Once a few years back, I was out of town for training with a coworker. I had always been attracted to him but kept it professional since he's straight and I'm not out.
We shared a motel room and just about every night he was at the bar next door trying to score some pussy. He came back one night kinda tipsy and let down. He told me about the girl he'd been buying drinks for all night and how much he wanted to do her.
"I was about to just come out and tell her I'd give her 50 bucks to suck me off!" He said, jokingly. I told him "Shit, for 50 bucks I'D blow ya!" We kinda laughed it off and I dozed off.
About 20 minutes later, I wake to him nudging me and asking me if I was awake. I rolled over and there I was, face to face with his hard cock straining to get out of his briefs and him rubbing it. I told him "Money up front, bitch. I've watched plenty of Law & Order!"
He tossed a wad of cash on the night stand and I jokingly asked "Are you a cop?"
He nervously asked "Nobody is going to know about this right?"
I reached over and pulled his briefs down and said "Sure, I'm gonna tell everyone I grabbed _______'s cock and sucked him off!"
He took them the rest of the way off and I pulled him into the bed. He straddled my face and I grabbed his cock. "Just close your eyes" I told him and I put his cock in my mouth.
He pumped it in and out of my mouth about 10 times and exploded in my mouth. He pretty much collapsed on the bed next to me. As he fell asleep, I took off my shorts and spooned up next to him and fell asleep with my cock against his ass.
I gave him a quick kiss on the cheek and fell asleep.
An hour or so later, I rolled over and he had gone back to his bed, out like a light. I took the wad of cash (35 bucks..the cheap bastard) and tucked it in into the front of his underwear. I kissed him softly on the lips. (He had GREAT lips) and then went into the bathroom, rubbed one out and then went back to sleep.