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I was 33 when met Doug.  He was the love of my life in every way.  He opened my eyes to so many new things sexually that I can’t imagine who I would be today without him.  It wasn’t a sudden change, after all, Rome wasn’t built in a day, but eventually I came around.

 

From the start I was on board with an open relationship, but it took almost a year before I was okay with us going bareback, even within the relationship, but the first time the condom came off I was hooked and knew there would never be another condom in my life.

 

Prior to Doug I was a bottom, versatile but leaned more towards bottom.  Surprise, surprise.  Doug was a total bottom so I filled the role of top nicely.  I loved slidding into him raw and pounding away until I blew my load deep inside him.  I have a decent sized cock, seven and a half inches long about five inches girth.  I get no complaints and Doug likes it.  After I was hooked on bareback with Doug I started to wonder what it was like to bareback as the bottom.  I had played bottom plenty of times before but only bareback once the second time I had sex and never did it again.

 

While our sex life was great, it was not a daily event, as I would like it to be and often I found myself taking matters into my own hands and beating off.  I would generally fantasize about the role that I wasn’t currently playing, that of the bottom.  Doug knows I like to bottom and often while we were having sex our talk would get to the subject of him wanting me getting fucked while I am fucking him. Always it ended up being his ex, who I will get to in a minute, and always he cums in me, I made sure of that.  This was all before I really knew the ex, Troy.

 

Troy lives in the same neighborhood as us and is always throwing summer pool parties.  We didn’t really go for a few years so I was never met him. Then one summer we were stoned and Troy messaged Doug that he had friend over and did we have anything to bring to the party. So we went for a few hours, there were brief introductions and we enjoyed the night, pool-side under the stars.

 

A few years later, we got invited out again, just the two of us, and Troy and his lover.  This was the first real time I had to get to know Troy and he seemed like a great guy.  Attractive, nice body, great cock, I could see him fucking me.  Now I had a real life image to go with the fantasy image Doug and I had cemented in my mind.  This was the first time I was seeing Troy naked (his parties are generally clothing prohibited) but he had already cum in me multiple times, he was almost a part of our relationship. I spent the night flirting heavily.

 

The next summer I noticed Troy on the sex apps and struck up a conversation with him. We chatted for a bit but then the conversation died, as they tend to do and it was left at that.  It was also because of this app that I discovered for the first time that Troy was poz. Troy was rarely on when I was on so the opportunity didn’t prevent itself to say hello often. This new information somehow did not affect my fantasies.

 

One weekend Doug had been called out of town for work so, having a few friends in the destination city, he took the opportunity to incorporate a small vacation, which left me home alone for a few days.  Not that I was complaining.  I like my alone time as much as the next guy.  I was feeling horny and was checking out the apps when I noticed Troy was online.  It was late and I was about to head to bed but would at least like to beat off. 

I decided to ask Troy to borrow some poppers but put a little sexual twist with it.

 

Me:   Hey man, you up?

Him:  Yeah what’s going on?

Me:   Do you have any poppers?

Him:  Yeah I got some real good ones

Me:    I’ll suck your dick if I can borrow them

 

THERE WAS A LONG PAUSE

 

Him:  Don’t you want to get fucked?

 

I was shocked.  I had actually been kidding about the blowjob.  Honestly, I didn’t expect him to take me up on my offer, and certainly not to suggest that I wanted to get fucked.

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Guest SecretCumWhore
Posted

Keep it going!!  Woof  ;-)   

  • 11 months later...
Posted

Been a long wait for this one, my apologies...

 

****************************************************

 

I stared at the screen for a moment thinking about it. All the years of hearing Doug sexualize Troy and my head was spinning with lust and fear. Realizing I was taking to long to respond I typed quickly, “On my way.”

 

I grabbed my keys and in less than five minutes I was pulling into his driveway. I hit my pipe a few times before I left, knowing it would only help and left it in the car. Troy doesn't do that. I walked right in and found porn playing on the TV in the den with a bottle of poppers right beside it. I grabbed the bottle and sampled, very nice.

 

The porn was planting something, I recognized it from my own collection. Both buzzes hit me at once, also the same moment he came from the bedroom with an open robe. That big cock swinging between his legs, smile on his face. He brushed it in front of my face and he walked past. My position on the couch and proximity to the coffee table left little room for him to get passed. He reclined beside me on the couch, exposed on on display. I hit the bottle a few times and settled in to enjoy my meal.

 

No cock ever tasted better. A beautiful piece of seven inch thick cock slide slowly into my mouth. I had had plenty of time to salivate to accommodate this beauty. I sucked hard and deep as long as I could but eventually I had to resurface. Perfect opportunity to hit the poppers before returning to my duty. I sucked the head briefly before jerking him slowly so I could lick and suck on his balls.

 

I sucked him after that for as long as he let me, but not long enough. I had thought that maybe I could get him off with a blowjob and that would be fine. But it seemed only a short time later when he pulled me off of that delicious tool and turned me around on my knees. I grabbed the bottle and let me eyes roll back in my head as he sank his tongue in my ass. Pure heaven and I kept the bottle right there because I knew what would inevitable happen.

 

And it did, first a finger then a thumb. He finally pulled back and sat on the couch and struggled with something, I looked back. He was putting a condom on. I was relieved as he came back rubbing lube on me and his cock and slowly sank into me. Thank god for poppers. It hurt at first but was bearable, eventually he settled into a rhythm and kept plowing away. Definitely worth the poppers.

 

He pulled out and laid back on the couch. I took my cue to mount and reposition and lowering myself on his still sheathed cock. After several failed attempts at comfortable entry I hit the poppers again and lowered myself onto him just as he removed the condom. Instantly I felt the difference and told him so as I started milking his cock. I rode him for ten minutes before he got his strength back and flipped me over onto my back and sank quickly into a position that allowed for a steady rhythm and deep penetration.

 

His breathing quicked and I head those words I dreaded, “I'm gonna cum soon.” My head was swimming with everything and the ecstasy. “Do you want me to pull out?” I quickly nodded and closed my eyes as I was close to unload myself. He pulled out of me and pushed my legs higher, taking his cock and beating it. It wasn't long before he was firing shot after shot of cum at me freshly plowed hole. I could feel in splashing on my ass and felt at least one spray find and coat my hole. He wiped the cum from his cock on my ass and kept my legs elevated while he used his fingers to pool the remaining cum on my hole while I strained to keep it closed.

 

With the remaining cum pooled where he wanted it he circled my pucker with his finger. I watched him intently as he looked at me and said, “I pulled out.” After he spoke he slowly pushed his finger into my hole bring his load with it. It was at that moment I lost control of myself and started announcing my own climax. As cum started erupting from my hard-as-it-has-ever-been cock, he rocked me back and in one motion his finger was replaced by his cock forcing the rest of his load deep into my sore ass. He stroked viciously while I came all over myself. Finally after it subsided he pulled out of me and went to take a shower.

 

I put my clothes back on quickly and left, returning home still dazed with everything but feeling completely satisfied.

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