Testing the Waters

I just divorced my wife, and exploring my gay side.I’ve been bi as long as long as I can remember but have never really fully explored my gay side. After being married for over 20 years and raising two kids, my wife and I are separating for at least a few months while I figure this out. She was really pissed, at first, but has since calmed down and we are working through how to do this. I have been moved out for a whole week now, and I’m living with my straight friend who is also divorced. My first week of freedom I had sex with one guy twice and with 2 other guys once each. On Thursday I started a conversation with a guy named Connor, but by the time we started chatting it was nearly midnight and I was very tired, so we decided to see where things took us Friday.

All day Friday at work I left Connor’s profile open, on my phone. I constantly went back, going over his pics and stats. 6’2″ tall and 220 lbs. A little chubby and covered in a fairly thick coat of hair. A bear for sure. But what I really liked were his dick pics. 7.5 inches, cut and gorgeous. I admit I am a sucker for a good looking cock. He texted me a little after 5:00 pm while I was driving home. I called him back and we chatted while I drove. He had a deep voice and laughed a lot. He said I could come over whenever I wanted. I said I would go home and clean up, then grab some beer and head his way. I told him 90 minutes, but it was almost 7:30 by the time I pulled into his driveway. I parked behind a blue F-150. Connor came out from behind the car and introduced himself. We shook hands and opened beers while he told me about his car. We looked at some of his other toys, a dirt bike, a mountain bike, snowboards and longboards.

He was an electrician by trade and things were going well. After checking out all his stuff, we went inside and opened another beer. He looked like he could drink a lot of beer. We took our beers and sat down next to each other on the sofa. Our eyes met and we could both tell how horny we were. Our lips and tongues crashed together as we tried to set down our beers without spilling them. Our arms embraced each other as we pressed our bodies together. Connor was clean shaven but his five o’clock shadow was already rough. I broke our kiss and started working my way down his neck, as I pushed him back and climbed on top of him. He moaned as I worked my way up and down his neck from his ear to his collarbone, while my hands explored his broad chest over his shirt.

My exploration eventually led further south where I could feel the outline of his stiffening erection through his jeans. I slid down, and got on my knees between his legs. He looked down at me and smiled while I fumbled with the bottom and zipper on his jeans. He lifted his ass so that I could slide them down leaving Connor in his athletic style jockstrap. The smell of dick was sumptuous. I nuzzled into his crotch savouring the scent of his manhood. My cock was so hard. I pulled aside the white ribbed fabric and out flipped his hardening 7.5″ penis and Connor grabbed his beer and sipped it.

I grabbed it and enjoyed the softness of the skin and the hardness of the shaft. I held in front of me and admired the head. I ran my finger around the ridge of his helmet and traced his veins up and down his shaft while Connor watched and drank more beer. A tiny pearl of pre-cum started to ooze out of his cock slit. I touched it with the tip of my tongue and pulled back allowing a translucent string of saliva and pre-cum to connect my mouth to his cock. He watched everything intently. I opened my mouth wide and slowly lowered it down over his dick until I felt the tip touching the back of my throat. I closed my lips tightly and pulled back applying pressure.

I continued to bob up and down on Connor’s dick while he drank beer and enjoyed the show. After about 15 minutes or so, he pulled me off and planted a big wet kiss on my lips. “I need another beer, you?” I pounded the rest of mine and said sure. We took our beers to the bedroom where we both stripped down to our jockstraps. The room was messy with work clothes and towels on the floor. There was an unmade king sized bed and a large tv on the wall. Connor flopped down in bed and turned on some porn on the big screen. It was a couple of manly leather bears grunting and sucking and fucking, and it made it seem like there was a couple of other guys in the room with us. I took a big swig of my beer while I stood beside the bed and admired this big bear of a man.

He wasn’t fat. He didn’t have a gut that would hang over his belt, he was just big and thick everywhere. Including his cock. As I stood there looking down and admiring him he reached out and started fondling my hard cock and balls. So I reached down and started playing with his junk. After a few minutes he leaned over and took my whole dick in his mouth, all the way to the pubes. It was so warm and wet. He really went to town sucking and bobbing up and down until I was on the edge in almost no time. I pulled out and told him I was too close. “No problem,” he said. ” I’ll eat your ass instead”.

So I climbed on top of him with my ass in his face and his dick in my face. He licked and fingered my ass for at least half an hour, eventually working three of his beefy fingers into my wet hole. I just enjoyed the buffet of hairy cock and balls I had in front of me. Finally Connor couldn’t take it anymore. “Damn I need to fuck your ass,” he said, getting out from under me and positioning himself behind me while I was on my hands and knees. On the screen I front of us a black guy in leather chaps and harness was fucking a muscled hairy bald guy in a sling. I watched the scene on the screen while Connor got a squirt bottle of lube and a condom.

Soon I felt his tip searching for a love portal, a little too high, so I reached behind me and guided him inside me. He slid in easily but slowly, going all the way until I felt his pubic hair against my butt, then left it there for a minute or so, before slowly starting to move back and forth. When I first started bottoming, there were times when first being penetrated it would still hurt, and sometimes a greedy top would try to go too quickly. I was more experienced now, so pain was unusual, but sometimes there would be some discomfort. Not tonight though. Despite his size, Connor got things going slowly and built his pace and force gradually. Within about fifteen minutes however he was pounding me as hard as I’ve ever been pounding and stabbing my man-cunt with full thrusts that took him completely out of me to bury balls deep. We changed positions and guzzled some more beer. Now I was on my back while he held me by my ankles. Fuck I was in heaven. He thrust his dick all the way into my butt hole and I moaned loudly. He let go of my ankles and leaned down to kiss me while he ground he cock inside me, my own erection trapped between our bodies. We broke again for more beer.

He laid on his back, his hard dick against his stomach. I climbed on top of him, and lowered myself down onto his sword stabbing my guts to the hilt. I leaned forward and we kissed while riding him for at least twenty minutes. “Where do you want me to cum?” He asked eventually. “I want to make you cum with my ass,” I said. “That might take a little while longer,” he said. I was ok with that so I continued to ride him. After another 15 minutes or so, he started grunting and thrusting his hips up against me. I knew he was close so I increased my pace. I spit in my hand and grabbed my own hardon, so I could be ready to shoot my load when he came. It was long before we were both grunting and moaning loudly as we climaxed together. I laid down on him, all sweaty until we had to get up for more beer. It was almost 11:00 and we drank beer and watched lorn and talked for a while.

I noticed Connor start to fool around with his dick, shaking it and getting it hard. I leaned over and helped with my mouth, which usually gets me super hard. When Connor was hard again, I got on my hands and knees and he got right to business behind me. I didn’t need much warming up after the first time. He fucked me in various positions for the next hour until finally pulling of his condom and stroking his cock furiously until he unloaded on my chest. I was already jacking it too and it wasn’t long before I mixed my cum with his. It was almost 1:00 when I left. My legs were shaking and I could hardly walk. Today has been a little rough. I am sore but I can’t wait to see Connor again. Fuck I love cock.