I always knew that I had a small dick, but no one had ever really come right out and told me so. That changed one night while I was in college and is a pretty fun story. It got worse a few years later when I learned a lot more about things than just me having a little cock. When I was in college, my roommate Adam and I were best buds. We always hung around with my then girlfriend (now wife) Carol, and a small group of 15-20 other people from our various jobs and school groups. We had an active social life and like many people in college were the best time of our lives. Adam and I lived together throughout all four years of college, and of course, we saw each other naked several times in private. One thing about Adam is that he had a pretty big dick. He was probably close to 7.5 inches long, and had a nice girth too. He was much bigger than me. I’m only a little over 4 inches when I get hard.
Carol and I dated all through college and obviously she became good friends with Adam as well. One thing that was important to note about Carol, is that she had a strict religious upbringing. So of course, she was saving herself for marriage. Like all college kids, we would still get drunk and fool around. I would lick her pussy and she would suck my cock. However, she would never let me fuck her. We went to a relatively small school so over the years word got around that Adam had a big cock. He had a habit of telling this joke or that joke that always seemed to end up with him showing his dick to a group of friends at a party. The girls would all shriek, and the guys would make comments about his big horse dick. It was all in fun. But obviously all the girls were secretly very impressed.
One year Adam and I shared an apartment near campus. We were having a party one night, but since it was such a nice evening, everyone was pretty much hanging around outside. I was walking down the hall from my bedroom to head back outside and I saw Adam and Carol in the kitchen. The place was set up in such a way that where I was standing, they couldn’t see me, but I could see them. I paused because I noticed something between them seemed weird. As I kind of adjust my eyes to the low light and my drunken haze, I see that Adam has his shorts pulled down just enough to have his dick out. Carol was just kind of staring at it. Adam had his cock in his hand and was slowly jerking himself off. He removed his hand and I could tell he was starting to get hard. Then, I saw Carol reach out with her left hand, and start to just kind of rest his cock on her palm. It was just sort of lying in her open hand.
Then, as she started to giggle, she said, “It’s really heavy.”
She just started to wrap her fingers around it and right then someone started opening the patio door, which was pretty loud because it was always stuck, and Adam quickly put his dick back in his pants. They pretended to go on about what they were doing and Adam started filling his cup up from the keg. Carol started heading back outside, and I ducked into the hall bathroom to compose myself.  I was having really mixed emotions. I was feeling kind of betrayed of course, but also I was strangely sexually excited too. I was starting to get a little boner. I splashed some water on my face and rejoined the party. Back then I had pretty low self-esteem, so I never brought it up to either of them. After that day, though, I started fantasizing about the two of them together, him filling her up with his big dick. I would always imagine her moaning with pleasure and cumming all over his cock.  I would jack off while thinking about that several times per week. Eventually, I started jacking off exclusively to that fantasy, and I’ll admit, I became sort of obsessed with it.
*****
Fast forward a couple of years after college. Carol and I were lying in bed after a night out with a few friends, including Adam. It was Halloween time and Carol had gotten pretty drunk. She still had her make up on from her costume and she still had her hair in pony tails, but she had removed her ‘slutty school girl’ outfit and just had on her bra and panties. I had been the designated driver so I only had a couple of drinks all night. I decided that tonight was finally going to be the night I asked her about the time I had seen her and Adam together in the kitchen. I started getting really excited, my heart was pounding and my cock was getting hard. I remember the conversation like it was yesterday. I was pretty nervous since I had jacked off to them so many times over the years. So I just kind of blurted out about what I had seen.
“I saw you touch Adam’s dick once, you know! In the kitchen… Back in college… You couldn’t see me, but I could see you two. You were getting ready to start jacking him off.”
Carol got really quiet. “You saw that? I’m so sorry.”
She went on to say about how she was so drunk and she was just curious about what all the fuss was about. Apparently, her sister had hooked up with Adam and told Carol that he had a huge dick. She assured me that nothing else had ever happened between them. She swore on her life. I of course pretended to have been upset about it, but secretly I was just turned on.
So I turned to her, and asked, “Well, what did you think?”
“His dick?” I remember the exact next words that came out of her mouth. She said, ‘Well, he is a lot bigger than yours… But yours is so cute!” Then she giggled and reached her hand down my boxers to my hard dick. “Your dick is so cute,” she repeated with a mock school girl voice, “I just love to play with it!”
