Gay Erotic Stories

The first several days of college were spent getting organized and familiar with our class schedule. Randy studied all the time. I had an IQ of 160, and rarely studied. Every night after dinner, Randy would strip down to his boxers, lie on his bed, and study for hours. I usually watched TV or worked a few crossword puzzles. Randy’s plan was to graduate from law school and run for state’s attorney general--and maybe governor. Who knew what any one of us could accomplish. My desire was to make as much money as possible, drive a Porsche, and get fucked on a daily basis.

Randy was somewhat of an exhibitionist. Every night before bedtime, Randy would get naked, grab a towel and head to the showers down the hall. There he would take a piss, get buffed up, shave for the following day, and return to the room still completely naked. Some of the guys on the floor thought he might be queer. I knew better.

Randy slept in the nude, which didn’t much bother me. I preferred to have some fabric around my manhood just in case I had a wet dream, thereby not soiling the sheets.

It was a Friday night. Randy and I had paid one of the seniors to buy some beer, which we consumed in our dorm room. We were watching an old movie on TV and talking about various things. True to form, Randy got naked and headed to the shower. I preferred to shower and shave in the mornings. Randy returned to the room and jumped in bed, turning off the lights. I was already half asleep when he returned.

“Hey Keith,” said Randy very softly. “Yeah,” I replied, still half asleep.

“You want to jack off?” asked Randy.

“Ah, maybe,” I responded, realizing it had been several weeks since I’d popped a nut.

Randy promptly tossed the sheets off. Thru the dim light from the dorm window, I could see Randy was sporting a very large erection. I’d seen Randy naked before, but never with a hard on. Joining the fun, I too tossed the bed sheets of and started to jack off. Randy was not the quiet type, moaning and groaning while he stroked his tool. I preferred silence, enjoying the moment that all men do but few admit.

When Randy came, it was like the halleluiah chorus. “Oh yeah!” exclaimed Randy as he produced the requisite white liquid. Just as Randy further exclaimed, “Yeah, that was great,” I let loose with my own climax. With that, Randy and I said goodnight and fell asleep.

During the next four years, Randy and I remained best friends and roommates. We jacked off several times a week and sucked each other’s dicks on occasion, but it never went beyond that. At the end of our senior year, both of us were exceptional scholars. Randy was going to attend law school in Boston while I would be taking a marketing and sales job in Chicago.

Randy and I traded e-mails for about the first year out of college and talked on the phone on occasion. After that, we went our separate ways dealing with our own lives.

Randy graduated from law school and went to work at his father’s firm. Later that year, Randy called me late on a Sunday night. “Hey Keith!” shouted Randy, “I’m getting married!”

“Wow dude, congratulations!” I exclaimed, obviously happy for Randy.

“You gotta be my best man Keith. There’s no one in the world I’d rather have,” said Randy, obviously giddy about the whole affair. I agreed immediately and Randy gave me the necessary arrangements.

The wedding was on a Saturday, so I flew to Boston early Friday morning in order to attend a rehearsal and dinner that evening. The wedding would be at one of the more fashionable hotels in Boston, with a reception dinner hosted by the bride’s parents after the nuptials. Randy’s parents would host the rehearsal dinner on Friday, also at the hotel.

Randy had four groomsmen plus myself as best man. He and I would share a hotel room on Friday. The groomsmen would also double up for the evening. After checking into the hotel and unpacking, I was anxious to see Randy. About the time I was about to leave the room, Randy appeared. God he looked great! We embraced and hugged each other. Randy was once again my best friend.

“Hey, where’s your bride to be?” I asked.

“You’ll meet her at dinner tonight. Let’s go get a few beers!” said Randy as we left the hotel room.

Randy and I renewed old times at the hotel bar until about 4 pm. Several of the groomsmen also showed up early, where we had run up a very sizable bar tab. Randy paid the bill and we returned to the room to prepare for the rehearsal and dinner.

