Year: 2018

Cuckolded on a Bet

I’m Jeff and this is how I got cuckolded for the first time. At the time I was a sophomore in college and lived in three bedroom house with two other guys. Nick who was an easy going nice guy and Dwayne, an arrogant black guy who thought he was the greatest thing on earth, especially when it came to women.

I had dated my girlfriend Jen since our senior year of high school. After graduation we both went to local schools, me the local state university and Jen went to the local two year school to get some of her prerequisite classes out of the way while living at home.

Jen was raised in a religious household with strict parents and a strong sense of good girl behavior. When we started dating in high school Jen had never even been felt up. Although we didn’t really have a sexual relationship, we had a very intimate relationship. I respected her values and didn’t pressure her because she was special. I never met anyone quite like her before or since. She lit up the room when she walked in.

After a while she began to loosen up and we began to fool around more and more. Finally on our 2nd anniversary she told me she was ready to lose her virginity. It was the best sex I had ever had, it was the only time I ever loved the girl I was with. Not to mention Jen was the most beautiful girl I had ever seen too. She is 5’5″ with long straight golden blonde hair, blue eyes, soft silky smooth skin, perky b-cup breasts with big pointy nipples and a perfectly toned athletic body. She couldn’t be more perfect if she were sculpted by Michelangelo.

So anyway back to the story. Dwayne was always making smart ass comments and bragging about how big his cock was, He never came in that he didn’t talk about some girl that was begging for it. He even whipped it out and made comments to Nick and me about its size and how we probably wanted it too. In spite of his attitude Dwayne could be fun to hang out with sometimes and could be generous or helpful too.

Jen didn’t like Dwayne at all. She said he always looked at her like she was his prey and he was waiting for the right moment to pounce. Although he never said anything in front of her, he often made remarks to me about “did you see how Jen was looking at my cock? She wants it bro, she’s got a fever and nigga dick is the cure.”

Of course I blew him off when he would start up, it was just his way of having fun trying to get me riled up. Little did he know Jen found him repulsive? If she had a fault, it would be that sometimes she got a kind of high and mighty attitude with some people. Especially people she thought couldn’t control their urges. She viewed sex as very special and meant to be experienced in love, not animalistic lust.

One night after going out with Jen it was like Dwayne was waiting for me to come home to give me hell about her. As soon as I walked in the house he started, “hey Jeff, did you see how hot Jen was for me today? Man! I can’t believe she didn’t jump me right here on the couch.”

“Yeah whatever man, she really wants you, and you’re all she talks about.”

“If she wants me in her that bad maybe I should give her some”

“Dude, seriously. It’s kind of getting old hearing this all the time. She doesn’t like you, want you, or care anything about you. She thinks you are a jerk and is only semi cordial to you because you’re my roommate.”

“Jeff buddy, keep telling yourself that, but I can see these things in a hoe’s eyes, and Jen wants it bad. I could have her anytime I want, and she will beg me to fuck her harder and cum deep inside her.”

“You are so full of shit, not even for money, she’s not like the whores you always bring in here”

I have to admit, it was getting a little heated and I was losing my temper. Dwayne new it and loved every minute of it. The more he enjoyed it the more pissed off I got. Finally I without thinking first I blurted out, “I know she wouldn’t fuck you no matter what. I bet you can’t seduce her, even if the two of you are alone she won’t let you anywhere near her.”

“Really; then prove it. Get her sexy little ass over hear and we’ll find out which of us knows her better”

“Fine, what are the stakes? You name it”

“Anything I want?”

“I’m going to win, so name it. It don’t matter what you want from me cuz I won’t lose”

“Ok, if I can’t get up in her I’ll give $1000 and you can drive my convertible for two weeks. When I get done fuckin her you will owe me $1000 and I get you motorcycle for two weeks”

“I don’t have a $1000, you know that”

“Ok, since I’m risking a grand and my car, I want value for value. If I get my dick in her even for five seconds with her consent I get your bike, if she lets me bust in her cunt you owe me a bj”

“What! Fuck you”

“Come on buddy, what do you got to lose? You know for certain that I won’t be able to get near your precious perfect Jen. Don’t bitch up now, show your faith in her”

“Fine, it’s a bet.”
(more…)

My Wifes First Threesome

It had been about six years since my wife and I had bought our house, and our guest bedroom was in need of a good painting. So, I hired a local painter to take care of the job. The guy had been recommended to me by a friend, and after doing a quick appraisal, he told me he could take care of the room in one day. “No problem,” I said, “we’ll be here all Saturday.”

