Fits Like a Glove

By Robert Winthrop

Published on Feb 10, 2023

Gay

Fits like a Glove 3

By Bald Hairy Man

This is a story for adult men. It depicts gay sex. If this offends or bothers you, DO NOT READ IT. It is a fantasy and is not a sex manual, or a discussion of safe sex. If you have comments send them to winarch47@yahoo.com

Jimmy Roberts and I had a good time; a real good time.

A few days later I ran into Mr. Dunn on the street. He said hello, and then told me he knew some like minded men I might enjoy.

I asked if I knew them.

He said there was no chance I knew them, but he thought I would like them. He leaned closer to me and added, "They are on the way back home from a pharmaceutical show. They are energetic and friendly. They are a bit older than you, but they know how to have a good time."

I told him I would think about it. At first I had no interest at all meeting them, but some how as I thought about it they became more attractive. I called Mr. Dunn and told him I was interested. He was pleased, and told me the men were energetic and imaginative. He mentioned that Judge Watson and retired coach Goodall would be there. Goodall had been the wrestling and weight lifting coach at high school.

Sunday morning I went to Judge Watson's cottage on Miller's pond. This was his getaway from the courthouse and its problems. The Judge greeted me at the door and introduced me to Antony, Barney and Eddie. They were pharmaceutical salesmen and were between forty and fifty years old. Mr. Dunn was talking with Coach Goodall and they came over to us.

"Carl is young and both affable and energetic," Judge Watson said. "I asked him to join us. I am hopeful he will enjoy your company. I know we will enjoy his. By the way Carl, Dunn didn't mention that this event was nude. Is that a problem for you?"

I smiled. "Well you told me everyone was friendly," I said. I began to unbuttoned my shirt. The men began to undress.

Coach Goodall came over to me, leaned close and asked, "I hope you aren't uncomfortable with me being here?"

"Don't worry, I was never much of a jock," I said.

Goodall glanced at my cock. "You are looking good," he said. He was rapidly getting hard he said, "It's hard for me to hide my interest."

I leaned close to him, "I think we may share the same interest. I like to suck, fuck and bottom."

Coach smiled as one of the salesmen, Barney, came over to us. He was hairy, a bit portly, and well hung. "I wanted to let your new friend know that were are all nice guys, and if things develop, our sexual by products are pure and tested." Barney said, "My company makes the tests. I can also tell you that there is no problem with splatter or overload. Some one here will take care of that. They like used cum."

I smiled and said that was nice to know. "It seems there is a Whitman's sampler of cocks here." I said. By then Barney had dropped to his knees and had begun to suck my cock.

"I was here first," Coach complained. I reached out and fondled Coach's cock. "Carl, the guys here are into anal big time. We like to trade the special sauce too. Is that too much for you?" Coach asked.

"I'm not 100% sure," I said, but I would like to find out."

"There are six guys here. Is that too many?" Barney asked.

I smiled and said, "I would liked to find that out too!" Coach and Barney laughed.

Antony and Eddie came over to us. "We are all good friends here and we've been getting together periodically for ten years or so. I suspect if there was a contest to find the least shy guys in the country, we all would be in the running," Antony said. "We have got to the point that working a cock into a pal's ass is a normal part of our lives. You might think that the excitement would diminish over time. It has been the exact opposite. They say practice makes perfect."

"That's only part of it. Familiarity doesn't breed contempt, it opens up more chances to give and take sexual pleasure. To be completely frank, we are just fuckers. We are trying to become sexual wizards trying to achieve the ultimate sexual experience," Eddie added.

"Have you achieved that?" I asked.

"Hell no, but the pain of defeat seems to be lessened by feeling a pal shooting off in my ass," Eddie replied. We all laughed.

I discovered that Coach Goodall was a master fucker, and Judge Watson had something close to being a prehensile ass. Fucking him was a joy, especially when Mr. Dunn was working his cock into my ass. The pharmacist had some inhalants that gave me heightened sexual sensations of brotherhood with them.