As usual, Randy chucked all his clothes and hit the shower. While he was shaving, I took a shower. We dressed in suits and headed to one of the hotel ballrooms, which would be the venue of the wedding.

I couldn’t believe my eyes. The ballroom had been converted to what appeared to be the Sistine Chapel. Workers were frantically finishing off last minute details. There were flowers everywhere. This wasn’t a wedding; it must have been a coronation. Then Randy’s bride appeared. What a knock out! Randy introduced me to “Cindy” and made certain she knew I was his best friend. What an honor it was to even know Randy.

The rehearsal took longer than expected. The bride’s mother was causing quite a commotion, directing all aspects of the ceremony. Even the pastor was becoming irritated, since he assumed he was in charge. The wedding coordinator was practically in tears. One of the groomsmen and I labeled Cindy’s mother the “BOAT,” or “Bitch Of All Time.”

Finally we had perfected the rehearsal and headed to a smaller room for dinner. There were about 75 guests. Cindy’s mother was furious. The hotel had pre-set the salads and desserts on the table, in addition to the fact that the flowers on the head table were wrong. The “BOAT” had the entire wait staff and catering manager in an uproar. I thought this was all rather interesting, since it was Randy’s parents who where hosting--and paying--for the dinner. Randy’s mother finally walked over to the “BOAT” and told her to kindly take her seat. Everything went find from there.

It was a lovely dinner. I gave a post-rehearsed toast to the happy couple. Randy and Cindy passed out gifts to the wedding party. The “BOAT” had sulked the through the entire evening. What a bitch. I hoped her attitude had not filtered down to her daughter.

Randy kissed his bride to be goodnight. He and I headed to the bar for one last drink as a single man. He seemed very happy. Cindy’s parents were filthily rich and Randy stood to benefit if not immediately, perhaps in the future. I told Randy how happy I was for him.

About midnight, Randy and I decided to call it a night, returning to our room. Randy’s habits had not changed. He stripped naked and hit the shower. I crawled into bed and waited for Randy, knowing he’d want to talk. Several minutes later, Randy came out of the bathroom and took a seat on his bed. Then he said it.

“Keith, I want you to fuck me in the ass. I’ve got to know what it feels like before I get married,” Randy said, very seriously. While Randy was my best friend, this was a little bit off the wall--but what the hell?

“You sure?” I asked, wondering what brought this on.

“Yeah, I’m sure,” replied Randy. “OK man, whatever makes you happy,” I said, recognizing my duties as ‘best man’.

Randy lay on the bed exposing his virgin hole. I grabbed some lubricant from my shaving kit and returned to the bedroom. It didn’t take me long to sprout an erection. “Fuck my ass!” said Randy, as I inserted my dick in his hole. God, it was a strange feeling. I’d fucked a few chicks here and there, but this was indeed different. “Fuck it Keith!” shouted Randy, as I pumped up and down hoping not to inflect any bodily harm. “Fuck it harder Keith!” said a groaning Randy, obviously in pain. I poured it on, banging the living hell out of his hole. Randy’s body was almost in convulsions, when I finally deposited a respectable amount of cum up his ass.

“Wow! That was great Keith. Thanks!” said Randy, as he rolled over and went to sleep.

Randy and I slept late on Saturday, showing up for breakfast about 11 am. The wedding was at 5 pm with the reception dinner at 6 pm. Randy took me to the tux rental store where my outfit was waiting, wanting only for minor alterations. The four groomsmen, Randy, and myself rented a fuck video and returned to our room for viewing. Everyone laughed the whole time and made fun of the bridegroom. By 4 pm, we all decided it’d be best to get dressed, so Randy and I took a shower together (for the first time), jacked off for the last time, and donned our finery.

At precisely 4:55 pm, Randy and I took the elevator to the ballroom where we met up with the groomsmen and pastor. Randy said he wasn’t nervous. I figured otherwise. Five minutes later, all six of us together with the pastor appeared at the makeshift alter which the “BOAT” had designed herself. It was hideous. The music started with Bach’s “Concerto for Two Violins and Orchestra,” as Cindy started down the isle. She was indeed gorgeous. Randy told me her gown costs over $6,000. Jesus, it wasn’t that great!

