Cucked me on the First Date!
By: YoungCuck
Hello,
I'm here to tell you the true story of when I was cuckolded for the first time, which helped me understand that I get pretty turned on by humiliation in sexual situations.
It all happened last year around Halloween time when I started to develop a little crush on my best friend, Katlyn. We had already been great friends for a couple of years, but right around that time she had a makeover that drove me crazy. She was already pretty enough, but suddenly she changed a few things up, lost several pounds, and started wearing tight clothes and miniskirts that showed how extremely attractive she had become overnight. Her thick legs and breasts started to be the sensation among all the guys at the university we were studying at.
Luckily, she seemed to be more attracted to me, who had given her emotional support during her worst times. This is how she gradually started to reciprocate my crush. For a while I was envied by all my friends and classmates.
However, everything changed when my best friend Mike threw a gigantic party at his house to celebrate Halloween. Katlyn never left my side the whole night and occasionally held my hand in a slightly romantic way. Towards the end of the party we moved away from the crowd to a more private place, where she gave me a little kiss on the lips.
I got really excited and tried to go for a more passionate kiss, but she refused and said she needed time to think about whether she wanted a boyfriend or not. I understood perfectly, decided to be nice and assure her that I would be there for her in case she needed someone to lean on emotionally when she was feeling down.
The rest of the party was quiet, the house emptied when it was already past three in the morning. The only ones left in the house were Mike, Katlyn, and I. Because the three of us were such good friends, Mike let Katlyn and I sleep in his living room and leave until it was light. However, before going to sleep in his room, Mike stayed with us for a while to talk to pass the time because he wasn't sleepy.
It was then that things started to heat up, when Katlyn pointed out that since he sat down, Mike had covered himself from the waist down with his jacket. She said, "You're at home, if you're that cold, go get a blanket and come back," to which Mike just laughed. He suddenly confessed that one of his friends had given him a pill during the party, promising that it was something to take away the stress and clear his mind, but in reality it turned out to be a joke and they gave him Viagra.
He had taken the jacket so as not to give himself away, since his erection would be obvious because he was dressed as Spider-man with tight tights. He added that he had put on some thin shorts under the suit so that nothing would show, but with the effects of Viagra, in his own words: "The erection had reached its maximum potential." We all laughed, thinking that he was making fun of us and changed the subject. However, Katlyn couldn't seem to get over the subject and would tell him every so often, "I'm sure it's because it's cold, go get something warmer."
It was funny at first, but the more she insisted, I could see that Mike was starting to get a "mischievous" expression on his face and he was looking her straight in the eyes. I could sense that Mike was going to show us the erection under his costume just to prove himself and I wasn't thrilled with the idea of seeing my best friend's cock next to my crush. However, Mike got fed up the moment Katlyn said something like "I'm sure you have a small dick and with the cold it gets even smaller and that's why you don't show your crotch."
First he threw his jacket aside, revealing a gigantic bulge between his legs. Katlyn laughed, but she did it in a more cautious way, without taking her eyes off the bulge. She kept trying to figure out if it was a joke, "You must have stuck a dildo in there to trick us." Mike stood up and started to take off his Spider-man suit while he had a giant proud smile on his face and kept his eyes on Katlyn's face, who was now totally silent and appreciating not only the bulge between his legs, but also his athletic build (he looked good in the suit, he obviously had an amazing body underneath it).
Within five seconds he was standing in front of us wearing only white underwear and the tip of his penis was sticking out of the right side of them. I tried not to be alarmed, but I was starting to feel very insecure with my flaccid muscles and my 5 inch dick.
Katlyn saw how Mike's penis was throbbing under his underwear and said, "Take off your boxers, you'll be more comfortable," in a more serious tone. Mike took them off and sat back down on the couch, a little closer to her. His penis was even more raised and I could finally see how it was almost twice as big as mine, probably 8 inches and much thicker. He immediately said something like, "Sorry, I really needed that, it hurts to have it like this," Katlyn smiled at him and replied, "It's unfair that you're like this alone, we're all friends here, we have to be empathetic."
She began to take off her witch halloween costume until she was completely naked. I was shocked as I watched her sit even closer to Mike. For a moment I felt extremely jealous and thought about leaving, but they both turned to look at me and Katlyn said, "We're among friends, come on."
