I had a vivid dream the morning after Rob took my anal virginity. The roommates and I were all smoking weed in our living room, when suddenly I found myself sitting on the couch wearing the purple, lacy boyshorts and a T-shirt. I was super embarrassed, but no one seemed to have noticed, so I thought if I left the room quietly no one would notice, and I could get away with my secret intact. This seemed plausible in my dream state.
As I was getting up to leave the room, I realized that Rob was sitting next to me and his cock was out and fully erect. He gave me a quick glance and with that the silent order to suck.
"But everyone's watching," I quietly implored.
"Don't worry," I heard him whisper. "No one will see anything." And with that he'd convinced me, that despite being in full sight of all my roommates, I could blow him, and no one would notice what was going on. Even so, it made total sense to me and I lowered my head to take his penis in my mouth and began to bob fervently on his member.
It was at that point that everyone did in fact notice, including some of the girls who lived next door, a group of random students I'd had class with, and a professor who'd been my English teacher my first semester at college, all of whom appeared in our living room out of nowhere. Everyone was amused and entertained and while I felt somewhat abashed, I mostly found it incredibly hot, especially considering those who took the opportunity to ridicule and laugh at me.
"Wow man, he's totally sucking Rob's cock," I heard one of our neighbors say.
"He's into it," another responded, giggling.
"Oh yeah, this little slut has been taking my loads for months!" Rob told everyone laughingly, at which point my former English professor, who was now seated on the couch next to Rob, congratulated him. At that point, I wanted to say something but couldn't decide whether to protest and encourage Rob's bluster, who had begun thrusting his unit in my mouth with increasing vigor, as if to deliberately stifle my ability to respond.
It was then everyone seemed to become focused on whether or not I'd be able to swallow Rob's load, some loudly doubting I'd be able to, to the point I became determined to prove I could. I drifted into Rob's manliness in a bouncing rhythm, bracing myself for his seed to fill my mouth.
At that moment, I woke up, my cock aching between my legs. As you may guess, I was a little distracted that week.
***
I barely even saw Rob in the days after that, even though I'd been keeping an eye out for him. I hadn't expected him to take me from behind the way he had. I knew I had crossed a point where I couldn't go back. Up to then, I thought I might be able to kindle enough interest in women to carry out a "normal" life once I was able to move on from blowing Rob. But having him inside me had given me a fullness I'd never experienced before. I wondered just what he might be able to get me to do in the future.
It was overnight on the weekend, in those hours before I anticipated heading to Rob's room to take care of whatever he needed on Sunday, when my phone pinged with a message from him. He'd been out all night, and he sent me provocative photos of a woman he was with. I couldn't identify her, but he sent me a couple of shots of her down on his cock and a photo of him looking at her parted ass cheeks as she bent over and took it from him.
A pair of messages accompanied the photos:
'She sucked cock pretty good, but didn't take it on the face like you know she should've ;)'
And:
'Just so you know what you're up against, lol'
The next day, I expected to see Rob, given my weekly cleaning assignment, but when I slipped into his room, I realized he hadn't returned home. Though slightly dejected, I washed his clothes, cleaned his bathroom and straightened up his room a bit regardless. Even with him absent, I wore the shorts and T-shirt, more out of habit than anything. I crawled atop his bed as I made it, arching my back, and just for a moment, imagining he was there. And just like that, his door opened and he walked in. I don't know how, but I hadn't even heard him come through the front door. He looked at me on his bed.
"Nice," he said. "Thanks for cleaning up. We can smoke a bowl, but other than that, I'm feeling good today. You got my texts last night, right?"
"Uhh, sure," I mustered to say, trying to not look too disappointed. "I'm down to smoke a bowl."
After we got high, as I started to feel my desire rise and I got close to being ready to beg. Then Rob said he had to run, and he took off before I could say anything.
***
Towards the end of the next week, Rob sent all the roommates a message, saying he was housesitting for a buddy of his who had a nice pad, and we could all come over and kick it on Saturday night if we were down. I overheard my cousin asking Rob why he invited me, as I wasn't exactly a blast at parties, and Rob said something about he was just trying to give me a chance to fit in.
When Saturday came around, I was nervous, but there was no way I wasn't going to the party given everyone else would be. It had also been nearly two weeks since Rob asked me to please him, and it had almost begun to drive me crazy. So of course, when one of the roommates offered to drive over to the place I accepted and went along with the group. I sat in the car nervously as we pulled into one of the nicer neighborhoods in the area, eventually parking in front of a large house.
I don't know how Rob knew the guy whose house he was watching. His name was Ben and he was older, closer to around 40. He seemed to be fairly wealthy given the size of the place. It was spacious and stylish with a kitchen that opened to the living room and backyard. We spent most of our time in that area, with only a few other people venturing into other rooms to hook up or get high.
After a few hours at the party, we were sitting on couches in the living room. I was feeling a decent buzz, and we were passing around a small glass pipe with some nice kind weed, when I get a text from Rob, who was sitting across the room.
'How bad you wanna suck my cock right now?' It said.
I looked around, but no one seemed to care that I had pulled my phone just after Rob was clicking away at his.
'Lol, whaaat?' I replied.