That even applied to Antony, Barney and Eddie. Eddie told me that when he met a new guy, he would shoot an additional one or two extra ejaculations. Eddie told me that he watched Dunn unload in me. He thought that I had a friendly ass.

After the first round of orgasms we relaxed. Everyone was still ready for more sex, but we were all mellow. We had a light lunch and resumed our sexual explorations. The men seemed to be reinvigorated. At some time that afternoon I completely relaxed. For the first time, it seemed as if sucking a cock or sitting on a cock of a man I barely knew was natural and expected.

There was a sense of brotherhood. We shared common sexual interests and drives. My cock filled ass enjoyed being massaged as much as the man fucking me enjoyed my tight hole. It was natural and it seemed as if it was meant to be. While some of the men there were close to particular men, they also enjoyed watching his man sharing his body and his bodily fluids with other men.

Antony, Barney and Eddie had to be at work the next day so they left to catch their planes. I was alone with the Judge, Mr Dunn, and Coach Goodall. I mentioned that I was relaxed and mellow.

"You're lucky," Goodall said. "For years, I lived in dread that someone would discover I was gay and ruin my life. I thought if I just sucked a little, that meant I was just semi-gay. It was forty when I relaxed enough to be honest with myself and my pals. I let myself enjoy sex."

"I think I helped you with that when I deep fucked you the first time," Judge Watson said. "You're just as fucked if there is just the tip of a cock in your ass, or if the entire shaft in deep in you. You might as well enjoy it"

"Do any of you remember Father Tony, the Priest at St. Mary's?" Mr Dunn asked. "I ran into him at a rest stop. I took him home. I asked him if he was worried about sin. "Is sex with men a sin? Who was the victim? Can a crime exist if no one is hurt?" He explained that there was clearly a problem with persons forced or tricked into it, or if persons are impaired and unaware.

"I take it you are an adult and you know what we will be doing?" Father Tony asked me.

I told him I did. The rest is history."

"You enjoyed it?" I asked.

"I did, even though there were some rough spots," Mr, Dunn said. "I hadn't seen Father Tony naked. Let's say there was more to him than meets the eye. He was a big boy. The next guy I played with had a four inch cock. After that, I was able to full appreciate Father Dunn."

We all laughed.

"Carl have you got to the point that you are comfortable with old geezers shoving their cocks into your behind?" the Judge asked.

"I'm not 100% sure, but I am well on the way," I replied.

"I am what might best be described as semi-virginal," the judge said. Dunn and Coach snickered. "I still love the feel of a man's seed squirting deep in my ass. It's beautiful."

When I left after a second round of orgasms, I was exhausted. The memories of multiple orgasms and the taste of sperm in my mouth and the semen stew in my ass more than made up for that. At home, I had a good dinner and went to bed early. Our party had lasted for a little over three hours.

Thinking about the party a few days later I realized wasn't just that it had been a pleasurable experience. The most notable feature of the party was that it was low stress. It seemed natural and relaxed. Every man was into it. Every cock was hard and every ass was open. My cock was welcomed everywhere and my ass was available to each man if he was interested. I also was surprised to find that the sensations I felt of the last man to shoot off in me were as pleasurable as the first man who entered my ass.

A few weeks later John Dexter was visiting my house when Major Roberts knocked on the door. I asked him in. Roberts sensed why Dexter was visiting. I quickly realized the two men were attracted to the other. After fifteen minutes of conversation the sexual tension could have broken glass.

I rearranged my balls. It wasn't too obvious but when two men are getting excited, both men noticed. John shifted his balls, and Roberts stroked his increasingly obvious erection. I had been in the field with John, so we were dusty. The gay telegraph was fully operational.

Some how the three of us ended up in my bath room. I had warned them the shower might be a bit tight for three men, but they were okay with that. John and Roberts were the least like the gay men you see on the television imaginable. They struck me as being handsome. While I don't think of myself as a sex crazed gay guy, I did think their cocks were beauties. We were all erect.

