I have always really liked straight jocks. A few years ago I decided to learn how to give massages as I thought it would be an easy way to access straight gym bros who need to relax and release. I have probably massaged over 300 straight guys by now, and find quite a few on Reddit subs. 

One recent fun time was a straight frat boy who was coming to New York and saw one of my ads. He was trying to plan it far in advance, cause he was only here for a day. This was maybe a week before. He had never done anything with a guy. 

I thought he might chicken out, so I challenged him not to jerk off for the week before he came. We kept the chat going and he assured me he was not jacking off and saving his load up. I wanted him to be super horny and backed up so he didn’t chicken out.

He arrived and was super cute, a muscle stud, shorter than I had realized, but he looked like a little sex toy. He was handsome with red hair, freckles on his face and—as it turned out—on his ass cheeks too. I got him to strip off and lay face down, naked, on the table. 

I usually do 60-90 mins massage, but he only had 30 mins before he had to head ot the airport. I started on his back—as I usally do—but was incorporating rubbing his hole and taint from the outset. 

I could see his dick harden up instantly between his legs—maybe 4 inches, pointed down towards his feet, a little fratty joy stick to play with. He was leaking and groaning in now time. I decided to test the water, and push a finger into his tight virgin hole. It drove him crazy. 

This has maybe taken 12-15 mins, not long at all, and I have moved down so I am stroking his cock and tapping his prostate at the same time. He warns me he is close. Stop, stop, stop!

So I give his dick a rest, and stop touching it; and my finger gives his g spot a bit of a rest. Then I decide to leave his cock alone, but vibrate my finger on his prostate so he can ride the edge of his orgasm. It is sending him nuts, and after a minute or so he sounds surprised to say, Dude, dude, stop, stop!

But I keep hammering the prostate and which his boyish 4 inch dick shoot half a dozen spurts of cum all down the table, in this frat dude’s first anal orgasm and first time being made to cum by a guy. 

“Good boy,” I say, as he rides down from his orgasm. “How was that?”

“Pretty intense,” he says, looking a little shocked at what he’s done.  

“Do you mind if I eat up that load?” 

“Be my guest.”

 So I scoop up his jizz and swallow that lot in a couple of goes of my fingers. 

He rushes to get dressed and heads off to the airport. We text back and forth a bit. He asks for another massages next time he is in town; I say yes if I can get more than one finger in his tight virgin hole. I asked if I could share this story; he said yes, so long as I sent him the link. Will let you know if there is ever a Part 2.