled my pride a bit. After that night she got a bit more attached than I was ready for at the time, so I had to cut her off, but not before she apparently bragged to her friends about me. That's another story however...

Note:

This is the first story in a series of stories that are meant to be cathartic for me and hopefully enjoyable for you. Throughout my life, I realize I have many sexual regrets: times I wish I would have been more assertive, less reserved, more confident, more dominant, etc. Each of these stories starts out completely true, although I may change some minor details to protect identities, or fill in things I've forgotten, obviously. Then at the point where my regret begins, they diverge into fantasy. I'll limit the stories I tell to the times wjere my partner(s) made some mention of my dick size, or it was somehow otherwise specifically relevant. Feel free to guess where the divergence takes place or just enjoy the story.