Big John is a very nice bull…

My wife and I had been married about five years when everything changed one night, and I became her cuckold as I had been for two other women. We live in the Midwest and go back to her hometown a couple of times a year for her to be with family and friends. Often, we went uptown. Her hometown was 1200 people but has 5 bars. Everybody drinks, even a guy she used to live with, right before she met me actually, that the women in the town call Big John.

I had seen pictures of my wife with Big John. They were a handsome couple. John stands 6’2”, about 250 lbs, built like a football player, which I guess he was in college, linebacker, I think he said. My wife, at that time, was 42DDD-28-49 185lbs and 5’8” with short brown hair and blue eyes. I told my wife I was a gold member of the small dick club before we were together sexually and that I was into small penis humiliation. I never have told her about my previous cuckold relationships.

We had a family event during the day and went bar hopping that Saturday night. At the second bar, which was almost empty, was Big John. When my wife measured my tiny member the first night we were together, she told me her last boyfriend she had measured too. I came to find out before we got married that it was Big John, and he was 7.75 inches long and 2.5 inches wide. And she told me he gave her orgasms every night. I have never given her one with my penis. I struck up a conversation with John as my wife talked to some of her friends who were there. John and I talked about sports and hunting. We hit all five bars that night, and John was at the last one at the close. My wife knew he had an apartment above the bar. That was where she lived with him. We went upstairs for what I thought would be a nightcap.

Big John put on some music. I love Southern rock, as does he. After two drinks, my wife started to dance with John. John kept looking at me and appeared uncomfortable. I told him I’d wait for a slow dance, and he seemed to mellow. My wife kept dancing with John after the slow song came on, started rubbing his cock through his pants, and kissed him on the mouth. They quickly started to kiss passionately, and I just say there and watched. When the song was over, my wife said she wanted a picture, so we took one. She asked John if he had a ruler. I was confused. He looked at me, went to his desk, and got a regular 12-inch ruler. My wife said she wanted another picture. I was really confused, but not for long.

She started to unzip Big John. He put his hand up to stop her and looked at me. I shrugged my shoulders, and she continued to take out his massive cock. It was so thick, thicker than a pornstar. Then she reached for my zipper and took out my rock-hard 2.75 inches. She pulled us together and held the ruler so my cock and John’s cock were at either end and took the picture. She said one more, and she took a picture of both John and me standing together with our hard cocks hanging out of our flys.

She then stated she NEEDED John’s cock in her pussy. She started to undress. John looked at me, and after a few seconds, I just nodded yes. She bent over a stool and moaned as John slowly fed his thick wrist meat into her. My wife moaned and moaned as he started to stroke, and I started to stroke my cock. I moved toward my wife’s head and offered my cock for oral, touching it to her face. She yelled at me to go away, and John stopped pumping. I motioned for him to start again, and he did. After about 30 minutes, my wife had a few orgasms, and Big John finally came. She sucked his cock clean. My wife never did that for me. We had another beer, and she and John chatted; I stayed quiet, and then we left.

My wife goes back to her hometown only once or twice a year now, but I suspect she sees Big John every time. Her phone’s GPS shows her spending many hours at that bar with the apartment above.

*****

Never trust size queens…

I was a 19-year-old gold member of the small dick club when I had what I thought was the opportunity of a lifetime. I knew a girl named Lori. She was the sister of one of my work friends. Lori was 20, 5’2”, 110lbs, and cute with very generous C-cup breasts. I had really only had one relationship to that point in my life, having just ended it. I had been a cuckold. It didn’t go very well. I hoped for something better.

Lori and I began to hang out a lot. She was really into weed, alternative medicine, organics. Both of us being underage in a bar town, there wasn’t much to do. I went to her apartment after work one day, and her high school friend Jen was there already, and they were getting high. I took a few tokes myself and learned more about Jen. I would say Jen was about the same in looks as Lori, maybe prettier. With short black hair and blue eyes, she stood about 5’7” and had a very athletic build.

After about half an hour, Lori asked me to leave as she and Jen “had plans,” she said. Jen chimed in, “Let him stay.” I think Jen liked me more than Lori did. I asked what the plans were, and Lori told me rather frankly that she and Jen were going to have sex. Wow, did I get excited, and my dick immediately stiffened up. Jen asked Lori if I could participate, and I almost came in my pants! Lori went to her desk and grabbed a ruler returning to me and unzipping my fly.

She measured me and stated, “You’re about 5 inches short of the minimum.”

I was devastated, but it got worse. Jen went into the closet, pulled out a harness with a dildo attached to it, and showed me its measurements.

“See, 8 inches, that’s the minimum!” Jen said.

I just sat there, disappointed but still excited, as both women undressed, and Jen put the contraption on and started to fuck Lori. I watched for almost an hour as they fucked each other, stroking and making myself cum in the process. When they were done, I begged them to let me participate, asking what I could do.

Jen looked at Lori and said, “The only option is to grow your cock!”

