There has been a round cub that has been hitting on me on various sites for the past few months. He's pleasant but very into calling me "sir" which I find unsettling. I recognize that's a mindset of part of the culture, yet I don't approach hook ups from a hierarchy approach (though while I suck, I do not bottom: period.)
Okay, back to the event. So, as you've concluded, I decided to connect with him yesterday. He's got a long-standing relationship with an older guy, but it's only oral (apparently the guy is in another relationship and his partner doesn't allow him to top outside the relationship...hmmm.) Whatever. The cub has been hungry to bottom again but alleged he hadn't in years. There was some hesitancy about my size, but he's been very persistent for nearly six months.
We were both free yesterday afternoon and traveled to his apartment. Decent neighborhood but a house cut up into various rabbit warrens that can't be legal (one narrow tested back entrance is his sole access; city code enforcement would shut the landlord down asap. One more case of my thinking, as I entered the abode: what the hell are you doing here?) Microscopic apartment.
He said he wanted to sit in his living room to chat first, but was very anxious to hug and kiss me once we got inside his place. Pleasant but one of those over eager kissers that repeatedly forces his tongue in and out of your mouth; relax about it already and just get into the groove and slowly enjoy it! Clearly a lot of it was nervousness.
As he pulled off his clothes, I saw that while rotund, he wears his weight well. His body is adorned with a forest of hair: not dense, but evenly spread across his torso, denser on his chest, stomach and pubes. I found the hair atop his shoulders and the top of his back hot. I took my clothes off too and tried to put my throbbing cock under his balls, but my being much taller that didn't work. Anyway, I soon told him I wanted to enjoy this laying down, so he lead me into his bedroom. Originally, he's wanted me to fuck him on his couch, which is something I hate, but he quickly agreed to his bedroom (I guess being a "sir" has its benefits.)
He hugged me, resumed that awkward stabbing kissing, and didn't seem to know what to do. His bod was giving off some starting musk, and I pushed back his arm to find his armpit full of antiperspirant (even worse than deodorant; he apologized saying I hadn't advised him not to wear any: son, did you read my profile?) I proceeded to push him to the top of the bed and began to suck his now very erect 5" cock. He advised me that he doesn't like getting his cock sucked and it would get him soft (?!!!) So I directed him to roll over and pulled apart his cheeks. He was definitely clean, but I wasn't getting musk or and inviting odor: I knew he was clean as he obsessed about cleaning out hours before, and then rinsing once again when I was 40 minutes away. So, I started to lick his hole, but wasn't getting any energy from him: he then advised me he doesn't respond during sex: swell. Eventually I got my tongue in and while I typically like to really rim the guy, I need some responsiveness and decided it was time to get to the main act.
I started to rub my cock up and down his crack and to massage his hole with my cock head. THEN he started to moan, and he was pushing back to meet me. I lifted up, spit repeatedly in my hand and moistened him up and felt the head enter: he began to moan with more frequency, saying "I'm getting fucked!" I was in a couple of inches but told him to roll to his side and pull his thigh toward his chest: he knew the drill and was then pushing back and was fucking back and sighing and crying out with pleasure. He was super tight, and the friction was intense. Repeatedly he asked me if it was okay, and if I liked his ass (yes, yes.) But, in turn, I could feel serious friction and was worried about him getting sore, I kept asking him if he was okay. He kept panting that it was great and for me not to pull out. Gradually he loosened a bit but this boy proved to be a power bottom and was fucking me back with gusto, which I absolutely love. We got into a good rhythm, but I kept thinking I needed some lube (tops can get sore too.) I saw he had Astroglide but decided that was worse than nothing so I stayed in and as we kept fucking he started to loosen a bit and I could vary my thrusts and moves. In the back of my mind, I was also concerned whether it might be a mess pulling out as while he cleaned out, I get in deep and past the curve and some guys think they've been thorough in cleaning when they actually haven't been.)
It was clear I was hitting his prostate regularly: his eyes would bulge open and he's gasp with pleasure. But eventually I was pulling back to just the head and thrusting all the way in back and forth. By then he started to just enjoy it, but periodically pushed back.
I'd been ready to cum a few times but held back, but after a while decided to let it go: it felt good, but the scene was one where I decided I wanted to wrap things up and get rolling. He begged me to let him know when I was ready to come and then he pushed back and clamped down when I told him I was there. It felt great.
We were laying there a bit, but I wasn't finding it comfortable; I knew he wanted me to stay in, but I needed to roll on my side. He got up and found an enormous puddle of precum where he's been laying and as he stood up and long string of clear precum was coming out of his cock, and it kept streaming. He was surprised and amazed, so I pointed out that I'd been repeatedly hitting his prostate. Fortunately, he wasn't bleeding; there was no blood on my cock: whew!
He left and came back with paper towels (yuck) and handed me one as he wiped at this butt; buzz kill (cripes, at least wet them.) Normally I like to lie with guy and stroke his bod and kiss and make small talk, but instead I rolled off the bed and started to get dressed, saying I needed to get out of his hair. The scene was now seeming awkward. He, however, was in a glow, dressed, kissed and hugged me and walked me out to my car.
I got several messages afterwards; wanting reassurance I liked his ass, and saying he wants it again soon. Despite the initial awkwardness, I think he'd be more relaxed in an encore, and he's know not to wear deodorant. Seems like another round is in order.
