January and June in Vail Ch. 02 - Sex Stories

January and June in Vail Ch. 02

... just a "typical" skier—so many of the CU team members had Olympic dreams, private coaches, and financial backing.

"I'm really happy with my life. I love skiing and I love teaching people to ski. I'm going to be a very good therapist. I've had some sex at CU—but almost always with older guys—TA's, a prof or two (not one of mine), and guys that I picked up cruising. I know what I look like. It's not hard to pick up a Daddy by flattering the shit out of him and showing off my basket. I guess a therapist would have a field day with me—lost father young, gay, often picked on by bigger boys who assume that I'm gay, into older guys, but not doms. I do sell myself from time to time. I guess I'm not really a good person. I deserve to be disciplined a little."

"Is that what I am to you? A Daddy-pickup to be flattered into offering you food and a room for a week, and probably a big tip in exchange for some sex? I'm okay with that, Carlos. I would explain a lot."

"You always sell yourself short, Kelly. You are a good-looking, successful man. You're in shape with a trophy dick. You're fun to be with and talk to. And so far, I haven't found any hang-ups or typical dom SM shit. Let me tell you. Many of my hooks have turned out bad. Older guys typically want to dominate young studs—especially if they're paying. I've been hurt more than once—and not just emotionally."

I laughed so hard that I spit my wine into a napkin. "Me, an SM Dom?" Then I pulled a fake serious pose, "How ...

... did you guess that I'm taking you to the dungeon right after you finish dessert? It's time for Daddy to discipline his naughty boy."

"See what I mean? You're a neat guy, Kelly. I wouldn't mind a little dom now and then. I've really never been disciplined in my life. Let's leave it at that. Just enjoy our time together." With those words, he reached under the tablecloth and squeezed my dick which was still nearly hard. "Is this the wood you're planning to use to beat me?" He leered and batted his long eyelashes. God, he was cute—and beautiful.

"I wish I could. But, I'm old enough to be your Dad. Just being with you seems improper. Fucking you seems illegal."

"Don't I know it? I love it. And I'm really beginning to like you too. And I assure you what we are doing is neither improper nor illegal."

The next three days were the most intensely sensual of my life. We got into the welcome swing of blowing each other as we woke after I had cuddled him into me throughout the night, tucking my dick between his thighs and often fisting his dick. My skiing improved dramatically—such that we were now using the ski-in-ski-out advantages of the chalet which involved an expert run. So we were getting six or more runs in each day.

We would ski into the chalet at dusk and immediately shower together. We'd dress in terry robes and relax in front of a fire. I would pull him into my lap and stroke his shaft and fondle his balls. My other hand would run through his moist soft curls. I ...