Big thanks to Rimaday for the inspiration and the tips on publishing my first story.
This story is a continuation of Rimaday's "Road Trip Turnout" series. I highly recommend you read those (Parts 1-2) first, partly so the following story will make sense, but more so because they might be the hottest stories on Literotica.
Feedback welcome. Enjoy!
My name is Peter-I'm a coworker of Robby. I think you heard about some of his adventures in parts 1 and 2.
I'm a mostly straight guy. I have always liked the ladies-several girlfriends through high school and college, and I now have a gorgeous wife and two kids.
One minor exception though. For about a month in college, I had a torrid affair with a guy.
I had just gotten dumped pretty hard by a dream girl, and was having a hard time moving on. So one night it was closing time at the bar, and I was the only one from my friend group still there. Everyone else had found a hookup, or was back with their girl. I was feeling extra depressed. Long story short, I got talking to a guy who I didn't even realize was gay. I was broke and drunk, and he offered to buy me a drink. Somehow, next thing I knew he coerced me out to his car for a make out session. I eventually saw through my drunken haze, and told him I didn't want to go any further. I headed home and passed out.
The next morning I was pretty disgusted with myself. As I did laundry, I found his phone number written on a piece of paper in my jeans pocket -- I had totally forgotten about that. I'm not sure why I had even accepted it. I immediately threw it in the garbage.
But over the next couple days, I couldn't stop thinking about our encounter. I had never thought of a guy in that way before, but I found myself getting hard recalling how his lips and tongue felt. I even thought of him as I jerked off, picturing all the possibilities if we had gone a little further that night.
Before I even rationally knew what I was doing, i found myself digging his number out of the bottom of the garbage. I ended up calling the guy, and hooking up several more times over the next month. Well, maybe "hooking up" is putting it lightly...
Although our affair was short, it was scorching hot. We did EVERYTHING. I ate his ass, then fucked his ass. I rode a dildo while he and another guy jerked off on me, swallowed loads, shot my cum in his ass and down his throat, and talked dirty during some man on man phone sex sessions when my roommate was gone (we both loved the dirty talk; I have a wild and sick imagination, and I can be a confident and arrogant trash talker, so I got pretty good at it!). Finally, I even got dolled up in women's clothes for him, including panties, lingerie and makeup. I was his slutty drag queen during a couple nights of hot role playing.
Like I said I consider myself a straight guy, but for some reason once I got a taste of cock I was all in. It was a lot of fun.
A few weeks into the affair, I happened to meet my future wife. I knew she was "the one", so I went cold turkey and broke off the fuck buddy relationship immediately in order to devote myself to her. She never found out, and I never looked back.
So while I'm a straight married guy, I'll admit that a small part of me still fantasizes about guys sometimes too. A small, dormant part...
............
Anyway, back to Robby. He's a peer of mine at work-we're both in sales. Like me he has done well for himself, and has landed a couple big accounts just recently.
He calls me one day. "Hey Peter. You know that new client I told you about? They're still really happy with our work, but they're thinking about giving us even more business and would like another rep on the account. Do you have time for a drink tonight? I can tell you more about the client, and maybe discuss setting up a meeting."
"Sure-why not. Thanks for thinking of me!"
"You bet. I have a vision of how you and I can work as a team, and I'm excited to share it with you. Anyway, how about the watering hole at 9:00 tonight?"
"See you then".
..........
I meet Robby at the bar. We have a couple drinks and throw some darts. Robby suggests we should do a couple shots.
"Oh man I don't party like that much anymore. Aren't we supposed to be talking business?"
"We will! But this new client I told you about: this could be very lucrative for both of us, but they also have some non-standard business practices. Might be good for you to be a little loosened up before we talk further!"
I wonder what I'm getting myself into here. But lucrative sounds pretty good to me - I had rough numbers last quarter, so I'm willing to do almost anything.
After the shots are down the hatch and we're back at the table, we finally get down to business.
"Ok-so this client is a holding company. They own a few businesses, including a gentlemen's club. Part of the deal is that you'd be expected to put some time in at this club. It's about two hours away, so I usually just crash in the local hotel when I visit there".
"Hmm. Ok I guess I can't argue with spending some time in a gentlemen's club and calling it work!"
"Well I should probably tell you...stuff happens in the club. And I have been an active participant".
"Oh really! Geez Robby-are you getting lap dances from some fine ladies or what?"
