This last summer, I had just completed my third year of college and rather than going home, I kept my apartment and ran an add in the local town paper looking for work as an interior painter. Having worked for my uncle every summer since high school, I knew I could do the work and make good money. The catch was landing some business. Uncle Sam, yeah that’s his name, was disappointed that I wasn’t going to be working for him, but gave me a great referral. A friend of his had a brother in the town where I was, who had just purchased an older Victorian. The house had six bedrooms, as well as all the other rooms that come along with a home like this, and they all needed serious painting.
My name’s John. As I said, I’m going to college trying to figure out my major. I’m 21 years old, a little over six foot, have bleached blonde hair that I wear somewhat long, weigh about 160 and pretty much look like a surfer dude. I’m not bragging, but most girls, and I have to say guys also think I’m cute. I’m too skinny to be a hunk, but I get hit on pretty often, again by both girls and guys. I’ve always been straight. I mean I’ve never even thought about doing anything with a guy. On the over hand, I’ve never really been repulsed or turned off by the idea. I’ve just never thought about it. I know I’m not gay though. It’s a pretty good indicator that just the thought of a nice set of tits gives me an immediate hard on while I’ve never gotten one thinking about, or looking at a guys ass.
Well, to skip ahead, I called Milo, the brother of Uncle Sam’s friend, quoted him on the business, and got the job. Milo was a nice guy, in his early 40's. He’d spent a number of years as a software developer in California. While as he put it, he wasn’t that good at software, he was good at picking up stock in a number of tech firms, before they made it. He was also astute enough to have gotten out of the market while they were at top dollar.
Milo was probably as well off as anyone I’d ever met, and he was also, and while I know this isn’t a the correct way to put it, about as queer as anyone I’d ever met. He was blatantly gay and didn’t care. I knew better than to think I got the job based totally on my resume, after all, I didn’t have one. But, I thought at the time, based on what he was paying me, he could stare at my ass all day long! What I didn’t know was how much I’d get into having him stare at it. Well I guess it kind of proved the old play with fire bit, but I’m getting ahead of myself.
All my stuff was in the dinning room, paint, drop clothes, ladders, and I was set to start on the living room. Knowing why my bread was being buttered, I chose to wear a new pair of bibbed painters overalls with nothing on underneath. No shirt. No shorts. No socks. Just overalls and shoes. I was a gay guys wet dream, or at least I thought I was. Milo was in love. He made me lunch, brought me drinks, and spent as much time as he could sitting in the kitchen where he had a clear view of me at work. What I hadn’t realized beforehand was that all the sexual tension I was creating was having it’s own effect on me. Most of the time he was watching, I was sporting a hard on that was difficult to conceal, especially in baggy overalls.
This soft-core play acting went on for 2 days. If I needed to open a can of paint, I always made sure my ass was pointing in Milo’s direction as I bent over. At about nine am on the third day, Milo came over to where I was working. “You know,” he said, “for a guy who’s supposedly straight, you’re the biggest cock-tease I’ve ever met.”
“Uh, sorry,” I responded not knowing what to say. I knew I was bright red. It was obvious what I’d been doing, but I didn’t expect to have to own up to it. I even thought that he may figure it was unintentional . . . yeah right.
“Well,” Milo went on, “since you know what you’ve been doing, not that I’m not enjoying it, I’d like to make you an offer. I’ll give you an extra $2000 if you finish the job baby assed naked.” That’s just how he put it, “baby assed naked.”
