2nd Date with Sam

Last weekend, I hooked up with an acquaintance of mine, Sam. Who is a top. 6'2 athletic build, 35 years old and white.. he is a nice guy from all I know. After Sam and I hooked up last weekend, he and I have been texting back and forth, but due to a little flakiness on both of our parts, our first 2 planned times to meet up didn't happen. Last night however, I was off work early and messaged him to meet up, and had a few hours to get myself ready which I appreciated. He invited me to a local bar for drinks, and while I actually just want sex with him, I did like the idea of being wined and dined first as it makes me feel a little more valuable and gives an opportunity for him to chase me, even though I was fully intending on bottoming for him as I don't douche for nothing.

Anyway, we met up on time, at 8pm. The bar was still pretty busy for dinner but before the friday night bar crowd. It was a hot day on the west coast so I wore a golf shirt and dress shorts, and felt a bit under dressed for a date, but luckily for me, this was the acceptable attire for the bar. Sam was already there, wearing a white golf shirt and jeans. He ordered a round of drinks for us and we made small talk. I still wasn't particularly comfortable yet, and I am not sure how comfortable he was with me. However he was making an effort, which was sweet of him.

During the 2nd round of drinks, a friend of Sams came over and said hi, and introduced himself to me, his name was Jeremy. Jeremy asked if he was interrupting us, and I decided to be polite and said he could sit down with us. Within a few minutes I gathered from Jeremy that he is a top as well and we exchanged business cards. I included Jeremy and Sam in the conversation as much as possible. Eventually, I could tell Sam, while a secure man, didn't like where things were heading, and sat beside me and put his hand on my lower back, his hands breaching the inside of my pants and one finger touching the top of my ass crack. I'm no fool and realized our main purpose of the night was to have sex with Sam. I told the boys I should get going, said it was nice to meet Jeremy and asked Sam to walk me home, even though I intended on inviting Sam inside.

So we left and on the walk home, Jeremy messaged me a few times, asking to meet up sometime and asking if I was seeing Sam. I responded with comments like 'lets see, text you tomorrow'. Then put my phone on silent. Sam mentioned that Jeremy seemed to take a liking to me and I could see a hint of jealousy in his face.

Sam walked me to the door and kissed me, then asked if that was ok, seeing that I am still a bit closeted. I responded with a bit of indifference as I dont really have any family nearby to out to. I invited him in and grabbed his hand, but he asked if he could use the washroom first, so I let him go do his business and told him to come out hard.

I took off my clothes and leaned down on the bed, head down ass up, lube beside me. However Sam took a few minutes so I was a little bored. Eventually he came out but I was looking straight ahead of me and couldn't actually see him, just listen to his movement. He climbed up on the bed, grabbed the lube, squirted some on my asshole and his penis, then I felt his big hands on my butt cheeks, separating them. He moved his cock up to my ass but slid it along the crack several times, making it a slippery mess. I told him to put it in me and quit teasing me. He did as told. His big cock pushed his way into me, it hurt less than last time. I guess I was still a bit gaped from last time. He slid all the way in me and told me he could feel my rectum. Thrust thrust thrust. My insides were being pounded which felt a little unnatural but good. I actually felt comfortable with Sam, even more so than at the beginning of the night. As he was pumping me in doggie style, I wanted to try a different position and I could feel him tiring from the position and he asked me if I do ass to mouth. I wasn't really wanting to do it and told him so, but he told me the nastier I am, the more it turns him on. So I got him to pull out and put my hands around his cock and hesitated to put it in my mouth, but seeing that I douched and the lube was strawberry flavoured, it actually smelled appealing. So I wrapped my mouth around his cock and sucked. I looked up at him and I could see he was proud of himself for getting me to do something nasty. Suck suck suck. He pulled out and pushed me on my back.

This time put my legs over his shoulders and told me he was going to do quick, shallow thrusts. His cock was really hard and hit the insides on the side of my belly more than my back. Within a few minutes he started to tense up and didn't quite pull out as he was cumming, maybe an inch or two still in me. He pulled out and I could feel the drip drip drip out of my ass. He asked me to stay on my back with my legs spread. I was. He used his still hard, but softening cock to scoop up some of the cum that was dripping out of my ass and then moved it up to my mouth and asked me to lick him clean. I did as told. I felt like a good bottom for swallowing his cum and taking an anal creampie but the ass to mouth wasn't my favourite.

I felt more cum leaking out of me, he scooped it up with his finger and again made me lick it up. He mentioned that he was jealous of Jeremy and that Jeremy wouldn't be as much fun. This part turned me off somewhat but I wasn't going to dwell on it. Seeing that I know Sam wouldn't kiss me with a mouth full of his cum and the fact I did a2m, I cuddled him and told him another round would be nice, maybe during the week. We both decided to call it a night and I walked him to the door, even more cum dripping out of me, making me wonder how much he ejaculates. He was going to kiss me on the lips then realized where my mouth had been and kissed me on the cheek.

Even though I wasn't fully into a2m portion of sex, I did it voluntarily without much coercion as I knew it turned Sam on. I didn't know how to feel about him being jealous of Jeremy though. Either way, here I was full of cum, a blown out ass and 2 guys who would top me. Life was pretty good.