Cupcake Ranch

By Sam Tudor

Published on Jun 25, 2023

Gay

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Baseball, mentoring a Freshman

I was a walk-on as a Freshman for the baseball team, we were Division 3 in baseball, although if academics had a similar system, we would have been Division 1. I made Varsity in my Sophomore year as a utility outfielder -- I could catch, I could run, I could throw, and I could bat, but I was not quick enough to be material for the Majors. I suspected I would be playing shortstop in this, my last year, but it was an unknown, and I really did not care. I loved the game and knew my limitations. And I was good enough to get a partial athletic scholarship.

Coach Bartlett had asked me to mentor an incoming Freshman, who had been recruited, and who did have Major League potential. The goal was to keep him in school, hopefully for all 4 years, to sort of help from the bottom, so that he could pass his courses, and to convince him that a college degree, before baseball, was a good idea.

Coach told me that he was Black, came from a rural West Virginia town, no one in his family had ever gone to college, he was on full scholarship, his grades and board scores were at the bottom of what our college ever accepted, a couple of the Majors had looked at him, since he was a phenomenal pitcher and hitter, but had passed since he needed more seasoning -- the teams had played against were "pretty pathetic" according to one of the scouts who was a friend of Coach. Coach quoted the scout as saying something like: "You take him for a year or two and see what you can do with him, baseball-wise, and, help him grow up, physically, and otherwise, he is really a socially immature person in the body of an 18 year old. He would get eaten alive in the Minors at this point in his life."

So, up came this 6' 6" Black kid, all arms and legs, looking apprehensive, I said, "Are you Scott?"

"Yu, yu, yes," he said.

"Hi, I'm Jason, Coach told me to watch out for you to the extent you need it, so let's go in and eat and get acquainted."

We got in the line, he took twice as much food as I did, while I was watching my intake since, even going to the gym at least three days a week I was starting to put on weight. We traded life stories, so far, he had had it a lot tougher than most of us. His father had left when he was three, family was on food stamps for years, a tough stepfather who beat his mother, and occasionally him until his mother got the courage to kick the guy out, a live-in guy who was nice to his mother, and to him, but tried to rape him one night, at which point his mother kicked the guy out, his refuge was baseball and his teammates and their families, who were better off, and who basically fed him supper during his last 3 years of high school, one family on each day of the week. Some were white and some Black. And since his home was so chaotic, he often did his homework away from home, but often could not really do it at all which really affected his grades.

So, we discussed how I would help him with baseball, we would meet at the cage, at least 3 times during the week, and on weekends depending on our plans. The cage had a batting cage, and backstops for pitching practice, and as long as the weather held, we could go outside for fielding practice. The coach had prescribed certain weight training and endurance exercises which I could do with him or separately once I got him started, which, together with a better diet, should bulk him up.

We met the next day at 3 at the cage, did the prescribed half mile jog, followed by ten 100 yard sprints, followed by another half mile jog, then various weight exercises, followed by 15 minutes of easy catch.

I could not help but notice how well he was hung, running his cock flopped back and forth, when he spotted me at the bench press I could look right up at it, it was uncut, very black, with a small balls, and not much hair down there -- and -- he was commando -- no jock -- no underwear. I started getting hard, but fortunately I had reached my limit and we went on to something else. I did not notice that he had noticed, but I did not care who knew I was bi.

We showered in the gang showers. He really was hung, whether he had a semi or it was just huge, I could not tell, but I started getting hard again, wondering. I dried off and got dressed quickly and we set at time at 7:30 pm for him to come to my room with his books and assignment sheets so I could help him organize.

"Hi, come on in." The room had two desks, two bureaus, two beds, one of which I had converted to a couch, one waste basket, and I had a small refrigerator. "Put your books here on the spare desk, and let's see what you have."

He had Remedial English, Freshman Math, Psychology 101, Geology, and History of Music. We went through them, and the assignment sheets, one by one. "I can talk white, and I can talk Black," he said, "I had to do both to keep my cred back home, but here, I guess I can just talk white."

"Well," I said, "don't lose the Black, in certain parts of this city it may keep you out of trouble, but I am sure this English course is all white talk."

The math was easy, he already knew the first half of it, the History of Music was not too tough, he had learned to play pop piano thanks to Youtube and the Jr. High music teacher, and had been introduced to classical music that way, in Psychology, he had already read the whole book, being a fast reader, and finding it interesting. Having taken the same course, I asked, "Did you read the last chapter?" He was in remedial English because his composition skills were lacking, but he read as well as I did.

"You mean the one about sex?"

"Yes."

"Anything there that bothered you?"

"No, not really, but it explained a few things."