I undressed quickly, without thinking much and without making eye contact with them. When I decided to look at them, Mike was calm, slowly rubbing his own penis, but I found that Katlyn was making weird faces trying not to laugh so as not to hurt my feelings. I couldn't help but feel humiliated. Mike was completely turned on, with his 8-inch penis nicely shaved and ready to fuck, but my 4-inch penis was flaccid, full of hair and looked smaller than it really was.
Then Katlyn began to rub her peach fuzzed pussy while staring at Mike. She finally said, "Well, I think we know what's going to happen," and without warning she kissed Mike. They both stopped touching themselves and started touching each other. After a few seconds of intense kissing and caressing, Katlyn got on her knees and told me to sit next to Mike. I did, while masturbating my limp penis with three fingers.
Standing side by side with my best friend, Katlyn started sucking Mike's cock while touching mine. No, she didn't masturbate me while sucking him, she just put her hand on top of my genitals and gave Mike her full attention. Every now and then she would look into his eyes, take a breath and say things like, "I love your cock, you're the biggest I've ever seen, I love the feel of you in my mouth, I came just from sucking you off." I just sat next to him, listening to his moans and watching Katlyn pretend I wasn't there.
I kept jerking my limp cock to see if I could get Katlyn's attention by proving that it wasn't that small, but I felt so humiliated that I couldn't get it to get up at all. From all the jerking, a little precum started to leak out and Mike said, "Someone won the race! Don't worry, it happens to the best of us." I didn't even try to contradict him and tell him that I didn't cum, I just kept quiet while Katlyn laughed with Mike's cock in her mouth and I understood that I was no longer part of the action. But for some reason I couldn't walk away. Even though I felt so humiliated that I wanted to cry, I was very attracted to the situation and I wanted to see how my best friend with his huge cock would pleasure the girl of my dreams.
After a while, Katlyn decided to ride Mike's cock. He freaked out because he didn't wear a condom and she told him she would take a pill later because she wanted to feel the cum from a penis that big. I watched as she carefully inserted my friend's penis inside her. However, before she actually started having sex with him, she turned to me and said, "I'm sorry, some other day when you're more comfortable we could have sex... I just don't know how to have sex with that."
Mike laughed, I continued rubbing my penis with three fingers. Katlyn began fucking him with a speed and strength I had only seen before in porn movies. They both spent 20 minutes having sex in front of me, while I felt kind of excited watching them. At one point I liked the idea of being degraded so much that I decided to rub my hairy limp penis from side to side like a clit to get into the role. I'm pretty sure Katlyn saw me do this because two seconds later she let out a little laugh.
When they were finally close to finishing, Katlyn's body started to contort as she moaned so loud that she sounded like she was screaming. Mike grabbed her arms and held her as still as possible as he continued to thrust his cock into her pussy. He moaned from the effort saying, "You're not leaving, I'm not done yet." Finally, some seconds later, Mike kept his penis inside Katlyn as he ejaculated.
It took them a few minutes to catch their breath, sitting on the couch covered in sweat, as I continued to shake my penis, completely hopeless of it ever getting erect.
Katlyn was the first to get up and asked Mike if she could shower at his place. He agreed and as she walked to the shower she said to him with a smile, "If you want to help me scrub in the shower I'll be there, it's okay if you don't go, but I'm available." She left, Mike and I were finally alone and he told me, "Sorry bro, I know you wanted something with her, but this doesn't affect that, you can be her boyfriend later, this was a one night stand, there are no feelings or anything between us two."
At that moment I felt much more inferior to him and Katlyn, it was then that I felt like a complete cuckold. And, if it wasn't enough, Mike also told me, "Don't worry about your physical condition, when you want to fuck her just use your fingers and tongue bro, maybe that won't turn out so bad." He left, promising me that he wasn't going to shower with Katlyn because it was a one time thing, and he said that he gave me permission to finish masturbating in his living room but to ejaculate on a piece of paper so as not to make a bigger mess.
Later, after getting some sleep, Katlyn and I left Mike's house as if nothing had happened. However, on the way Katlyn said, "I'm sorry if that bothered you, I just couldn't resist a man like that... but I'm glad you were there, you make me feel safe, you're the perfect friend, I love you."
To this day I'm still friends with both of them, but the biggest surprise I got was that a month after that night they both started dating and they're still together today. When we drink together they sometimes tell me about their sex life in great detail and make some little jokes about it.
YoungCuck
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