We were soon on my bed and Roberts leaned over to suck John. Since Roberts' cock was available, I sucked him. I could already taste precum, so I knew he was turned on by John. We shifted so John could suck me as I sucked Roberts and Roberts sucked John.

A little later we broke apart to take a breather. "Carl, you certainly have nice friends," Roberts said.

"I was thinking the same thing,"John added. We laughed. "I don't want to sound over eager, and we've just met, but would you guys be offended if we were to get a little into anal?"

"I'm afraid you both know I'm into it," I said.

"I am usually all top," Roberts said. "Unless I get really inspired."

"I'm inspired," I chimed in.

"I have a problem. Once my cock is in an ass, I can't control my orgasms. I make a mess," Roberts said.

"I tend to think a friendly exchange of sperm is a nice way to make new friends," John said. We had a good time.

I could tell that John and Roberts got along well. I has a sense they might soon get much closer. I liked both men, so I felt a little like a cupid with an engineering degree.

A week later, Jimmy, Major Roberts' son knocked on my door. "I was wondering if you were busy? I have a pal, Henry, who would like to meet you," he said. I asked them in. Henry was about my age in his late twenties.

I asked if they would like a drink. Henry said yes. We went to the kitchen. I said I had a soft drink or a beer. They opted for a beer.

"Henry and I are pals," Jimmy said. "I told him I had some play time with a guy and it was a lot of fun. He thought he would like the same sort of fun."

"I've thought about that stuff, but I don't have the nerve to do it," Henry said. "We did some stuff as kids. That was fun."

"I kind of told him we didn't do kid stuff," Jimmy said. "I told him I would do it with him, but he's my best friend. He didn't want to ruin it if he didn't like it."

"He told me it was different but really good," Henry said.

Five minutes later we were naked in my bedroom. Henry was solid and had a hairy chest. He was semi-hard. Jimmy was erect and I was close to fully hard. Once we were naked, Henry visibly relaxed. He was afraid we would make fun of him. He had a poor experience years earlier with the JV baseball team. He was the only kid with body hair on the team. They thought he was a caveman.

I took the lead and dropped on my knees to suck Henry. He was uncut but the foreskin had pulled back exposing his tender knob. I took it in my mouth and caressed it with my tongue and then licked his slit. A few seconds later I tasted precum. More importantly I could almost taste the nervousness drain from his body.

"Oh baby," Henry moaned.

"I told you Carl was good," Jimmy said. He was able to suck me as I sucked Henry. Five minutes later Henry told me he was getting close. I kept on sucking and I took his load.

"It's beautiful. It's fucking beautiful," he moaned. We rested after the orgasm.

"Are you okay?" Jimmy asked.

Henry replied, "I sure am. Are you okay Carl?"

"You shot a good load," I said.

"Do I have to suck you off?" Henry asked.

"That is up to you," I replied. "Since Jimmy is your pal, you might sample his special sauce first?"

After a little confusion, Henry sucked Jimmy as Jimmy sucked me. As Jimmy fed Henry, Jimmy took my load. We all broke apart, but Henry and Jimmy kissed and inter mingled the sperm in their mouths.

We were talking when Jimmy got a cell phone call. He had to leave, but Henry asked if he would stay a little longer if that was okay with me. Of course I said it was fine.

It turned out that while Henry had done almost nothing sexual, he had seen a lot of porn. Henry's parents as been killed in a car accident when he was thirteen. His grandparents raised him. They were loving people, but sex was never discussed and he was in a vacuum of information. Jimmy was his only close friend. After high school he went to junior college to do computer repairs.

"I see guys getting fucked in porn all the time," he said. "Jimmy told me you like to fuck and to get fucked. Do guys really like to be fucked?"

"Most of the time it's good. Usually it's with old friends," I said. "As far as I can tell the top always likes it. Sex is intimate, but fucking is more so. Most of the time only the top and I know he's shooting off in me."

"No one guesses?" he asked.