Lori laughed. I was mad. “If there were a way for me to have an 8-inch cock, I’d have already done it,” I said.

Lori asked, “Have you tried Preparation H?”

I looked at Jen, who was smiling, and asked, “You mean the old people’s hemorrhoid cream? How the heck would that help?”

Jen chimed in, “It will increase the blood flow and make your cock bigger!”

Lori nodded. So they explained to me I had to jerk off at least twice a day using the cream, more if I was able, and put cream on after I was done, basically keeping my cock covered in Preparation H all the time for at least a month. I left and went to the pharmacy immediately and followed their instructions.

After three days, I called Lori and told her it wasn’t working, and I was getting grease all over my pants and underwear, and I smelled like an old person. She told me to buy some tube socks and cut them up, and put them over my cock and ball sack. She added that I should coat my sack, too. It would make my balls nice and tight. I followed her instructions and kept my groin coated in preparation h for a little over three weeks. I masturbated 3 or 4 times a day. But it didn’t seem to be working.

Well, they were right, my ball sack got very tight, but they were very wrong about my cock. After three weeks, I measured my erection, and I HAD SHRUNK my penis! Before, my cock was 3.25 inches long; the shaft was 2 inches long and 1.25 inches wide, and the head 1.5 inches wide. After three weeks of this “treatment,” my erection was 2.75 inches long, the shaft was now 1.5 inches long and 1.125 inches wide, and the head 1.25 inches.

It was a Sunday, but I went to Lori’s, and not surprisingly, she and Jen were getting high. I screamed at them that my penis was smaller! They both started laughing hysterically as I just stood there red-faced.

Lori was finally able to talk, and she said, “Don’t you think if it were that easy to grow your cock five inches, every guy would be doing it already?”

Jen burst out laughing, and I stormed out. Ironically, I had more sexual encounters with Lori over the next few months. I also found out that they had shrunk my penis permanently!

*****

The waitress and the cook…

During my first few years in college, I had jobs in restaurants. I worked my way up to being a line cook at a popular restaurant, and it had a great benefit: waitresses. There were so many beautiful women working there who were interested in me that I went out on dates regularly. I was shy, tough, having two secrets. My first was that I was still a virgin. Sure, I had gotten two handjobs in high school, but I didn’t count that as sex. Secondly, I was very insecure as I was a gold member of the small dick club: my erection was 2.75 inches long by 1.25 inches thick.

I was told I was handsome, so I had that going for me. I was still blond-haired and had blue eyes, 5’8” and about 140 lbs, and athletic. I went on dates with about half a dozen waitresses. Still, it was a 28-year-old named DeeAnn who took my virginity. I started dating. She was soft-spoken, 5’10”, 130 lbs, athletic build with b-cup breasts, short blonde hair, and blue eyes. After work one night, we went out for drinks with coworkers and ended up in the backseat of my car. It went pretty fast, I lasted less than 5 minutes, but I found out how amazing a pussy could feel!

We started dating, and I went to her humble trailer in the trailer park regularly. About our third time, she introduced a dildo that was about 8 inches long and two inches wide. I held it up to my cock and asked her why it was so big. She said her soon-to-be ex-husband was the same size! I was intimidated, especially when she told me about her fantasy of being with two men at the same time. She used the dildo for a while and then asked me to enter her with it inserted. I did, and it only lasted a minute or two because her pussy was so tight with the dildo inserted.

The next Wednesday night went to her trailer after work. She had Wednesdays off. I was surprised that a grey late model Camero was parked behind her car when I got there; I blocked it in the parking behind it as there was nowhere else to park. As I walked to the door, I could hear her voice, she was arguing with someone inside, I knocked. Eventually, the door was answered, and it was her soon-to-be ex, Jim. I looked at me for a moment, and then yelled at me to get inside. I did and stood there looking at Deeann. Jim told me to sit down and said there was something he wanted to tell me.

He proceeded to call Deeann a slut and say other bad things about her and her family. I just sat there on the chair and listened to him rant. He was standing, and she was on the couch.

After a few minutes, he exclaimed he wanted to prove to me how big of a slut she was. I just sat there dumbfounded as he walked to the couch and withdrew his massive member from his jeans, sticking it in front of Deeann’s face and telling her how much she would miss it. Staring at him, she put his penis in her mouth and started sucking him hard! I couldn’t believe what was happening, and before I knew it, Jim was yelling at me to drop my shorts. I was a little scared and intimidated, so I did, exposing my stiffening two inches.

When Jim looked at me, he started laughing and yelled at Deeann, still sucking, “You’re leaving me for that?” Jim commanded

Deeann took her clothes off, and she stripped. I could smell her wet pussy all the way across the room. She got on all fours, and he entered her doggy style. She moaned and groaned. I just sat back down with my pants around my ankles and started stroking my tiny cock. I lasted a minute or two and came. Jim lasted about 10 minutes and came with a loud growl deep inside her. He pulled out with a loud pop. Deeann quickly turned around, but he put his hand on her head, told me to pull my shorts up, and motioned for me to come to him.

