So this all takes place several years ago when we were both 19. I had known this girl Jenna since our sophomore year of high school through a mutual friend, who I dated for a year or two shortly after this. This girl was really chatty, always giggling and kind of airheaded, had a really high opinion of herself, and too pretty for her own good (you know the type). Jenna was a real cute little thing barely pushing over 5' tall with long straight black hair and average size tits that looked huge on her with a nice toned body, and she knew it. She would always wear form fitting clothes and had a very flirty personality which made her quite a tease. Anyway, after high school I was kind of floating about not really knowing what to do with myself for a while and Jenna was much the same only her parents were loaded so I don't think she was in any rush. The summer after we graduated a mutual guy friend of ours who was a year older was coming back from college and had some time to hang out so we all decided to meet up at Jenna's since her parents were gone for the weekend. I get there a little after them and went inside where they had set up in this nice sunroom area with a small bar where they were mixing drinks. For the first few hours we all just kind of chilled and had a nice time catching up, playing video games, watching shows and just whatever. As the evening went on our conversations got increasingly raunchy but nothing extreme until our mutual friend let it slip he was still a virgin and hadn't been having any luck in college. Now I'm not shocked, I love the dude but he has zero game being pretty antisocial and looks exactly how you'd expect a physics major to look, real Wirey and kind of greasy. So we consoled him and tried to give him advice on how he might improve his luck until he became increasingly melancholic about the whole situation. It was almost 1am now and he had to go do something in the morning (I forget what) so he takes off. Now it's just me and Jenna alone in this big house on the outskirts of town. We continue to have a few more drinks (probably 5 or 6 in at this point) and watch tv chatting shit. She's all giggly and flirty and we're back to raunchier conversation until it comes up where I ask her what she thinks of me. She says yea I'm not bad to look at but because of our longtime friendship she could only ever see me as a brother. This sucked to hear because while I didn't find her particularly emotionally appealing or intellectually stimulating, I had been lusting after her since I first laid eyes on that cute Asian face and pert tits. Now I'm kind of back lounging in an armchair while she's just sitting on a cushion in front of the TV. After a bit more watching shows and chatting I asked her if she knew who Mika Tan was and that I thought she looked a lot like her. She said she didn't so I informed her and explained she was legendary for her ability to take a rough face fucking like a champ. I walked up behind her so now while she's sitting on the cushion her head is just below dick height and asked her if she's ever had any experience like that. She kind of turned around to look at me and I could tell she was getting a little nervous when she answered no, and "I don't know if I'd be into that". I told her she wouldn't know till she tried and kind of bumped her head with a playful thrust of my hips so she could feel the erection starting to form in my pants. She was looking at me kind of shocked and I told her to pull my cock out, she just kind of blinked at me so I slapped her hard across the face and grabbed her hair forcing her to rub her face up against my now throbbing erection. She began to struggle a bit and asked me to stop and let her go but I could tell she was scared as her voice was really shaky like she was about to cry. So I pulled her back and slapped her again spitting on her face this time while she began to tear up. I told her I was going to fuck her throat and she had better like it. I let go of her hair and pulled my pants down exposing myself in front of her, I'm not the biggest guy but I am above average in length and particularly girthy. She just kind of stared at the dick in front of her until I pressed it up against her face and slapped her with it a few times. I told her she could start by sucking my balls and she complied. She was really starting to cry now with my cock on her face while she began to slurp on my balls in between little sobs she was clearly trying to suppress. After a minute or two of this I grabbed her hair again and pulled her up to her knees where I could get a better angle at her mouth and stuck it in until I hit resistance. I just let it sit there for a bit so she could savor the flavor while she looked up at me with her face stuffed full of my cock. Then I pressed deeper till she started gagging, when I didn't relent she began to struggle again but I was so much bigger than her that I didn't even need to get her to stop, I just let her flail around as I worked myself into that tight warm throat. I began to thrust back and forth trying to break past the barrier that was stopping me from fully sheathing myself inside her until she finally gave way and my balls slapped against her chin while she struggled just to breath. I really went to town now, just pounding away while she had given up all resistance, content to just kneel there being a receptacle for me to get off on while she gasped for breath in the brief interludes where I would take my cock out and slap her around with it. If we hadn't been drinking I probably would have already cum by now but as it was I needed more. I finally let go of her hair and allowed her to collapse before I picked her up tearing open her shirt and tossed her horizontally across the armchair on her back with her head hanging over one side. I positioned myself in front of her face again and she must have realized what I was going to do because through her heavy breathing she just kind of moaned at me not to in a really pathetic way. I held her forearms together in one hand and guided myself back into her mouth with the other shoving myself in until her nose was full of my ball sack and I continued to pump into her. It went on like this for a few minutes when I finally felt myself about to cum and grabbed head with both hands getting as deep as possible before unleashing my orgasm down her throat. As my flow subsided I pulled out slowly letting my head rest in her abused mouth enjoying her heavy panting breath, on my particularly sensitive phallus. I picked her back up and sat down in the chair with her on top of me where I played with her perky tits by biting and sucking on them one at a time while pinching and rolling her nipples with the other hand. As I was doing this I eventually worked my way into her still intact pants and felt up against her pussy, I rubbed her for a bit before slipping a couple fingers in and holy shit she was like fucking Niagara Falls down there. By now I was getting hard again and she was just sitting on my lap shuddering and making small soft moans with her eyes closed as I played with her. I kept this up till she came with a few large shudders and a louder more drawn out moan before I told her to get off of me and clean me up with her mouth. She obeyed and went to work sucking on me while I sat there getting harder and harder. I couldn't' take it anymore, I had to know what that soaking mess of a cunt would feel like writhing against me. So I stood up suddenly, making her gag and fall back, then I pushed her forwards and dragged her back over to the cushion by her hair before pressing her face down and tearing her pants and underwear down to her knees. She began to wiggle and cry again begging me to let her suck me off but I was determined, so I gathered her arms up above her head and rapidly shoved myself into her dripping pussy. She immediately went stiff and let out a loud moan that was almost a scream. I was not slow or gentle, but as I was fucking her she began to thrust back at me in rhythm moaning louder and louder so I pulled my forearm around her throat and chocking her while fucking more wildly than before. When she started shaking and gasping I could feel her cum on my cock that was so brutally violating her. I could feel myself getting close again now but I wasn't wearing a condom and didn't want to take any risks so I pulled out slammed in to her ass. Like I said she was extremely wet and my dick was soaked so I figured it would go right in with a bit of effort but I barely got the tip in before she tightened right up so I had to slowly force myself in and let up on choking her to lean back and spit on her asshole to force myself the rest of the way in. She squealed like a pig the second I did, so once I was balls deep I re-tightened my grip on her airway once again and worked myself in and out loosening her up so I could fuck her properly. It didn't take long before I had the best orgasm of my life pouring massive spurts of cum deep in her ass. I stayed on top of her still slowly fucking her ruined hole as my cock got softer until I eventually flopped out and let her lay there. I stood up and noticed the cushion was absolutely soaked with her own juices that must have been squeezed out as I was raping her ass. She seemed barely conscious, with eyes half open panting heavily. I leaned down and gave her a small slap to get her attention before kissing her deeply forcing myself into her mouth and much to my surprise she kissed back; exchanging tongues and fluids for a bit before I pulled back, I'm surprised she was aware enough to even know she was being kissed at that point, but I had had enough so I threw a blanket over her, sweaty and stretched, cum filled body and left. We had a few more interactions after that but always with mutual friends there, and neither of us ever brought it up. Eventually I moved away and haven't heard from her since.