I submitted a confession post a few months ago describing my first sexual encounter with another guy (http://mlos.pika777.eu.org/V1C49967), but had another new experience recently that I wanted to confess to enjoying immensely.
After my initial meeting with that guy went well, we decided to start fucking on a regular basis. Started off just meeting at hotels, then at each other's places, then overnights and eventually weekends. Similar dynamic to our initial meeting, with me pleasuring him with my ass/mouth until I earned the right to cum myself. He introduced a lot of fun things to (and into!) me and taught me a lot about being a good submissive bottom. After we were both tested and came back clean, I even let him start fucking my asshole bareback - the first time I felt his sperm pumped up my butt was incredible. Anyway, stories for another time. The relevant point of information is that we have one simple rule. During our meetings, my mouth and asshole are there for his pleasure, whenever and however he requests it.
This last weekend, I stayed the night at his place after an extended session of sucking his dick and riding some of his dildos. We never share a bed when I stay the night ("Only fags *sleep* with other men" being his logic), so I slept in the guest room. I'm a fairly heavy sleeper, even in a somewhat unfamiliar place.
I'm not sure what time it was, but it was still dark when I woke up to him on top of me. I was laying prone and he had the covers pulled away, with his entire body pressed against my back. I could feel his cock, warm and slick with some kind of lube, sliding across my butt crack, spreading that lube over my asshole, He was trying to be quiet, but I could still hear and feel his breath in my ear as his cock ground slowly across my anus.
I must have jerked involuntarily or something, because within a few seconds of me become aware of his presence, he sensed I was awake. Instantly, he slapped one hand over my mouth, stifling a gasp from me. His other hand slid down my body and he began to press the head of his penis hard against my asshole with his fingers. It was so slick with lube that he was inside me within seconds, forcing my anus open and plunging his dick deep inside me. While I had gotten used to his size and having him inside me during our meetings, this sudden penetration caught me off-guard and I groaned against the hand clamped over my mouth. It was a confusing sensation - pain in my asshole from the surprise entry mixed with the pleasure of his cock inside me. Bringing his hand back up, he settled his weight on my ass, driving his dick even further into me, pressing his balls and bush against me.
During most of our encounters, he wasn't very vocal with me, but this was different. As he drew his cock back, he kept his mouth close to my ear and grunted "yeah, this is my ass", before thrusting back hard into me. HIs thrusts were powerful, pulling his cock most of the way out of me, then slamming it back in deep, calling me his "little bitch" and telling me to "fucking take it all". It did hurt - and I squirmed under him, groaning against his hand - but it also felt so incredibly good. Being held down like that, forced to accept his dick pounding into my asshole, was so intense. While I'd been submissive up until then, I'd never felt like such a perfect bottom before. The pain in my asshole was washed out by pleasure and I started moaning and raising my ass in time with his thrusts.
I have no idea how long he spent fucking me. But, finally, he began to thrust faster...and within seconds he pushed as deep inside me as possible, groaned and began to pump his warm jizz up my ass. He's a heavy cummer and, even after having taken his load in my mouth earlier, he still had plenty of sperm for my rectum. His hips shook a little before each hot pulse. After he came, he stayed inside and on top of me until he was soft. He finally rolled off of me and got up, told me I wasn't allowed to touch my own dick and/or cum, then got up and left the room. My dick was throbbing - begging for release - and my asshole still sore from the rough fucking, but it all felt so amazing and my head was spinning. I'm surprised that I managed to fall asleep again after that experience, but I was exhausted from the rough fucking and eventually did.
A few hours later, he woke me up again the same way for another round...
