Warning: cuckold fantasy.
Hi, my name is Zack, and this is my story.
I few years back I was on my last weeks of high school, and I had been two years together with my girlfriend Cindy. She was a pretty hot girl and also somewhat flirty and playful. I was very lucky that we both fell in love quickly and innocently as teenagers do, since I was a shy and cautious boy, without much seduction skills.
My best and oldest friend was called Jeff. He was an athletic black guy with whom I played since we were kids. When we hit puberty, he got taller and stronger than me. He started going out with girls, which I was too shy to approach, so our lifestyles started diverging a bit, but still we managed to hang out a lot.
One day we were changing in the school locker room, Jeff was next to me. With his characteristic blunt style, he asked, "So have you popped her cherry or not yet?" He knew from previous conversations that Cindy and I were both virgins.
I didn't have any concrete plans on how to do it, but I tried to sound as manly as possible, "I'm working on it. I think it'll be soon." While saying this, I looked briefly to the side and accidentally saw Jeff's hanging cock. I always tried my best not to look at other guys' dicks or anyone seeing mine. I had started growing pubic hair a couple of years later than my mates, so back when we were in our early teens they all had some manly hair and I didn't. That embarrassed me so I got the habit of being very prude in the locker room. Also, I didn't want to look at other cocks and get accidentally aroused by them. Getting a hard-on in there would be a nightmare.
I'm not gay, I feel disgust at the idea of kissing a guy or having a romantic relationship with one. I find women hot. But something happens to me when I look at an erection. I'm curious how it would feel if I touch it, or even taste it. I feel an awkward admiration for the symbol of masculinity that is a hard penis.
So, I had seen Jeff's dick and it was clearly bigger than mine when flaccid. I wonder what was his size when hard, mine is pretty much average. That night at home I fantasized about this. I imagined we were both erect and touching each other. The contrast in our skin color was kind of hot. Imagine if Jeff knew that I fantasized about touching his cock. I thought this was pretty pathetic of me and perhaps I should be more daring with Cindy, instead of thinking about men.
I few days later Jeff invited us to hang out at his place. His parents had gone out of town for their wedding anniversary, so it was only the three of us. "They're banging each other in some nice hotel," he told us. He received us wearing a new shirt and sneakers. He was always very particular about his style. I, on the other hand, always wore the same plain clothes. We moved to the deck in the backyard, where he grilled us some juicy steaks. We had some cold beer, although it was not much in my custom yet. I was not much of a party-goer, I had drunk alcohol a couple of times before, but never to the point of being completely drunk.
Then we moved inside, to his parent's bedroom, which was actually really large, it had a small living-room where Jeff had left some strong drinks on the table. We started tasting all that stuff with weird names. Cindy found most disgusting, but the effect was still clearly visible on her. When we were all drunk, Jeff suggested we play something. Cindy agreed. I didn't like party games as they make me anxious, but the decision was made. He proposed to play strip poker, the cocky bastard.
I hadn't seen Cindy naked yet, so this didn't sound like a very bad idea. Worst thing that could happen is that I ended up naked in front of my girlfriend and best friend. No big deal. I agreed to play and Jeff went looking for the cards. Cindy said nothing but I noticed she was mentally preparing and was a bit nervous. I tried to calm her, "Don't worry, babe, I'll let you win."
Jeff came back and we played a few rounds. It was a warm summer night so we didn't have too many clothes to start with. Soon Jeff and I were down to our underwear, and Cindy still had a short dress on her. We were sitting in couches using a low living-room table, so there was nothing to hide our bodies. My buddy was in front of me, manspreading and wearing some athletic briefs which clearly showed his bulge. I wonder what my girlfriend thought of our bodies. I was pretty skinny, and Jeff in much better shape. My body language also displayed insecurity, while he was very confident.
The alcohol kept flowing and we were laughing of any stupidity that came about. We played some more poker and it was my girl's turn to take off her dress. It was a white dress with a pattern of cherries printed on it. I had seen her use it a couple of times, and I couldn't help associate it with her virginity. I never asked her about it, but I'm pretty sure she used that dress to flaunt her innocence.
While she was taking it off, her legs and belly already exposed, Jeff gave me a look, pointed at her and made a nod of approval. The cherry dress dropped and Cindy sat meekly, covering her bra with her arm and had her legs crossed.
Next round, again she lost and had to remove her bra. She did it discreetly so we couldn't see her nipples. We were drooling. Then for a third time in a row she lost and had to take off her panties. I suspected Jeff was cheating somehow. She pulled them out with one hand while sitting and covering her breasts. Her pubic hair was visible. She crossed her leg pointing it to my side, so Jeff perhaps could have a glimpse of her pussy, but I couldn't tell.
We were two intoxicated apes staring at her terse teenage curves. Of course, we were getting hard-ons. We made Cindy feel uncomfortable so she fought back, "You two need to play the final round between yourselves." We obeyed and Jeff started to shuffle the cards. I caught him cheating trying to peek at the cards on the deck and called him out. We stood up, drunk and howling. The cards flew around.
In the commotion, my girlfriend clearly noticed the tents we had pitched on our underwear and smiled. I asked her to intervene, "Hey babe, you be the judge. Who won?"
"Both of you lost," she sentenced, still covering her naked body modestly. I guess she wanted to take revenge for having her stripped.
"Fair enough," said Jeff, and immediately pulled down his briefs. His half-erect manhood sprang up and dangled as he stood back up again stoutly. Cindy let go a nervous and playful girly scream at the sight of that one-eyed snake, perhaps the first she was seeing in real life.
She addressed me, "Now you, baby." I hesitated a bit, but I figured that the longer I wait, the more flaccid I would get due to my anxiousness, and I definitely didn't want to display myself soft and small, so I pulled down my underwear. My penis was around 6 inches long, narrow, curved to the side and with full grown pubes. Jeff's was 8 inches, wide, straight and shaved. We were not fully erect but his was evidently more impressive.
Cindy stared at mine for a few seconds, maybe assessing the possibility that this is the thing that she'd have to fuck for the rest of her life. Then she looked at Jeff's and commented under the effects of alcohol, "Well, I guess it's true what they say about black guys. But don't worry, baby, yours is pretty enough." This was at first very humiliating, but the fact that my dick was declared smaller out loud also reduced my anxiety about it, as now it was a matter of fact and we were all fine with it.
Jeff came out in my defense. "You're evil, girl. A man's pride is his prick. Take me for example. I get all sort of compliments from women in bed, and that makes me very confident." He then sat back down on his couch, legs spread, arms stretched out, his penis half-standing like a flag being raised, and asked, "Hey, what do you say we hang out like this?"
I responded a bit shyly from the recent humiliation, "I guess it's fine. Cindy, are you ok?" This was her silent response: she reached for her drink in the table while resting her other arm on the couch, exposing her perky tits completely. This was the first time I saw her nipples. She smiled adventurously, leaned back and made no attempt to cover back up. This pumped up our erections.
Jeff then dropped the V-bomb, "Hey, why haven't you guys had sex yet? What are ya waiting for? I mean, look at you, you're a pair of horny monkeys right now."
I answered, first looking at Cindy and then at Jeff, "Well, we gotta plan something, we cannot just do it like that."