"Like what?"

"Bi-sexuality, for one thing. I think that is what I am. I never knew what to call it before. We did not have internet at home, and I had to be careful what I looked at on line at the houses of my friends. I have learned a lot on line here in the past week."

"I'm bi as well," I said, "there are few guys on the team who are gay, but the ones with a future in the Majors keep it quiet, and a few like me, who are bi, don't give a shit who knows. You will figure out who they are eventually."

"You ever have sex with a guy?" I asked him.

"Not yet, my mother's boy friend tried to rape me but I fought him off. And you know small towns, word gets around, and I did not want everyone to know everything about me, and then shame me for it."

"How come you go commando in the gym?"

"I never have found a jock big enough to hold me all in, so, I just don't bother. My cock swings around when I run, but it feels good."

All this sex talk was getting me hard, and my shorts were clearly tented. His cock was getting longer inside the left leg of his shorts. "I think I should lock the door." I said, and I did.

Scott just grinned, and said, "I think so, I've been thinking about this since we were in the gym and I saw you getting hard when I was spotting you at the bench press." I grabbed his cock through his shorts and felt it get harder and longer and then the head peeked out through the leg of his shorts. The foreskin was a little peeled back and the pink cockhead was showing. He then grabbed mine, which I had adjusted up against my belly. "Can I suck you? I've always wanted to suck a cock, well, at least since I knew it could be done."

"Sure," I said. "Let's strip." My cock was standing up at a 45 degree angle, as it always does when it is hard, his was standing up at maybe a 22 degree angle.

"When it is hard it is so big that it is so heavy that is all it can do," he said, "but it is hard enough to get into a hole, I think, but I have only tried my fist and a Fleshlight that one of my mother's boyfriends had."

"Well," I said, "I am not so sure my hole is ready for that monster, how about we fool around other ways, and we try that another day?"

So, we stripped, not that there was much to take off, shoes, socks, T shirt, shorts in his case, and shorts and underwear in mine.

"I like how your cock stands up," he said.

"And I like how yours fills out," I replied.

We were sitting on my spare bed, which I had made into a sort of couch, and proceeded to feel each other up, sliding the skin on each other's cocks, smoothing the precum over the heads, feeling each other's pecs, and nips. Now, in case you have not read previous chapters of my story (just use Cupcake Ranch as the key word in the search box) I was 20, bi, 6', blonde, athletic, about 185 lb, very little fat, 7" cut, a senior in college in Philadelphia, and had just gotten back from a summer on a ranch in Wyoming.

"Ready?" he asked.

"Sure," I said. "Just watch the teeth, take your time, take it easy, do not try to do what the porn guys do until you have had some training and some practice."

He licked the head. "Your precum tastes good." He took the head into his mouth and ran his tongue around it.

"Nice," I said. "Just go slow."

He took more of my now very hard cock in his mouth and played with my balls, which are large, much larger than his, for example. "Try taking it to the back of your throat, but not down your throat," I recommended. He did. I was playing with his dick, very gently, it was dripping precum, I was moving the foreskin back and forth over the head, it was well lubricated with the precum. His cock was rock hard and now standing up against his belly, his belly button was filling up with precum. I tasted it on my finger, it was salty, compared to mine, and not as sweet, but OK.

I played with his nips. "No one has ever done that, and I never thought of doing it for myself, but now I will," he said, taking a breather from my cock. I licked his nips, and sucked on one while I pinched the other gently. "Shit, that feels good. I knew that women liked it, but not that men did."

"Not all men get turned on by it, depends on how they are wired," I said, "I am wired that way and it turns me on, both as foreplay, and, depending on what else is going on, when I cum." He proceeded to suck on my nips, one by one, and feel the other. "Some guys like it rough, with their nips really pinched, and some, like me, like my pecs roughed but not my nips pinched. Sex with guys, if you want to do it more than once, is a matter of learning what pleases both of you."

"It is getting late, we both have class early, let's cum, and do this again another night. Just to make this clear, we are not exclusive, but we are both going to be careful who we play with, and what we do, condoms for fucking, either way, and I sure would like to be the one who takes your virginity, I promise I will be gentle."

We got in 69 position, and I got as much of his big cock in my mouth that I could, and used my hands to hold the rest, and we both came in about one minute. I swallowed his cum, mine just dripped out of his mouth. "I promise, I can last a lot longer than this," I said.

"Me, too," he said. We cleaned up

"See you at the cage tomorrow at 3?" he asked, the stutter long gone.

"Yup, and how about wearing underwear so your dick does not hit me in the face when I am on the bench!"

Next: Chapter 36: Road Trip to Cupcake Ranch 38


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