Morning Sex!

My cell phone rang at 7:08 am today. I had been out of bed maybe 2 minutes. Yes, I was expecting him to call, but this still was a little early. He was in town for the holidays and this morning was the best window we could both come up with. He had a commitment at noon and I expected to be free until about then. I had only taken a couple of sips of my morning caffeine when he arrived around 7:30 am. We headed directly to the bedroom after introductions. I was a little self-conscious that I hadn't done anything about my morning breath yet.
I had only seen his one face picture on bearwww. He looked at least as good as that photo and occasionally much better depending on the lighting and angles. As we got undressed, I was very pleasantly surprised to see plenty of chest hair down to the waistline. I didn't really notice any on his back or ass, but the front view was looking good. His profile doesn't say and I didn't ask, but I'd put him around 45-48 years old with a salt and pepper goatee and a close cropped, but still full, head of hair. We embrace and kiss while standing at the foot of the bed, and after some tentative probing, deep kissing makes me less self-conscious. We sucked and 69ed a bit and I enjoyed his reaction to me sucking on his balls. I licked my fingers and started teasing the rim of his asshole with my slicked digits, which definitely got him wound up. After a bit, we came up for air and kissed a bit. After a brief negotiation, I pulled a condom and lube out and had him suck my dick until it was fully erect again. I unrolled the condom as far down as it would go and got it lubed up. I told him I wanted him to sit on it first, so I got his ass lubed up while we got in position to "ride 'em cowboy!" After a few minutes, I noticed he was still hard and jacking off slowly, savoring everything we were doing. I asked him if he wanted to cum while I was inside him. He seemed excited about the possibility. I told him he could cum at anytime, but I still had a couple of more positions I wanted to try with him. I know certain positions make the bottom's dick a little more inaccessible when both guys are big and sometimes guys can't stand to continue getting fucked once they've cum. After a few more minutes of that, I had him on his back with his legs up as I re-entered him. I have a little more endurance in this position and I can go faster and harder for awhile without getting too close to the edge, so off we go! After a bit, I need to add a little more lube and he comments that I should be able to go deeper now. Ah, a challenge! I'll show you deeper! I'm deep dicking him with long slow strokes with one leg wrapped around my back and one ankle perched on my shoulder. His hand is speeding up on his dick and he locks eyes with me as if to say, "I'm cumming!" I reposition slightly and glance down so I can get a good look at the fireworks show just as it begins. He spurts a nice full load of white cream and it settles on his hand and thigh. I pull out momentarily to reach for some tissue nearby and turn him on to his side. I cuddle up behind him like we're going to spoon, but slip back into him for some cuddled-up fast-paced fucking. I know I can't last very long with this much skin-to-skin contact, so I'm giving him my best stuff, thrusting, squeezing, nibbling his ear, until, "aah!" I'm pounding my load safely in his ass. We only cuddle briefly before he pulls away and I have to quickly catch the condom before it slips off me instead of out of him.
After a little bit of clean-up, it appears we're done. He's off to the bathroom. I kind of thought the early start meant he was expecting a long and leisurely session, but it's only been 30 minutes. He's dressed and ready to head out. I haven't had early morning sex in years! It's nice to start the day with a bang, but it makes it difficult to go anywhere but down from there. I do have a Christmas party tonight with some bears and chubs, so maybe it can end with a bang too!

The F-Buddy and the Answering Machine

The day after that red-headed coworker and I hooked up, I dropped by his work site after my shift to check on him. He seemed to be in a very good mood and told me he had someone he thought I should meet and asked if he could give him my number. I agreed he could introduce me to someone and was free to give my number as long as it wasn't going to be another long distance/phone sex fiasco. He assured me his friend was local and gave me his first name, but that's really all he told me. I wasn't expecting a lot or for things to happen very quickly, but sometimes the best things happen that way.

When I got home a little bit later, I found there was a message on my answering machine. It was him. I knew immediately from the voice that he was a black man and thought that curious. He introduced himself saying he was coworker's friend and that he lived at some apartments near the technical school where he was studying computers. It turned out he lived a few blocks away at the next exit, so I called him up and invited him over. About 15 minutes later, he was at my door and a few minutes after that, he was in my bed. He was a couple of years younger than me, good looking, dark skinned with short hair in that "chemically-relaxed" style black men wore between the "afro" trend and the "shaved head" trend. He was a little on the stocky side, a little slimmer than me, but about the same height. Naked, he had a sprinkling of those tight black curls on his chest and ass. His circumcised dick was nice, a bit longer and thicker than mine, but not uncomfortably so. It was just the right length for deep-throating and I wasn't shy about practicing that technique on him. We 69'd awhile and he was reasonably skilled as a cocksucker. It didn't take him long to decide he was ready to move on to anal sex. We got a condom on him and me lubed up for some tremendous fucking. His dick was quite comfortable in my ass and he knew how to fuck. After he came, we agreed to meet up again in a day or so when he could plan to stay longer or even overnight. This became our pattern for awhile. He would come to my apartment for the evening for a long make out session before he'd fuck me. After the first time, I took the initiative to fuck him after he was finished thereafter. Once we had both cum, we would sleep in my bed, and then in the morning, he would fuck me again. This went on gloriously, but irregularly for about 3 months. The sex was always superb, but we never did anything else.

We had enough conversation to know that we had a few things in common, so it seemed natural to me that we should formalize our arrangement and move on to dating, meeting friends and that sort of thing. I went to his apartment, a rare occurrence, late one evening in the summer of 1991 and tried to suggest we start dating. The silence in his response was quickly overshadowed by our passionate sex. I didn't really think anything else about it until I got home later and there was another message on my answering machine telling me he didn't think he should see me again.