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One-Night Stand in Chicago

One-Night Stand in Chicago

I was attending a technical conference at the Downtown Marriott in Chicago from Monday to Wednesday. I always like attending these types of conferences in my business development role because you get to interact with lower level personnel of major companies that have diarrhea of mouth telling you things about the market and their company that they should not.

On Monday, I attended 3-4 seminars and met a number of people. At an afternoon workshop, I am sitting at the end of one of the tables and a guy with piercing blue eyes asks if the seat next to me was taken and I say No. He introduces himself as Vicente working for a multi-national. We exchange pleasantries and have casual conversations during the workshop.

The meeting over the next couple of days is really boring, and I see Vicente in some of the seminars exchanging just good morning or good afternoon. The conference ends Wednesday noon so everyone can catch planes but I have decide to stay and enjoy Chicago until Sunday.

After the conference, I go to my room relax and change into casual clothes. I decide to go down to the lobby bar and have a relaxing drink. I sit off to the side in a comfortable chair and small table. As I am getting my drink, Vicente appears and ask if I would like some company. I say, “please do – it would be nice to talk to someone but not about business.” He is about 5’10” black hair, slim reminds me of Marc Anthony but with piercing blue eyes. His flight is out mid-day Thursday and tells me he was born in Columbia, grew up in Argentina and is fluent in Spanish – Portuguese and English and has been working globally for the multi-national since he graduate college 8 years ago.

We talked about a variety topics spanning personal and travel experiences. We both have another drink and the topic changes to troubles with personal relationships as a result of all the traveling. I say something like yes and one of biggest issues is knowing when someone is hitting on me as you become numb from always having a happy face on.

Just then he totally surprise me, he says he is gay and asks me if I was gay. I pause from being a little startled and just say “I am bisexual.” This is the first time I ever said it in a professional environment as no one I work with knows, but right then, I realized how horny I am. He smiles, and I wave to the waitress to get the check. I say “I will pay” and then “lets get out of here” – he is just smiling.

We walk over to the elevator and I press my floor “35”; I then feel his hand on my ass. We just smile at each other. As we get to my room, I open the door, step in and he follows. In an instance, we are all over each other – kissing passionately, hugging tightly and grinding into each other. I am aroused, and we pull our shirts over our head and continue caressing and kissing. Just then, he is reaching down caress my cock over my pants, and I reach down to caress him. When I reach down, he feel enormous; we keep kissing and groping each other.

Somehow we make it to the middle of the room. I just then reach down and open his pants dropping them to the floor. He is wearing red bikini briefs that outline cock his huge cock. I put my fingers in his briefs and pull them down reveal a 10” uncut flaccid cock – huge. I stare at it and start sucking him. I can only manage the head in my mouth and I begin to work him with my two hands. He has a lot of pre-cum and it get sloppy with cum and saliva covering his cock head. All I am thinking about is he must be over 12” now fully erect – WOW. I will just suck him.

After a few minutes, he lifts me up and shoves me on to the bed. He opens my pants and pulls both my pants and underwear off at the same time. He then starts sucking me. I am fully aroused at the point. I am 6-7” nothing comparable to his size but I love how he is sucking me.

All of sudden, he flips me over and starts rimming me. It is unbelievable, so relaxing and making me hornier. He is really into it and enjoying himself then I feel his thumb enter my ass and then some fingers – the feeling is incredible. Just then, he squats up on my legs and his two hands pulling my ass cheeks apart. He asks, “am I ready.” I am scared of his size but am so fucking horny – I say go slowly. He enters me slows and I feel every inch – thankfully he knew how to use his tool and I am feeling nothing but pleasure. He continues to work me slowly in and out – I am moaning, breathing heavy and loving it. He is hitting the spot. I can feel pre-cum leaking out of me and thinking to myself - how the hell did I take all that?

Just then, he pulls out and rolls over on to the bed. Just then I realized he put on a condom and I did not even know. We begin to kiss with me on top him and I just decide I wanted to ride him. I just guide his massive cock into me and slow ride him, and we are both varying the speed. I am in heaven and the look on his face as I occasionally kiss him and play with his nipples tells me he is really turned on. I can see he is enjoying me playing with his nipples. He says, “Right there, keep going, keep going” and then I shoot a rope across his stomach and chest. I then feel him swelling, begins moaning loudly and then cumming. He just has a look of satisfaction on his face and I feel him going soft then he slides out of me. I roll over – both of us are very sweaty and breathing heavy.

After a couple of minutes, no talking, he gets up, pulls the condom off and throws it into the wastebasket near the desk. He goes into the bathroom grabs a towel and returns cleaning his cock and my cum from his stomach and chest. He then tosses me the towel as we are both smiling at each other.

Just then, he notices I have a great view up Michigan Avenue from my room and the curtains are wide open. He says “I hope we put on a great show for anyone watching.” He puts his underwear, pants and sock on near the desk as I am admiring his body; he then gets up and puts his shirt on – we say very little. I say, “Thanks, I need that as I was so horny”. He replied, “So did I” smiling. He leans over gives me a kiss and then leaves. As the door closes, I get up to make sure it is locked, and then I take a hot shower. It was so relaxing; I slept until 10AM - 12 hours of sleep.
Published by little_stickman
2 years ago
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13
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That was Hot!!!
little_stickman
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Bearhung7
to little_stickman : Well,it was worth anyway! I’m envious!  
little_stickman
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Hot straight to favorites 
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denierfan2
Awesome story, was in Chicago last year, if only I knew the places to go 
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I am dripping now
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letusbe123
Well well....almost sounds like a dream encounter of a guy I met at an adult bookstore booth. His flaccid cock had me chomping at the bit, so after a sampling his goods, I said "let's get out of here" and he took me to his apartment. On the way as he drove, I started sucking him again, and damn if that cock of his didn't almost double in size. I thought "what have I got myself into?". When we got to his place, we went straight to the bedroom and after a little foreplay, he was ready to fuck me! Oh shoot. He had grown to a full 12 inches. I wanted it. Hell, I need it and I wasn't going to deny him the pleasure of fucking me. Wanting to see his face, he did me missionary. God, I loved that. He fucked and fucked and fucked, then pulled out. I said, "aren't you going to cum in my ass?" He said, "I already did". That was kind of disappointing cos I didn't detect anything. He got kind of quiet and said "I've got to quit doing this!" I guess he was struggling with his sexuality. He couldn't have been more than 18-19, so I understood. I asked him to get me off and he agreed to do so. I ask him to suck my nipples and jack me off. He was amazed at how hard my nipples got and how vocal I was at expressing how good it felt. He said "Wow, you really like this stuff!" I just had to smile and thank him. I never saw him again, though I did visit that book store more times to see if he would return. I sure hope he resolved his sexuality issues. All and all a great  memory that I was inspired to share because of you little_stickman xoxoxo
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Pat2610
Mmm
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little_stickman
to kit4u : yes indeed - never plan or hunting - shit just happens in my life at the right time.
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kit4u
Lucky you
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Very erotic.  Thanks.
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little_stickman
to Slapshot99 : Totally unexpected but completely satisfying.
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I’m in Chicagoland..would love to find a monster cock like that 
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Need some hot sexy fun like that now 
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