I smiled and said that in a group some know. "Sometimes a guy will show off as he pops. He likes to let everyone know he has shot off," I said. "Sometimes cum drools from my ass. Some guy's like to lick up cum that drools from an ass."

"That sounds odd," Henry said.

"One-on-one sex is personal. Group play is different," I said. "Most groups are purely recreational. Even committed couples take time off to share sex with other men. No one is going to get knocked up. Men tend to be more free and easy. One guy told me it was nice to see what his partner looked like having sex. He had never seen him fucking; it was a turn on. Some men get to hook up with old playmates."

"Do couples break up?" he asked.

"I assume they do, but I am pretty new to the scene," I said. "Most guys think it not cheating if you are not hiding it from your partner. Some men eat their partner's load from his playmates ass."

"Do you think it would be better if I took your load before I take Jimmy's? If I don't like it, I don't want to hurt Jimmy's feelings," Henry asked.

"I should tell you that anal sex is enjoyable only if you let yourself enjoy it. It's incredibly exciting to shoot off in another guy. I briefly fall in love, but once I stop ejaculating, things calm down," I explained. "Things return to normal." It was getting late and Henry went home. He asked if he could come back again. I told him I would enjoy that.

He went home and I slept well. I had a feeling Jimmy and Henry would be back.

On Saturday I ran into Mr. Dunn in the Riverside Park. I was working a lot and not getting much exercise. The Park had trails that followed the river banks between two bridges. It wasn't a challenging trail, but it was more demanding that walking to the coffee pot at the office.

"I haven't told you that I have a very private special friend. He is a very private person, but he's a good man and he shares some common interest with us," Mr. Dunn said. "I think you and he would like each other. Would you be interested in meeting him?"

Looking back I realized I can resist anything other than temptation. I asked what he was like.

"He is a nice guy, and very private," Dunn said. "He has one problem. My friend is a big man. When I say big, I mean he's big every were." Mr. Dunn was no fool. He recognized my interests and sexual obsessions. He knew I would be interested. I said I would like to meet him. Dunn told me he had set up a meeting for Sunday morning. He said he would pick me up at nine.

He was at my door the next morning and drove a half hour into the county side. After driving down a dirt road we came to a farmhouse. Waiting for us on the front porch was a big nude man. It took me a few moments to realized it was Monty Masters a retired professional wrestler and a well known sportscaster. Monty was best known as Monster Monty, The Monster name was due to his size and appearance. He was six-five, but his thick coat of body hair gave him a missing link aura.

"It's nice to see you," he said. "Who is your pal?"

"Carl is a friend. He looks young and is real friendly. He's also pretty experienced. He is not the shy type." Mr. Dunn said. I was just standing there staring at his cock. It was a beauty.

We went inside and Mr Dunn began to strip, so I did the same. I went over to Monty, dropped to me knees and took the tip of Monty's uncut cock into my mouth. A few seconds later his cock began to get firm. A minute later he was fully erect and I was in love.

Monty had the holy grail of cocks. It was huge and responsive. It twitched as I licked his knob. Maybe a minute later I tasted his precum. It was quite sweet and had a rather delicate flavor. I tried to get most of it into my mouth but it was too big. I wasn't able to deep throat it, but Monty murmured that I was a doing a good job.

"Dunn can take my cock when he's in a good mood. He complains that sperm drips from his ass when I cum in him," Monty said. "Do you think you can take it? Is a load of cum deep in your ass bother you?"

"I haven't had a problem with cum before," I said. That sounded wishy-washy, so I added, "I liked it a lot."

"I've done him, as have most of my friends," Mr. Dunn said.

"Is he as slutty as you?" Monty asked.

"Carl is an unusual case. He is smart, intelligent and good friend. He is just as slutty as I am, but more pleasant," Mr. Dunn said. "I am an aging old queen who can be irritating. Carl is a nice guy with an over sized sexual drive."

"Does that describe you properly?" Monty asked.

"I guess so, but if I told you I want to feel your cock up my ass, would that offend you?" I asked.

"Not on bit!" Monty replied.


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