Given the lavish production, the entire wedding went well. At precisely the moment the pastor was about to pronounce the couple husband and wife, one of the photographers actually passed gas, causing a bit of laugher from the audience. The “BOAT” was furious. Randy sorta laughed along with Cindy. After the kiss, down the isle they went now the happily married couple.

The dinner was set for all 200 guests. There were flowers everywhere. Liquor was abundant at four separate bars. I noticed the “BOAT” berating the banquet manager, probably about some immaterial detail that no one would notice anyway. I found my way to a bar and ordered a drink. Wanting to hear the conversation between the “BOAT” and banquet manager, I shuffled over to a table and lit a cigarette. The banquet manager was speaking. “I want to tell you something lady. If you don’t shut the fuck up, I will personally pull the entire wait staff off the floor, send the chefs home, cancel the dinner, and still bill you the $25,000 for the event!”

The “BOAT” apparently knew when she was licked. Best I could tell, she never uttered another word to the hotel staff.

After the dinner and cake, the floor was cleared for dancing, which lasted to about 11 pm. Randy and Cindy left the ballroom, as we all cheered them off. This was the last I would see Randy for a long time, or so I thought.

Several of the groomsmen and I closed the bar about midnight. I returned to my room, removed my tux and turned on the TV. About 12:30 am there was a knock on the door. Who could that be, I wondered. Opening the door, it was Randy, standing in cut-off jeans and a tee shirt…no socks or shoes. “What the hell’s wrong?” I asked.

“The bitch is frigid!” responded Randy, practically in tears. Randy went on to explain that after they had settled into the bridal suite, Cindy had removed her dress and climbed into bed. Randy said he took a shower, shaved, and spruced up with aftershave. “I even put on my white silk boxers!” said Randy, continuing, “When I initiated foreplay, she jerked away from me, saying she wasn’t quite ready.”

“Haven’t you fucked her before this?” I asked.

“No, she wouldn’t let me; said she was saving herself for marriage.” Jesus--what a disaster! “I’m going to file for an annulment on Monday!” said Randy, apparently not kidding.

Since Randy was paying for the room, I invited him to spend the evening. Keeping to his habit, he removed his clothes, got naked and pounced on the bed to watch TV. He was obviously emotionally drained.

We talked for a while. I really didn’t know what to say. Then it stuck me. “Hey Randy,” I said, “Since it’s your wedding night, you want to fuck me in the ass?”

“Oh Wow,” said Randy, “That would be great,” as he hurried to the bathroom to retrieve the lubricant. I was personally scared to death, but felt I owed this to my best buddy. Removing my boxers, I rolled over on the bed and spread my legs as far as they could go, hoping that it wouldn’t hurt as much. Randy mounted me and gently inserted his dick into my virgin hole. God it felt great. Randy continued to fuck my ass, as I continued to moan uncontrollably. When Randy was ready to cum, he pulled his dick from my hole, depositing his load on the bedspread.

Randy and I fell to sleep in each other’s arms. The following morning when I awoke, Randy was gone. I took a shower, shaved, got dressed and packed for the trip home. Upon reaching the lobby, I headed to the registration desk for checkout. There was quite a commotion near the elevators where Cindy was crying hysterically, and being consoled by the “BOAT” and “Mr. BOAT”. I quickly headed to the exit, haled a cab, and left town.

Several months later, Randy sent me an e-mail telling me he had indeed gotten an annulment from Cindy. In the mean time, Cindy had filed a lawsuit against Randy for “alienation of affection.” Cindy’s parents had also sued Randy for the cost of the wedding, which amounted to over $50,000. In the alienation of affection deposition, it came out that Cindy had refused to have sex with Randy on their wedding night. With that, the lawsuits were dropped.

That’s the last I’ve heard from Randy. I hope we can get together some time for a repeat performance of the wedding weekend.