[Author's note: Matt, if you read this, sorry bud. I had to tell the story... and you owe me one.]
Chapter 19. Helping a friend get lucky.
Tuesday night came around and I had just gotten to the gym about twenty after five to begin my workout. I was in the cardio room when my petite gym buddy Sharon came in.
"Hi lover," she said.
"Hi sexy girl," I said.
We talked about a bunch of nothing, but our conversation was often laced with double entendres, which kept it interesting, yet at the same time kind of vague to any nosy busybodies who might be eavesdropping.
After we finished our time on the machines in the cardio room, we walked down to the weight room. "I got some new shorts," she said.
She turned around and her shorts said, "SEXY" across the butt. "You like?"
"I think they fit very nicely, but aren't they stating the obvious?" I asked.
"You're so sweet," Sharon said. "You get a kiss for that." She leaned up and kissed me.
We did our workout and in the weight room. I was spotting for her as she did her free-weight bench presses. After her second set, I took the bar from her and she grabbed my swollen package. I had been gazing at her cameltoe, thinking naughty thoughts.
"Wow!" she exclaimed.
"Hey now. We can't be doing that stuff here," I said softly. There was only one other guy in there facing away from us but the walls were all mirrored.
"I'd just about do anything to take you in here," Sharon said softly.
"Ditto. But I don't want to get arrested," I said.
Thankfully, we managed to get out on the track without anything more than some ass grabbing. It was obvious Sharon was clearly in hyper horny mode tonight.
"Are you like super-frisky tonight or what?" I asked once we were out running.
"I'm going out with my boyfriend tonight. Hell yes I'm excited."
"You're a doll, Sharon. I'm pretty excited about tonight too. Do you get excited when you're meeting a 'client'?"
"Eh, not very often. But it depends."
"On what?"
"On a lot of things, including if I've been with them before. I've got a fair number of clients that are rude, inept or just plain ugly. For those guys, it's a chore, but their money spends like everyone else's. Most of my clients, frankly, aren't fit and attractive."
"Here's a question: Have any of these clients ever wanted you to introduce their sons to sex?"
"Not very many. I've done a couple of those over the years, including a college freshman who was a virgin who wanted to score. He was consummate nerd. He was not quite five foot tall with some growth disorder, a dash overweight, with glasses. His step-mom paid for me to give him a special 18th birthday present at the dorm."
"How did that happen?"
"His mom told me that she arranged a birthday party for him at a bar in Urbana and I pretended like I was a college coed. It was kind of fun actually. I bought a pair of glasses frames with plain lenses and made myself look like a nerdy girl. Anyway, I picked him up and talked him into taking me back to his dorm room."
"So, how did that go?"
"He had no idea I was anything other than what I was pretending to be. He was very reluctant but a little dirty dancing in his dorm room and his reluctance melted pretty quickly although he was still nervous as hell. I knew I had him when we were dancing and he had his hands on my boobs and crotch while pressing his erection into my butt. It was pretty much off to the races at that point. I think I was the first girl he had done more than kiss and certainly the first he'd seen naked besides his younger sister anyway.
"Alright, this is getting interesting..."
She continued. "Yeah, I was wearing some loose jeans and when I took them and my shirt off, I had some plain cotton panties and a semi-cute demi bra on. I wanted to look more like a coed and less like a Victoria's Secret model. He asked me about my tattoo and I told him I did it to rebel against my mom. When we made out before I took his pants off, I was rubbing on him and didn't realize how sensitive he was. He had a little accident there." Sharon laughed.
"I thought I almost lost him there, he was so ashamed. Ten minutes later I had him undressed and cleaned up. I knew this kid was a virgin so I let him shoot his next two in my mouth and I swallowed them and smiled. At this point, he was starting to calm down and have some self-confidence. He asked if he could ejaculate on my face next time and I said 'sure'."
"Let me guess, you were still only there in his room for twenty minutes at this point."
"More like about forty, but yeah, it was his first blow job. I asked him if he would like to eat me and he grinned and clumsily tried to eat me. I gave him a few pointers without being too much like a teacher. I faked a couple of orgasms and I think I might have been a little too loud on the second one because I heard some guys outside. They pushed the door open and saw this kid with his face buried between my legs. They were kind of assholes in their teasing of this kid, but he pushed the door shut and locked it. I had him put a condom on - I had to show him how to do it right, and then he made love to me. Sort of."
"Let me guess, he didn't last too long."
"No, he did pretty well. He had a decent size cock for a little short fella. I even showed him how to take it off in a hurry so he could come on my face. He was pretty clumsy at first, but soon figured things out and two hours later, he thought he was the top cock on the block. By that time, there were a bunch of guys listening in as we fucked and I gave a good show for them without making it sound too much like I was a wanton porn star slut. And junior liked facials, as I got two or three before I got dressed and left. By the way, the boys outside liked it when I said, 'ooh! you just came on my face'."
"I told him I had to go home and gave him a big kiss. I got his email address in case his mom wanted me to give him a follow-up visit. He walked me outside and there were a lot of wagging tongues when we walked out. They probably worshipped that kid as I'd bet they were all in the shower fapping after I left and that kid is probably still trying to find a coed to fuck him."
"Probably so. Was that the end of that?"
"His mom called me a couple days later and thanked me for doing a fantastic job and but that her son was despondent that I hadn't contacted him. So I sent him an email saying I had a boyfriend and while I enjoyed that night with him, we couldn't do that anymore as I realized how wrong it was to cheat on my boyfriend."
"How did his mom know you?"