She then jacked me off for about two minutes before I busted the biggest load of my life. Afterwards Carol noticed how fast I had cum. I confessed to her that I had secretly fantasized about her and Adam together for a long time. We went to sleep that night and never brought it up again. About a year and half later, Carol and I are engaged to be married. It was an exciting time for us and I was so happy that I was finally going to get the chance to fuck her pussy. We had been together 7 years by then and I had never put my little dick in her. I was imagining how tight it was going to feel even on my little cock. I mean a 27 year old virgin! I would constantly think about how good our first time together was going to be. The big day came and went with total success. Of course, Adam is my best friend so he was the best man in the wedding party. We all had a great time and finally, FINALLY, I got the chance to fuck Carol. Her pussy was so nice. I came inside of her in just a few minutes. I told her that I loved cumming inside of her and I told her I was so happy that we got to lose our virginity together. She sighed and told me how happy she was too, and that she was just happy that I was so happy. What a wonderful wife, right?
Well of course, with my little dick, it can’t be that simple. I had noticed during our sex that Carol didn’t seem as tight as I had hoped for. However, I brushed it off and thought that it was probably just because my cock was so small. A few minutes passed by and Carol laid her head on my chest and started crying softly. I thought she was just moved from having sex for the first time. But just to be sure, and being the concerned husband that I now was, I asked her what was wrong. She didn’t answer right away, so I asked again and pulled her head up to look me in the eye.
She says to me, “I feel like since we’re married now we should be totally honest with each other, right?”
“Yeah, of course, baby, I love you. You can tell me anything” I replied.
“Well then I have to tell you this,” Carol said with a long pause. “That wasn’t my first time.”
I was shocked. I couldn’t believe what I had heard. Apparently, I was so speechless, that Carol thought she should repeat it.
“Did you hear me?” She asked. “You weren’t the first person I had sex with,”
“Yeah, I heard you,” I said. “I’m just shocked. Who else have you had sex with?”
Before the words left my mouth, I already knew the answer.
“Adam,” she said.
I knew it!
Again, the mixed emotions came on. I felt betrayed, but also strangely excited. It turns out my little virgin wife was not so innocent after all. I started firing off the questions. “How many times?”
She shrugged. “I’m not sure, at least thirty. Probably more. Pretty much every time you were out of town.”
“Were you drunk?”
“At first, yes, but later we just started meeting up to have sex.”
“Has there been anyone else?”
She answered very quietly. “No. Only Adam.” She paused. “And now you, of course.”
My head was spinning now. “When was the last time you guys had sex?”
Long pause. No answer.
“Carol, when was the last time you fucked Adam?”
Again, no answer.
“Carol, answer m–“
She cut me off. “Today!” She blurted out. “He said he really wanted to have my pussy on my wedding day. I’m so sorry.”
“I can’t believe you fucked my best friend on our wedding day.”
The conversation went on like that for a few more hours. I was shocked and slightly angry, but ultimately, I got past the anger and just got sexually excited by it. Carol promised that now that we were married, they would never do it again.
But I had to know, so I asked. “Well, how do I compare to him?”
“Are you sure you really want to know that?”
“Yeah.”
“Well, obviously you already know he’s a lot bigger than you,” she said. “He fills me up more and he has a lot more stamina. Adam and I would have sex for hours sometimes and you only lasted a few minutes. And he always made me cum 2 or 3 times at least. One time he counted and made me cum 7 times in 24 hours. That was when you were out of town.” She paused, “and I guess there’s just something special about your first sexual partner.”
I pretended to be upset, but again, I was just feeling horny now. “I can’t believe you’re just now telling me this.
“Jeez… Sorry… I thought you wanted to know. You told me once that you fantasized about Adam and me fucking, remember?”
“That was just a fantasy though, babe. I didn’t think you would really do it.”
“Well, hopefully, we can get passed this and still have a good marriage,” is what Carol said to end the conversation.
*****
Carol and I have been married for three years now. I had never told Adam that I know. However, our friendship was a little awkward for a couple of months, so I’m sure that Carol told him I know. Now, Adam and his wife and Carol and I get together for drinks or dinner pretty regularly though. Everything is fine between all of us. Carol and I only have sex once or twice per month, and I travel a lot for work, so I’m sure that she is still fucking Adam pretty regularly. I haven’t asked again, but I still jack off while thinking about the two of them together when I’m travelling. One day when I get the nerve up, I’m going to ask her to tell me some stories about the two of them together and then I’ll post them to this site.
The End.
By Anon. (Edited with Ginger)