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Well, the deed is done. I’m the gay guy with the drunk roommate who I’ve at this point been molesting for a few months and more recently been actively f****** while he’s blacked out drunk. To prevent him from become too sore and finding out I’m f****** him, I’ve been pulling out of his a** after I force him to c** and spraying my load onto his before carefully cleaning him up. While he was visiting his family this past weekend I made the decision that my loads need to be shot into him from now on. I realize there is a likely possibility that he will discover my sperm because my loads are rather large, but I want to do it.

He got back to school around 6 last night and I had him set up to get blackout drunk. We ordered pizza at first and had some small talk, but he wasn’t drinking. It worried me, but I didn’t want to push. I pretended to not notice and just went to the fridge to get one for myself – I’d stocked up on his preferred brand. It did the trick and asked me to get him one after I popped the top. We finished the pizza and he had several to my one in little time. After pizza and watching some TV, I poured myself a bourbon and offered him one – he accepted. The lush was in high gear after that, chugging beer and having shots of bourbon in quick succession.

By 10:30 he was blurry as f*** but talkative, so I let his drunk a** blather on and laugh, tell stories, etc., while I finished up some reading for a Monday class. I heard a thump in the bathroom when he went to piss and knew it was time. Sad little fucker passed out on the bathroom floor again. I found him on his side, boxers around his ankles (we’d had a few nasty interactions because he couldn’t hit the toilet piss drunk, so he had started sitting to take a leak).

As I’d done so many times at this point, I went ahead and removed him from his boxers, picked him up, and went and put him on his bed. My d*** is already rock hard at this point and eager to get into his tight little c*** again. I go fetch my lube from my room and grab a towel for cleanup after, shucking my jogging pants as I go. I return to his bed finding him snoring and I’m eager but realize I need to slow it down. As always, I left up his legs and position him for easy access to his a******, c***, and balls.

On impulse, I snap a few pics of his hole with my phone – his c*** is developing nicely, i think. He had a very small b******* the first time I saw it, but it’s lengthened and elongated now. Not a p**** yet, but definitely looking more like a slit rather than a tiny round hole. He groans nicely now when I work on his hole – my hot tongue is welcome there now. One leg on my shoulder, one leg held high with my hand, I lick and s*** on his helpless a******. I want him hard for this, so intermittently take his c*** into my mouth and s*** him to full hardness, taking the opportunity to begin to lube up his fuckhole.

I’m in heaven propping my erection against his now wet and relaxed c***. I stroke his d*** in time with my gentle thrusts to keep him rock hard while i slide into his hole a little at a time. Still very tight, but so much easier than just a couple of weeks ago. In no time, my thick bush is resting against his a****** and I’m enjoying the feeling of a heartbeat. I watch his c*** and realize it’s his – his d*** is gently throbbing in time with it’s beat.

I start to f*** and it’s better than it’s even been. I drag my d*** out of him until just the head is held by his throbbing sphincter before pushing it back inside him balls deep. I love watching his c*** thicken and throb while I pump his new c***. I love knowing I can force him to c** anytime with just my d*** now. It’s been several days since I’ve c** and i know I wont last long anyway.

I d*** his a****** long and pick up the pace. I have been so gentle f****** his hole until now, but I want to properly f*** him. He begins to react more strongly now, moaning and groaning and his d*** is a mess, leaking precum. I give into it and begin to pump him harder, long smooth full length strokes. I feel him and see him c**. Jets of precum spray and his c*** begins to squeeze and relax around my d*** – I’m gonna c** too. I bury myself deep and feel my c** inject his c*** while he sprays his load all over himself.

We both shudder in our mutually shared o*****. I’m pushed out of his hole after a few moments and it was as delicious as I thought it would be. My heart is pounding as I clean his load off him, wipe his a******, but realize the deed is done. My big load is inside his c*** now and there is nothing I can do about it. I fetch a washcloth as I always do to be as thorough as I can. I put his boxers back on and cover him. I gather all my f*** supplies and return to my room to sleep.

It’s almost time for his alarm. He has class soon. I’m terrified but thrilled that my load is either leaking out of his c*** now, or will be very soon.

I wonder if he will realize what it is?