Surprisingly, I did as instructed. When I got to the couple, Jim pointed down and switched his hand from her head to mine. I knelt there with his now limpening cock, covered in cum and pussy juices, about an inch from my face. He started to rub his messy penis all over my face. After he had transferred 80% of the juices to me, he put the head of his penis on my lips, and I inexplicably opened my mouth and cleaned the first two inches of his penis and its head.

He started laughing, pushed my hand back, and told Deeann that he hoped she had fun with me as he pulled his pants up. He left without saying anything more, and Deeann and I just stared at each other for about 5 minutes. She led me to the shower without saying a word, and we took one together.

About three weeks later, Deeann and I went to a local bar on a Wednesday night. After about an hour of drinking and talking to people at the bar, she came up to me and asked if I was ready to make her fantasy come true. Confused, I said, “Sure.”

She explained to me that the man she had been talking to was named Brad and she used to date him and that he was willing to make her fantasy of being with two men come true tonight, with me! I didn’t know what to think about that after my experience with her and Jim. But after another hour of drinking, we all left together. Deeann had a house now. We all had one drink and moved to the bedroom together. Deeann and Brad started kissing, and she told me to get a chair. I did and sat it by the bed.

By this point, she had taken out Brad’s penis, and he was already hard and wasn’t as thick as Jim but still 7 inches long. Impressive compared to me, for sure. I sat in the chair as Deeann undressed, and Brad started to fuck her doggy style on the bed. I sat on my hands, just like at the strip club, so that I wouldn’t touch myself, but after less than 5 minutes, I came with a groan. Deeann didn’t notice and, a minute or two later, told me to come over so she could blow me. In a squeaky voice, I told her I had cum already.

She was pissed and started to yell at me. Brad laughed and smiled and just kept fucking her. After about 5 minutes, he finished, and he had another beer with Deeann. She just stayed naked, and I sat there quietly. After Brad left, Deeann lay on the bed spread eagle and told me to come over and eat her pussy. She talked the whole time I was cleaning brads cum from her pussy, telling me how much I had disappointed her tonight. After about ten minutes, she said she wanted to just go to bed, so we did.

About a month passed, and Deeann and I had sex regularly. I thought maybe she was giving up on her three-way fantasies. I was sitting on the couch watching a baseball game. The sun had just gone down, and Deeann was taking a bubble bath. I realized someone was standing at the door, so I got up and answered it. He was about 6’5”, 300 pounds, and a black man. He introduced himself as Frank. I remembered Deeann said he was a friend who had moved back from D.C. with her and Jim a few years ago. I told him he could watch the game with me until Deeann got out of the bathroom.

We watched a few innings, and she came out alright, totally naked, said hi to Frank, and he stood up and kissed her on the cheek. She shut the TV off, and they started to tongue-kiss. I instantly got hard. They drifted to the bedroom, and I followed. The chair had been removed, and I sat on the bed a few feet from Deeann, who was seated. She started pulling Frank’s seemingly endless member out of the fly of his jeans. It was thicker and longer than her ex-husband Jim’s even.

She stroked it with her hand. I realized Frank was uncircumcised as I could see his foreskin move. I had never seen an uncircumcised man before, and I quickly got to know a lot more about uncircumcised penises as Deeann put his penis to my mouth and retracted his foreskin. The smell was horrible, like bad body odor, and there was some kind of mucus substance all over the head. I later found out this was smegma. She pressed his penis to my lips. I opened my mouth as wide as I could and sucked and licked the head and first inch or so of his cock as she stroked his shaft.

Once he was clean, he got hard all the way. She took over, sucking him and stroking him. She told me to get undressed, so I did. She told me to get on all fours on the bed, and I did. I was ready for what came next, shouted her hands on my shoulders as Frank put his one hand on my ass. I could then feel it and knew what was happening. Frank slowly and gently entered my ass. I think he only put three-or four-inches in. He started to pump it and moan and groan. It was quite uncomfortable and hurt. I then understood why Deeann wouldn’t do anal.

He only made 20 or 30 strokes. I could feel that his massive penis was rock-hard now. He patted me on the butt, Deeann motioned for me to move aside, she slid in, and he quickly slammed his whole member into her pussy. Frank only lasted about five minutes and came with a loud groan. The cum poured out of Deeann’s pussy. He pulled out, pulled up his pants, Deeann got up and got us bears, and we drank them in the bedroom. Deeann and Frank talked, but I said nothing. Frank left shortly after that.

Deeann told me Frank would be coming over at least once a month, but it never happened again as she broke up with me three weeks later. She told me she found a guy she wanted to marry, he was 24, and his penis was the same size as her dildo. She had only been divorced two months from Jim.

This was my introduction to femdom, cuckoldry, and this type of lifestyle.

 

The End.

 

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