Around noon on Saturday, the painter — Rob was his name — arrived at the house. My wife, Emily, greeted him at the door, and showed him up to the guest room while I took care of some work in the den. After leading him upstairs, Emily returned to the den to join me, sitting on my lap as I looked over some business reports. Nonchalantly, I grazed my hand across her leg, rubbing her thigh and continuing my reading. Emily was wearing this tight little miniskirt, and after a few minutes, my mind had drifted from what was on those reports to what was concealed underneath that skirt. I began thinking about the amazing sex we had had last night, and I was becoming increasingly horny as I relived those memories. Subtly, I slid my hand in between my wife’s tanned, juicy thighs, and began to edge closer to her nether-regions.

Upon realizing what I was up to, Emily quickly snapped her legs completely closed. “Jason!” she scolded, “the painter is right upstairs!” I rolled my eyes. Yes, sex with Emily was great, but sometimes, I wished she could be just a little less uptight. While she was by no means shy in the bedroom — she loved to suck cock and had demanded anal on multiple occasions — she was absolutely adamant about keeping our sex life entirely between us. She disliked PDA, wasn’t fond of nude beaches, and absolutely loathed porn. Basically, she felt sex and nudity should be shared between one man and one woman, without others seeing or knowing about it. Obviously, with this firm stance, a quickie with the painter upstairs was out of the question.

But, being a horny male, I persisted. “Come on, baby, just a quick one.” She frowned.

“And what if the painter comes down and sees us?” she asked.

I thought about this for a minute. Desperate to just get into those panties — sex or not — I compromised. “You just sit here and I’ll finger you,” I proposed. “If we hear him coming, I’ll move my hand, and he’ll be none the wiser.” To make my offer even more appealing, I slid my hand a little further up Emily’s leg, prodding her pussy with my pinky finger. Reluctantly, she spread her legs a few inches.
(more…)

Sara and the Frat Party

This was Sara’s first Frat Party and she was a little nervous. She had heard about how wild they sometimes got. She was alone and thought that if it got too out of hand, she could always leave and walk back to her apartment house. Her sister/roommate was on a date and probably was going to get fucked, so Sara was looking for a distraction. She really didn’t feel like sitting in her room alone.

When she arrived, she was greeted at once and shown downstairs to the “party room.” It was wall to wall people and the smoke almost gagged her. There was a pool table in the middle of the room covered with a sheet of plywood to make a table. Under it was a beer keg and what looked like a thousand beer glasses on the table, some full but mostly empty. Someone filled a glass for her and she settled back to watch.

Some couples were dancing to hard rock music so loud it hurt her ears. Others were trying to talk and needing to yell at the top of their lungs to be heard. Some were making out in the corners. She watched them and wondered how far they would go. Their hands were already roaming. She sipped on her beer and made small talk with a couple of girls nearby. She had to yell. She was not sure this was for her.

Soon, someone organized a drinking game involving whiskey and beer. Jugs were passed around and the game consisted of drinking as much as possible in as short a time as possible. She took part for a while and it was fun, until she felt a little woozy and dropped out.

In the corner watching her was a tall good looking guy. She noticed him and smiled and he came over and introduced himself. “Hi,” he said, “my name is Phil. You’re new here aren’t you? Freshman?” “Yeah,” she replied, “I’m Sara. There’s a first time for everything. I hope to have a good time.”

“Well, there is no way a hot girl like you could not have a good time here!” He said. She laughed and said, “Thanks, but as long as there are hot guys like you around, I’m sure I will enjoy myself.” She blushed and knew the drink was getting to her. He made a face and she playfully punched him. She was thinking that maybe this wasn’t so bad after all. She liked the way he laughed. She liked the way he looked at her.

“So, tell me Phil, what happens at these parties? I’ve heard they can get pretty wild?”

“They can get just as wild as you want them to, Sara, but now that I’ve adopted you, I will watch out for you.”

“Do you adopt freshman girls often?” She asked. “As often as I can, for sure. Where do you live?”

“My sister Patty and I just got an apartment over on sixth,” she replied. “Still learning my way around. Do you know her?”

“I don’t think so, but if she’s as sexy as you, maybe I should.” Sara laughed again and said, “Oh no you don’t mister. You’d like her, but I saw you first.”

“Ok with me, Sara.” This was sounding better all the time. “Hey, would you dance with me?” He took her hand and they fought their way through the crowd.

The music was louder than ever and even though it was a fast song, there was no chance of moving very fast. They more or less stayed close and their bodies touched as they danced. Sara was surprised that she felt aroused, but with this hunk rubbing against her, she couldn’t help it. She knew she was getting to him as well with her little tank top and short skirt barely hiding her tits and ass. A couple of times she thought she felt him getting hard. It pleased her. She could feel the drinks even more now. She pressed closer to Phil She was having fun! She was sorry when the music stopped.
(more…)