When I was 19, I was seeing a girl, let's call her Amy. Our relationship was, theoretically, purely sexual - driven by the sex being amazing - but eventually we each, to an extent, got attached.

Eventually she cast me aside and I, being immature at the time, sought revenge on her. This revenge, to me, would be best achieved by fucking my way through each and every one of her friends. I chose to start with a girl who we'll call Kim, who was less close to Amy than others, just to test the waters.

We went for dinner together, with drinks before and after, went clubbing, and eventually found ourselves back at her place, just two floors below Amy's flat.

Things got heated, and I was thrilled; my scheme was working. She went down on me, but stopped me going down on her; seemingly having gained enough confidence from alcohol to gain an unexpected dominant streak. I didn't question it when she brought out massage oil, rolled me onto my front, naked as the day I was born - though she remained in her dress - and lightly bound my wrists to the headboard.

The massage was okay - clearly inexperienced, but still arousing given I could feel bare skin on mine, and knew she was, at most, clad in lacy - based on a scratching feeling - underwear.

It didn't last long, before she started kneading the cheeks of my ass; not overly surprising, all my ex-girlfriends had, either joyously or reluctantly but always with surprise, acknowledged I had an attractive bubble butt.

A finger slid in to my surprise, though, not that I minded; an ex had done the same a few times. My ass clearly brought up some kind of urge among drunken women; fine by me in the end.

Small but perky breasts still rubbing against my oiled back distracted me from any discomfort as a second finger joined the first; so I just relaxed and, to my embarrassment afterward, let out a few soft and, probably near silent, moans into the pillows my face was against.

She found my prostate after a short effort, and a hiss, then a chuckle, from her, told me how much pride she found from my sudden jerking motion and whine. Rather than press it over and over however, as I hoped, she instead started scissoring her fingers a little.

Minutes later, she stood, fingers leaving me stretched but empty, and I prepared myself for, ideally, a pegging, or, realistically, turning over to be ridden.

I could have jumped for joy when something thicker than a finger brushed my entrance, notably covered in a cold liquid - presumably lube. Only for Kim to lean down, breasts against my shoulder blades, as the tip of, I assumed, a strapon, slid into me.

She gasped a little, as did I, and planted soft kisses on my neck, and so I turned my head to try kissing her lips again. She whispered, "I'm sorry," and then let her eyes roll back slightly as she slid further. I couldn't be bothered asking why, given my focus on the odd mix of physical pain and mental pleasure I felt.

She kissed me hard, but caringly, and a minute later began to gently pull out before sliding back in. For what felt like ages it was just an inch at a time, the strokes eventually getting deeper as my pain dulled and I tried to encourage her with somewhat exaggerated moans.

Kim went relatively wild after that, deeply fucking my ass and moaning all the while. With the minute of clarity I had between the pain dissipating, and the pleasure starting, I had a thought. Why was she enjoying this so much? But my thought disappeared, understandably, as I started enjoying myself, and she began jabbing awkwardly at my prostate.

A short while later - less than a minute, I think in retrospect - she pulled out of me and loosened my already generous bonds, and laid a hand on my hip that encouraged me to roll to my back, and slid between my legs with shocking speed, then kissed me as she attempted re-entry.

I looked down, though, gaining a devious joy from watching my own penetration, and my eyes went wide. It wasn't a strapon; it was a cock. Smaller than my own by a small margin, but a real, bare, and hard cock nonetheless.

I couldn't really react though, as the new angle seemed more ideal for hitting my prostate. In the moment, encouraged by intoxication and pleasure both, along with the secret knowledge that this had been a long-time fantasy of mine, I just let her enter me, and kissed her deeply.

My hips moved up, at jagged intervals, trying to fuck myself up onto her with my legs on her sides to encourage her; her good hand slid between our stomachs and started a vigorous handjob, while the off hand propped her up over me, and her moans became deeper.

I sensed, from those details, that she was close to climax, briefly concerned about her lack of condom, and thinking to get her to pull out.

She did so, but rolled me back onto my front, then pulled me up onto my hands and knees; and slid back inside with a hand firmly gripping my shoulder, the other still jerking me. She moaned, higher than I thought her capable, and pulled out after just a half dozen thrusts, before a few ropes, and more spurts, of a hot liquid landed over my ass and lower back.

She breathed heavy behind me, sighed loudly, and then lay down beside me, while I still rested how she left me on all fours, completely unsure how to proceed.

Kim gave an awkward smile to me, and chuckled a bit, and said just to lie down; she'd clean the sheets tomorrow. I lay for what felt like an age, the two of us making awkward small talk; I had envisioned abandoning her after fucking her, I had no clue how to leave after she fucked me.

We fell asleep shortly after, as we finally got to drinking the cocktails she mixed us when we first arrived.

I awoke the next day and sought to vanish while she was asleep; I learned she was already awake when I moved, though, and cursed myself harshly.

She looked a little scared, presumably less confident while sober, but still smiled a sultry smile. She slid her hand up my abs, which is always a shudder-inducing turn on for me, and was soon kissing me again.

Long story short, she wound up fucking my ass again, though this time purely in doggy style, and a good bit more roughly. Still, I enjoyed myself, and she managed to successfully stroke me to climax this time.

I left a short while later, thankfully able to use her shower, and we never spoke again; despite what I wish every time I find myself drunk and alone