Cupcake Ranch

By Sam Tudor

Published on Jul 2, 2023

Gay

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Baseball Andies

One Friday noon, Bill, my baseball teammate, and sometimes fuckbuddy, called, and told me he was being scouted by the Red Sox and a guy from the front office was coming down to spend Saturday watching him work out, and would I join him since we played off each other well, and I was not in the market for the Majors so the scout could concentrate on him. That was fine with me, and the three of us met up at the cage. I am bi, white, 6', 185 lb, athletic, 7" cut, but that has little to do with baseball, utility outfielder, good enough for Division 3 varsity, but not quick enough for the Majors.

Bill was Black, bigger than me, everywhere, and quicker than me, a great pitcher and a great hitter. He knew the value of a college education and placed himself off limits to the Majors until graduation, after which, if picked up, he would be assigned to a minor league team until, and unless, he got called up to the Show.

The scout was Hispanic, Jose by name, had played in the minors for 3 years, had a college degree, and when he realized he would never get called up by the Majors, got a front office job with the Sox, at which he was very good. The fact that he spoke fluent Spanish and English made him a great scout and recruiter.

So, we went to the cage just after lunch, and I put Bill through our usual workout routine, run, sprint, weights, and pitch, catch, and hit. Jose watched it all with intense interest, and I saw him look at Bill's swinging dick (Bill went commando under his practice shorts and his big dick was obvious, in all sorts of poses, and it really did swing when he ran, and it was clearly visible up through his shorts leg when he was on the bench press for example). Bill was in top form, and I did what I could to make him look good.

When we were done, Bill and I showered, Jose waited in the locker room, and got to see both of us bare-assed, and we were not modest about it, having a clue that Jose was interested in more than just baseball.

Jose asked, "How about I take both of you out to dinner, on the expense account?" I figured it violated NCAA rules for Bill, but not for me, since I was not looking for a job in baseball.

Bill, being no slouch, answered, "You can pay for Jason's, but not mine, let's go to the Top of the Round, the steaks are good, and the prices are not unreasonable."

We did, the food was great, Jose sat between us, his leg occasionally rubbing against mine, and as I later found out, against Bill's as well. By desert time, he was putting his hand on my leg, I moved it up to my crotch so he could feel my boner. I put my hand on his crotch and felt his boner, and, Bill's hand trying to do the same thing.

I had heard about Baseball Annies, women who hung around the players, who got off on being fucked by a baseball player. He told us there were baseball Andies as well, and which bars around Fenway Park were inhabited by Sox and visiting team players after the game and the Annies and the Andies all hoping for a quick lay. He told us which bars in Philly the Phillies went to as well. Neither of us being 21 yet, the information was put in storage for a later day.

"Want to see my hotel room?" Jose asked. "It is at the Radisson and I got the Presidential Suite because they fucked up my reservation and that was all they had left for tonight."

"I'll probably never get to see a Presidential Suite otherwise," I said. "The only time I ever ran for anything I lost. Class president in 8th grade was the goal that time."

And so we went up to the top floor, he had to put his key card in the slot for the elevator to go up that far, and the room, or rooms, were just as nice as I had envisioned. A great view of the city, the airport, the Delaware River, and more.

There was a king-sized bed, with a wall of mirrors on one side, being closet doors, a mini bar, two big TV's, just very posh compared to what I was used to -- our Division 3 team, when we stayed in motel for an away game, it was usually a Motel 6, or a Super 8, or a locally owned motel built in the 1950's that was clean but spartan. And best of all this room had a small Jacuzzi, designed for 2, and possible, but intimate for 3.

"Let's hit the Jacuzzi," Jose said, we stripped and got in. Now, Jose was very well hung, his cock was like a log, really thick, long, and heavy. And uncut. It was browner than the rest of him, but not as dark as Bill's black dick. We all got in, it was tight, there was no way not to be touching each other. Jose put the jets on full, it was great after several hours of practice. With the jets on full you could not see below the surface of the water, but the hands were on again. We were all hard. We each had a hand on two guys, Jose was probing my hole, and I was probing his.

Bill and I were both mostly tops, although we had bottomed, historically.

"Are you tops or bottoms?" Jose asked. "None of this makes any difference in my scouting report, and, in fact, if you are out it reduces your chances, baseball being baseball, but if you are in the closet, it is ok, lots of guys in the Majors are. I know, because a few of them have fucked me."

"I am in the closet," said Bill, "but Jason is out as bi, and, we are both mainly tops."

"Great. I am a total bottom and want to be fucked by both of you, after I suck your cocks, that is."

"Deal," I said. We dried off, and got onto the big bed. Jose sucked each of us, taking turns, while Bill and I kissed.

"Either of you into ass licking?"

"Not me," I said.

"Same here," responded Bill.

"Well, we will just skip that step, on to fucking. One in my ass, one in my mouth, Jason first in my ass, since his cock is smaller." We did, Bill and I kissing over Jose's body. Jose giving me a great fuck, moving his ass and tightening and loosening as he went around and around, and Bill obviously enjoying his end of the deal.

"Now switch," Jose commanded. We did, it was a 10 as blow jobs go. Meanwhile Jose was gently playing with his own cock, exposing the pink head, mostly buried in the dark brown skin, occasionally pulling the foreskin all the way back to expose the pink underside of the foreskin as well.

"You guys ever DP?" Jose asked.

"Not me," I said.

"Me neither," replied Bill.

"You are both big, but I think I can take you."

"Ok," I said. We condomed up, lubed up, Bill laid down on his back, Jose lowered himself down facing Bill, and put his ass up, legs spread, and I pushed in next to Bill. Luckily, I was very hard and, after a few pushes, it finally went in -- once past the outer ring it slipped all the way. What an incredible feeling, to have Bill's cock pressed against mine, and against the walls of Jose's ass. Even with condoms I could feel Bill's cock head slipping against mine. And, Bill and I could continue to make out. Jose basically was just lying there, inert, not playing with his cock, and occasionally pulling on my ass cheeks, or Bill's if he thought we were on the verge of slipping out. We went on for quite a while, and then, out of the blue, no hands, Jose began to cum, jism squirting all over his and Bill's bellies, and the hotness of it all, combined with Jose's ass clamping down on our cocks, set both of us off, almost at the same time. We stayed in there for a few minutes and then carefully pulled out. Jose's hole was gaping open, he winked it at us, but its natural state was now open.

"It will be closed in a few minutes, and tight by morning," Jose said. "I need to use the toilet first, then let's all take a shower." We did. We then sat around while Jose told us about gay sex in the Majors. Who was out to the world (only two or three), who was out to teammates who would understand (another 5 or 6 on the Sox), and how many (dozens), were not out to anyone but close friends, with no names given.

All in all, it was a good education that night. And, by the way, Bill got signed to another team, and will play for a southern minor league team to start -- something that could not have happened 70 years ago.

Next: Chapter 41: Road Trip to Cupcake Ranch 43


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