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You are here: Home / First time sex stories / Extra-marital Cherry by yellowjacket66

Extra-marital Cherry by yellowjacket66

Adult story Editor July 8, 2024 Leave a Comment

First time Aldult erotic stories  – Extra-marital Cherry by yellowjacket66

EXTRA-MARITAL CHERRY

Hi! I’m Jill, the subject of this story. It’s my extra-marital cherry that we’re talking about. There are different kinds of firsts: losing your cherry refers to your first sexual intercourse, and there’s also your anal cherry and your extramarital cherry, which refers to having sex with someone other than your spouse after you’ve been married. That’s what happened to me recently.

I was with Russ, a friend of ours. His wife Lisa was in another room with my husband John. They were doing the same thing Russ and I were doing, soft-swinging that was possibly going to cross the threshold into actual swinging. I’d never had sex with anyone but my husband, so giving it up to Russ was a big deal for me.

My blouse and bra were lying on the floor. Russ had removed them and was toying with my tits. I don’t like to brag, but a number of guys have told me I have a magnificent pair. I’m a D-cup, and my soft breasts hang nicely with dark pink areolas and big nipples that stick up in the center. Russ was fondling my boobs, rubbing his face on my chest, and licking my nipples. My breasts are very sensitive, and I absolutely love it when someone plays with them. It’s only been through dumb luck that I haven’t been seduced by some other man playing with my tits.

Russ had his shirt off too and was partially on top of me. His leg was between mine, pushing up against my crotch and his hands were all over me. He was a good, passionate kisser. I could feel his hard prick against my leg. He quite obviously wanted me, to take my cheating-cherry and become the first man to fuck me other than my husband. He knew he would be the first and it really seemed to turn-him-on to think that he might go where only my husband had been. I was aroused myself and after some wine at dinner, was in the mood for sex myself.

My husband, John and I had talked about swinging or having a threesome, inspired by some of the dirty stories we read on-line and in magazines and by some of the porn we had watched together. John likes to look at porn more than me and would really get aroused by stories or movies where a wife is taken by another man. He says while he likes watching porn, he gets much more excited by thinking about me doing some of the things he reads about or watches. He says he imagines it’s me in the stories and asks if I would like to do the things in the videos. I always tease him by saying ‘maybe’ and that I would like to do some of the things with specific men in the videos. I would comment about how I would like some porn star’s cock in my mouth or my pussy. I have and exhibitionist streak in me and like to be watched so having John watch me have sex is arousing. I’m willing to wear sexy clothes and flirt with other men while John is around. It inevitably results in some very steamy sex when we finally are alone.

I’m 45. I was a school teacher, but now I work for an educational testing firm that had contracts with the federal government. John is an engineer who works for the county government. He travels some. Our three kids are grown, with the youngest away at college. With an ’empty nest’ we began to look for thing to replace our children as the focus of our lives. We started to go out dancing and went to dinner with friends. We’ve travelled and have taken-up tennis and golf.

We have casually known Russ and Rita for years. Russ is John’s boss. Rita is a buyer for a department store. We didn’t realize for a number of years until we got to know them better, that they are swingers. As we became closer to them, their hints and innuendos became more explicit and they have told us about their adventures with other people. Of course, once we realized what they were into, there has been the potential for John and I to become involved with them. We told them we were not into swapping and they said fine and never have pushed us. Rita did tell me once that Russ would really like to get me in bed, if I ever had the urge and she said she would like to fuck my husband if I was okay with it.

John and I had joked about it frequently. When he was late coming home from work or something, I would tease him by asking if he had been ‘shacking up’ with Rita. When we would go out to dinner with Russ and Rita, my husband would joke about how Russ would be checking-out my ass or my boobs. I would wear short skirts and loose blouses. Any time I showed cleavage, John would joke about Russ looking down my blouse, but he would jump me when we got home. I knew it turned him on to have another man ogling my body and thinking about getting in my pants. John and I never had the nerve to suggest that we actually try anything with Russ and Rita. We were scared, but the possibility was always there, more-so lately.

We had gone to their house after dinner and the soft swinging just happened. I danced with Russ and before I knew it, we were kissing and then were on the couch with him taking off my clothes. John and Rita were on a love-seat across the room. I would occasionally look over to see what they were doing. I wanted to pace what I let Russ do with what John was doing with his wife.

We ended the evening by not going any further. They didn’t want to push us. Like I said at the beginning, Russ had stripped me to the waist and played with my tits. He really was entranced with my breasts and nipples. It had been years since anyone other than my husband had fondled my breasts. It was exciting and arousing, but I still had a reserve of reluctance.