"Well...in this case, the term gentlemen's club has a bit of a different meaning than you might be used to. This club is men only".
Robby sees my blank, non-comprehending look.
"It's men only...and like I said stuff happens".
At this point I raise my eyebrows. "Stuff? Among men only?"
"That's right. At first I was pretty repulsed since I'm a straight guy like you. But I think you'll find they're very accommodating. Something about the place drew me in, and I'm a committed lifetime club member at this point."
"Whoa whoa whoa this sounds pretty bizarre. So they're a client, and you're also a member of this 'gentlemen's club?' What exactly have you done there."
"It's kind of like a fraternity-I can't tell you all the secrets. I went through an initiation last week, and I have been servicing the members ever since".
"Servicing the members?"
"Servicing the members", he reiterates, this time emphasizing servicing, and members.
I am pretty shocked. But somehow I'm not completely grossed out or completely shutting down this idea. I guess it was the financial potential, and maybe that dormant part of me resurfacing.
"So the deal is, I have to do whatever perverted things they want me to do in this club, and my reward is a share of this account. Do I have that right?"
"Yeah, I think you pretty much have it".
I continue to ponder...
"The guys are all pretty relatable. Most are around our age and have the same interests. And they're all very fit," he says with a smile.
Now I'm trying to visualize this place. I'm picturing a group of "fit" (hot?) guys expecting me to service them. I hadn't thought of guys in this way for years, but now fantasies are forming in my head. However it still sounds like a bizarre arrangement that could jeopardize my career...
I hadn't even noticed that Robby had moved closer to me. Suddenly he reaches down and feels my crotch area-"ooh just as I thought-you seem to like this idea!" For some reason, I don't pull him away. Maybe it's shock, or maybe I'm just really getting into this idea like he said.
Before I know it, he's fully stroking me through my jeans. He leans in close and proceeds to tell me a little more about an "initiation" he went through last week. My eyes are wide and my cock is rock solid, as he describes getting a blowjob, sucking dick, eating ass, a shower and shave session with two other men, riding a dildo, and ending up in what he called a "cock sandwich". Part of me is appalled, but I can't deny I'm getting harder with each storyline he shares. Thankfully the bar is loud and busy, so no one can hear us...or see that his hand is still stroking me under the table.
I can't talk-I can only stare at him and breathe heavily. He looks at me and asks "what do you think?"
What do I think? I think this sounds hot as hell and I wish I was there right now. Or maybe I just want to take Robby out to my car where we have some more privacy...oh god...
Thankfully, Robby's professionalism finally comes through. He pulls away from me and says in a friendly voice "Well, just give it some thought! Thanks for meeting up tonight-the drinks we're good! Let's head out".
I mentally slap myself back to reality. I slowly collect myself so my hard on can recede a little, then we pay and head out.
I get home and crawl in bed next to my wife. She gives me a kiss. "How is Robby doing?"
"He's good. I think I'm going to owe him - he's bringing me in on a big new account. Should be a really good next few quarters for me. But honey I may be on the road a little bit more - the client has an office a couple hours away and it sounds like I'll need to be spending time there servicing their team".
"Oh that's great to hear! You're due for a good quarter - persistence and hard work always pays off eventually. I'm sure you'll do a great job servicing their team members."
"Thanks honey," I say as I move in for more than just a good night kiss.
"Ooh-someone is feeling friendly at this late hour! Did that wild single man Robby put some ideas in your head about bachelor exploits?" she asks jokingly.
"Something like that", I say. Little does she know my eyes are closed and I'm picturing a room full of cock as we make love. I feel guilty, but I also don't last long before I'm cumming inside her.
"Wow-that was some passion!" She says. "Maybe you need to spend time with Robby more often!"
I can only nod, as we drift off to sleep.
.....
The next day, Robby sends me an electronic calendar invitation for the following Monday. Location is "Tony's Gentlemen's Club", in a town two hours away.
Well I agreed I'd think about it, and I guess it's decision time.
I figure it can't hurt to check it out. I can always introduce myself, then leave if I don't feel comfortable.
I accept the invite.
......
It's meeting day. Robby mentioned that he headed out there last night, since a couple members needed some late night service. I start the two hour drive early, and arrive mid morning.
I park in the lot and look around. This place looks pretty simple - it sure doesn't look alike a sophisticated client space like I'm used to. Oh well, I'll go have one drink then leave, I tell myself nervously.
