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My First "Real" Time

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Mar 27, 2016
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So I've been lurking around the forums for a bit now. Found this place when I finally decided to explore this side of myself. I just got back from my first real time with another guy, prior to this it had been a little oral, little mutual JO, ect. I wanted to share my experience with you guys.

I placed a CL ad this morning, explaining that I was a 30yo curious guy looking to try this out (I know, Craigslist, scary lol). Got a few e-mails, mostly guys n their 60s and thats just not my type right now. Finally I get an email from what seems like a normal guy, he's 30, in town from NC for work, from the pics he sends me looks to be decent looking and has a nice dick. So i throw him my # and we text back and forth for awhile, I can tell he is getting more and more eager but I'm stuck at work till 8pm. Finally get off of work after texting for almost 6 hours, he says don't bother to shower, you can shower in my hotel room. So I head his way.

Now for the good part :-< I'm an hour north of his hotel so I head out, continuing to field a barrage of texts from him, get there, he gives me the room number and says he is waiting for me. i get to the room and open the door, there he is on his knees, naked, right inside the door. He is hotter than I had thought, hairy, decent shape, an otter type just not cut basically my biggest fantasy! He pulls me over to him and pulls my shorts right off and begins just devouring my cock, moaning, choking, and just going at it like nothing I had ever experienced. After a short bit he pulls off and says "I need that in me, jump in the shower and lets do this" I jump in and quickly rinse off the sweat of my 12 hour shift. Come out and he tells me to sit on the bed. He hands me his phone and has me record him as he get my cock right back in his mouth. He blows me for about 5 minutes as I record it, then he says he wants me to throat fuck him for a bit, He twists around on the bed and and takes my cock back into his mouth on his back, I'm watching his nice 7" cock as he goes to town and think fuck it, so I start 69ing him. We go at it like that for a bit then he rolls me on my back and says he wants to sit on it. Now we had discussed it before and he was a virgin bottom, I don't doubt this as he was TIGHT! I started by fingering him, working my way in little by little, got 2 fingers in and he decides he's gonna go ahead and take it. He lowers himself onto my cock and starts to work the head in, slowly, then he finally start to relax down the shaft, finally I'm balls deep in him and he start to slowly bounce on it. God it was so tight, kept moaning that it hurt so much but felt so good. He is rock hard the whole time i"m in him. I get close so he pulls off and starts eating my cock again till he sucks the load right out of me, swallowing every drop. He needs a break so we both take a quick shower to get the sweat and lube off us and lounge naked on the bed for about 15 minutes watching and movie and chatting, I'm watching him squirm a bit on the bed in the mirror as he plays around with his cock. Round 1 done!

After taking about a 15 minute break he is ready to try again, but we work a bit more to loosen him up. He rolls onto his side and I finger his hole some more working slower, getting 1 finger, then 2. He turns around and starts blowing me again as I'm working his ass loose. He moves into doggy position and I start to work my way back in him. It is much easier this time, he is moaning and writhing under me as I start to gain momentum, he moans "fill me up with your cum" and a bit later I orgasm deep inside him. I lay there for a bit with my cock still balls deep in him as it subsides then slowly pull out hearing a little grunt as the head pops free. I look down and see he is still rock hard so I rub my hand along my cock to get some lube and start jacking him and running my fingers around his hole. He starts to moan louder and louder and finally shoots his load across the blanket. That was hot as hell! Break for showers then back to naked movie watching, just waiting to see if we could pull off round 3. Round 2 done!

This time took a bit longer to recover, I continue to watch him in the mirror as his cock slowly starts to harden again. Then he says he wants me inside him again. He grabs my cock and starts blowing it again (I understand the "guys know how best" now!) We move into missionary and start to work him back open. It is even easier this time than the last, soon I'm buried back in him, his legs wrapped around my back pulling me in deeper, harder. I can tell he is really enjoying it this time and the pain is mostly gone. As we get closer and closer he starts jacking his cock in time to my thrusts and just as he starts spraying across his chest I erupt in his ass again, in a crazy mutual orgasm, never has it been that hot. Break, showers, but this time we at least put shorts back on. Lounge on the bed after throwing the sweat, cum, and lube soaked blanket on the floor and finish the movie. It becomes obvious that we are both just spent so we say our goodbyes and I head back home.

And now I'm here, posting this so I can keep it as fresh in my mind as possible. That was by far the hottest, most erotic thing that has happened to me in my life! Sorry for the long post but I just had to share with someone. This was my first top experience and it as better than I had imagined. Guess I can finally confirm I'm Bi to myself at least :wink:
 
I guess I did lol. There was something different about the whole thing, I've been with women but never been the one night stand type. Always waited a few weeks at least to get that far. This was just different, no emotional involvement, just pure carnal sex.
 
:wow: HOT!!

Thanks for sharing! That was Awesome, Lucky Dude! :bj: :69: :gaysex: (!w!) (group)
 
Good for you Monte..do you think next time you would be open to a flip flop?
 
Sounds like a hot experience. PLEASE PLEASE PLEASE wear a condom next time. CL is playing with fire, and you don't want to get burned!
 
Yeah, I know, I freaked out a bit about that afterwards. Won't be taking that risk again. All seems to be well at least. We were very upfront on our previous experiences (or lack there of in this case), still a stupid risk though.
 
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