After necking like that for an hour, I had rubbed Russ’s cock through his pants and he came. The unmistakable look on a man’s face when he comes is priceless. Once his urges had been tapped, we calmed down. My husband had gotten further than I did. He had his fingers inside his boss’s wife’s cunt and she had his exposed prick titty-fucking her. We’d gone as about as far as we could without going over the edge to fucking. We said polite good-nights. We’d hadn’t felt pressured and Russ didn’t push me to go faster of further than I was comfortable with.

I reflected on our way home. I’d only been with John. No other man had ever fucked me and only a few had even seen my tits. I was scared of going further, but at the same time, I was drawn to it sexually.

John didn’t say much other than asking if I was okay. I was.

I asked him, “Did you see Russ playing with my tits. He really liked sucking my nipples.”

John said, “That was hot seeing you get stripped like that and watching you enjoy someone relishing your body.”

“You seemed to be doing pretty well yourself. Did you have your fingers in her cunt?”

He said, “I did.”

“Why didn’t you fuck her?”

“I wouldn’t do that unless you were doing the same thing. We’re married and should do things at the same pace.”

I said, “You know no other man has ever seen me naked or fucked me. How would you feel about someone taking my married cherry?”

He said, “We have to really think about where we are going and if we are both comfortable with it.”

I felt his cock through his pants and knew he was excited by the idea of swapping with Russ and Rita.

A few days later, Russ and Rita invited us to join them at their place on the Outer Banks of North Carolina. Rita previously mentioned that they would like to invite us, but wanted us to be comfortable that we wouldn’t be pressured to swap with them or anything. Rita said, “Believe it or not, we don’t fuck everyone we invite to our beach house.” The idea of spending a few days at the beach was intriguing. John and I hadn’t been able to spend time together at the beach, without kids, since our honeymoon, years ago.

I asked John if he thought we should go and he said he would like to.

I mentioned. “What about the swapping thing? We almost did it last time we were with them.”

He said, “We don’t have to do that if you don’t want.”

That was an interesting response from my husband, indicating that he was open to the possibility of swapping all the way. I knew he was intrigued by Rita and was turned-on by the idea of watching me with another man.

Rita keeps herself in good shape and I’ve seen my husband checking-her-out. She often wears blouses that provide a good view of her tits when she leans over. Her breasts are smaller than mine and she has nice legs that are often on display. She will wear short skirts and one time she teased him about whether she was wearing panties or not. John told me he happened to brush his hand against her ass and could not feel any underwear. There was no doubt that Rita would like to fuck my man.

The impediment to swapping was me. Although John was interested, he was conflicted between his desire to fuck Rita and his reluctance to let another man be the first other than him to fuck his wife.

The morning of our trip to the beach, I asked John, “What do you expect will happen with Russ and Rita. What if they want to fool around?”

John said, “I don’t know. I don’t want you to do anything you don’t like.”

I said, “So if there was something I did like, it would be okay, huh?”

He said, “I could see fooling around a little, but not going too far.”

“You’d like to nail Rita, wouldn’t you?”

He paused to consider his answer. “I guess I would, but I don’t want to mess things up between us.”

“What if I was okay with you screwing her?”

“Then what would you and Russ be doing?”

I asked him, “What would you like me to do?”

“Only what you want.”

“Would you like to see him fuck me?” We were finally getting to the point.

My husband said, “I’m not sure. I like those stories about guys watching their wives get fucked by other men. You seem to like them too, don’t you?”

I said, “I like them because you like them. I like the thought of you being turned-on while watching some other dude fuck me. Would you like to see that?”

He said, “I think I would, but only if you would enjoy it.”

I smiled and said, “I think I could get into having Russ strip me and fuck me while you and Rita watched. You could watch his cock slide into my little pussy.”

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Filed Under: Adult sex stories, Adult Stories, Best sex stories, Erotic stories, First time sex stories, Free sex stories, Hot adult stories, Porn stories, Sex stories - For Adults only, Sexy stories, Short Erotic Stories, Virginity sex stories Tagged With: adult, Adult Entertainment, adult erotic stories, adult erotica, adult fiction, adult romance, adult stories, affair, Betrayal, Cheating, cherry, desire, Erotic adventures, erotic fiction, erotic group stories, erotic literature, erotic novels, erotic storytelling, explicit stories, Extra-marital, Extra-marital Cherry, Forbidden, group adult stories, group porn stories, group sex stories, Hot stories, infidelity, intimate stories, Love, Lust, mature content, passion, passionate encounters, porn stories, porn stories group, provocative tales, Romance, romantic erotica, secret, seductive fiction, Sensual Tales, sex, sex adult stories, sex group stories, sex stories, sexual fantasy, sexy stories, Steamy Stories, story, sultry fiction, temptation, yellowjacket66

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