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I lost my virginity to my mother, but it was not like it was loving or e***** or passionate. It was not a loving thing. I was a late bloomer and knew nothing about my own body or s e x. It was just her and me. I was 14 and had recently experienced my first w********. I was confused by all that but afraid to ask her. She found it on the sheets and waa disgusted and derogatory about it. She accused me of whatever m a s tur bation was (i did not know) and got otk bare bottol spanked. I was made to wear diapers to bed so that i did not mess the sheets. This was in cloth diaper days, so guess what, as soft as they were i accidentally discovered how it felt to sleep on my stomach and grind my hips against the mattress. An important point is that my g e n i t a ls had not really developed as far as growing larger, so a cloth diaper easily contained me when aroused. She just kept getting angry and spanking me. Ended up forced to sleep in her bed because she was tired of washing diapers and did not trust me not to abuse ot degrade myself. So over time i began to attach to the brief glimpses of her dressing or u*********. What little i saw was fascinating. I could not risk grinding to get off sleeping in her bed. And the spankings were rough. Rarely bruised but extended and very painful, i usually ended up in tears. One day i was walking down the hall to the bathroom and passed her (“our”) bedroom door, it was half closed. I saw her standing in front of a full length mirror, only in panyhose, her back was to me at an angle but i saw her reflected in the mirror. Bare breasted modest breasts, very large prominent n******, broad hips, classically shaped bottom. I stood there frozen and gawking as her hand was fondling her breasts and one of her hands slid down into her pantyhose and was moving. I felt something i could not describe and instinct had me opening my pants and touching myself. Not stroking just fondling myself. No surprise she notices me and gets angry, storms over to me, snatches me into her room, angtily calling me dirty filthy etc. Tells me it was not fair that she had to go without because of being a single mother and she wasnt going to go without any more because of me. Said i was hopeless and an abomination and she was sick and tired of having to watch over me when i would nevrr change. Told me to stand there and watch like a dirty sicko if i wanted to watch so bad and could not control myself. So i stood there afraid to touch myself with her right there in front of me and i watched confused as my mother resumed pleasing her body as if i were not there. I went back and forth between directly watching her and watching her reflection. She only noticed me again when she had caught her breath and saw i was fondling myself still, and she mocked me and called me pathetic for being whatever a dirty little j******* was and not being able to even do that right. She screamed at me to get out and i ran crying. She only ever mentioned it by telling me i was going back to my bed and still sleeping in diapers. I ground myself to climax over and over night after night and she ended up making me do all my laundry. Things changed after that. She fed and clothed me but i only existed after that. She pretended i did not exist and began no longer caring about closing doors or what she wore or did not wear. Told me i was going to be dirty and look so why should she not get to act as she wished and hidjng herself as a woman from my disgusting peeping. Over time it was not uncommon for me to walk by her open bedroom door and see her openly mas tur bating in many ways. Yes i always watched. Yes i always fondled myself. But i had not actually mas tur bated to o r g a sm yet. That came one day when i stood watching an extended period of her self pleasure as i was still fondling myself watching from her bedroom door. She got angry and called me pathetic that i couldnt even be good at abusing my body like a creep. She got a bath towel and laid it on the floor and made me stand on it and instructed me to take my p e n i s between my thumb and finger and directed me how to pleasure myself with my own hand. It was earth shattering as i had that o r g a sm and barely kept my feet. All she said was to make sure the towel was in the laundry. After that it was unspoken. If i saw her mastur bating, i got a towel to stand on when i watched. She would sometimee be naked or nearly so in the house and i would get a towel and do my thing and she paid veru little attention to me. It evolved to me even standing right by her bed and even kneeling on her bed watching closer. One day i forgot to get a towel and was kneeling beside her and came so fast it was on the sheets and across her stomach. She was very angry and i had to get a towel and clean her then change and wash her sheets too. We went through a period where i was pleasuring myself so much that i would watch but did not finish myself and would go to my room to finish. One day she found me touching myself and seemed genuinely worried that i was isolating myself and was degraded with the threat that i was never going to be a man. That hurt and angered me. There came a day when i was atypically bold and knelt between her legs watching very close and curiousity got the best of me. I reached out and touched the dark hair between her legs. She froze looking at me but did not say a word and i began to touch snd investigate more. She continues to fondle her breasts and even reached down and spread herself wide open. See that she asked me? That is what a real man wants not always jerking himself like a little boy. She even instructed me as i touched her. I assisted in her climax for the first time. After she even said it was a shame i did not have a real man’s body. She even tolerated me touching myself and squirtng on her belly and between her legs. This time she was gentle verbally. Asked me to get a towel and clean her up. The next time i did not act fearful. I got just as close and touched like i wanted. My world changed when she reached for me and pulled me onto her and had me rub against her. But she also mocked.me for how fast it happened and for not even being big enough or last long enough to get it inside. I was so hurt and angry. That night she woke when i climbed on her bed while she slept. I still remember how i hated her words. Look at you trying to be a man and take what you want. Just do what you are going to do with that dirty little thing and let me sleep. Not a word as i lay on her fumblimg for entry until she reached down and guided me into her. I was only just big eniugh to enter and get past the ring of muscle. It was unreal amd draining as i quickly climaxed inside her wet heat. Wben she told me to leave and go back to bed i knew i would be back. I was never allowed to stay the night in her bed but most nights i would walk in and she would just open her legs and tell me to do what i needed to do. I cannot imagine how many times this happened day after day. Silent resentful s** with grudging consent. All during high school. Frequently on the way to and from work when i got a job and moved out. Holidays. I would go over and she would be in the kitchen cooking and not even miss a beat. She would be wearing a dress and i would enter and stand behind her g**** her breasts and grind my hips against her and she would put her elbows on the counter, and i would grind against her spurting between her cheeks or thighs since even as an adult i am too small to enter from behind at all. Always told just do what you are going to do. All of it silent even as i cleaned her of my pathetic sin with a towel. Evem now when i pleasure myself i still see her looking at me with contempt, hear her telling me to just do what i need to do with that dirty little thing. I got therapy and finally broke free of my s***** addiction to her. But she is still the only one that i have had s** with and i am in my 40s now. I pay an e***** to hold me and be momny as i touch myself and she calls me her pathetic dirty little sicko and j*******.