Nate and I have been friends since high school, and we’ve worked together at the same firm since graduating from college six years ago. We and our wives often did lots of things together as a foursome.
My bond with Nate extends to sharing our wives. I’ve been married to Gillian for six years, and he’s been married to Renée for five, and they’re similar physical types. Although Gillian is blonde and Renée brunette, they’re both tall and have great figures they keep in shape with regular exercise. And they both love to dress up in sexy outfits when we go out for a night of fun.
Our wife-sharing started about four years ago when Nate and Renée came over to get together and maybe play cards. Gillian was wearing a really hot black miniskirt that barely covered her ass and a tight glittery-silver tank top cut low to show a lot of her breasts. She also had on black pantyhose without panties, because, as she says, she likes to feel sexy. Renée was wearing a black miniskirt with a tight red sweater that was also low-cut and showed off her fine chest. Her large nipples were poking prominently out of the sweater. She looked hot!
My best friend’s son got a job in the town where my husband and I live, and since they live a good hour and a half away, we invited Jason to stay with us till he got his own place.
Normally my jealous husband wouldn’t have allowed another man to board with us, since he’d worry what would happen between me and the boarder while he was at work. But he had no such concerns about Jason since we’d known him since he was a little boy.
I sensed something right after Jason moved in. It’s just something a woman knows, if you know what I mean. In 12½ years of marriage I’d always been faithful, but something changed within me when I saw Jason again, for the first time in three years.
The fourth day Jason was here, my husband was at work and I’d just cleared the breakfast table. I was wearing a silk robe cut to my knees when Jason came downstairs wearing just his pj bottoms. I noticed a tent form in the thin material and smiled inwardly at the thought. We were just talking, and when I turned to face him, he was right there, directly in front of me. He quickly put his arms around me and kissed me. Instinctively my arms went around his neck holding him tight, and his hands dropped down to cup my ass.
This was a new experience for me. There I was, a married 33-year-old mother of two standing in the dark with a man who wasn’t my husband.
“You still have the best ass I’ve ever seen,” Grant said. We were alone under the stars on a patio outside a house where a party was going on. Grant was an old boyfriend I hadn’t seen in 12 years. Seeing him brought back great memories I had thought were forgotten. In my “wild girl” years, before I settled down, he was the only guy who fucked my ass (though many others tried!). And that’s all he did. In our two months together, he got in my ass three times, while for whatever reason he never got in my pussy.
Then I married a conventional man and began living a very conventional life. No anal sex—my hubby doesn’t like it. But now Grant was back in town—here with me, alone in the dark, with his hands on my ass. “Grant, don’t,” I said. He laughed lightly and squeezed my ass through my dress.
“I think you’ve gained a few pounds,” he teased. A shudder went through me as his fingers searched my ass crack trying to get at me through my dress and panties. His cock pushed against my belly, and I slid a hand between our bodies to feel it. “We can’t do this here,” I said. He acted as though he hadn’t heard me, putting his hand up the back of my dress. “Grant, no!” I said, pushing away from him. “Not here.”
My wife and I have a Caribbean island where we love to vacation. We find a small place near the beach to rent and hire a housekeeper to keep the place tidy.
On our last trip we got a beautiful bungalow next to a nude beach. At first Jen was shy about going nude, so she just went topless. After a day or two she began to have the confidence to go nude. She called my attention to a man on the beach not far from us. He was in his mid-20s and very well-built, but I knew that what had caught her attention was his large penis. It was uncircumcised, and it had to be seven or eight inches limp. It was accompanied by a huge pair of balls.
“Ohmygod,” Jen whispered, “I wonder how big it is when it’s hard!”
She couldn’t seem to get it off her mind, talking about it on and off the rest of the day. Our housekeeper overheard us talking and said she knew who he must be from his reputation for being incredibly well-hung. Later Jen admitted that she would like to try to fuck the man—if I didn’t mind. The mere thought of watching her with another guy, especially one so well-endowed, excited me. We agreed that she should go for it.
I’m 26 and happily married. I’m not exactly a nympho, but I do have a strong sexual appetite. My husband Mitch introduced me to anal sex two and a half years ago, and while it took some time, I’ve grown to love it. Now there are times when I beg him to fuck my ass. I began to use dildos when he wasn’t around, but that wasn’t the same as a real cock.
So I needed men, but I didn’t want to be unfaithful.
I developed a plan. Tuesday is Mitch’s poker night, and the second Tuesday of each month it’s at our house. I’ve seen his friends checking me out when he’s not looking and knew that would be my best chance.
The next poker night at our house, I helped Mitch get everything set up, with hard liquor and beer and chips and smokes. When the guys arrived I excused myself to our bedroom as usual, but this time instead of looking at TV till I fell asleep, I ran a hot bath, then shaved my pussy and ass, then applied scented baby powder.
I’ve been working for a carnival for five years. It’s not glamorous, but I get to travel for free—and hey, it’s a job! It wasn’t until we did a run only 20 miles away from my hometown that I found that the job has fringe benefits.
The first night, I saw a girl I went to high school with. I knew that Molly had married a real douchebag who was in school with us. For whatever reason, he wasn’t with her that night. I was struck by what a sexy woman she had developed into. We got caught up, and she came back to my stand when we were closing for the night.
We talked more, and then walked back to my trailer. By then it was nearly two, and things were quiet. As we passed the fun house Molly asked what it was like. I told her about the mirrors and the rolling barrel, the shaking stairs, etc.
“Can I see it?” she said.
Last year, in my freshman year of college, I answered a bulletin-board ad that read, “Housing Female,” for a dirt-cheap off-campus apartment. At the address, I was surprised when the “Jean” of the ad, who I assumed was a woman, turned out to be a man in his 30s with a thick French accent.
I accepted his invitation to come in (maybe because he was so good-looking?) and learned he was separated from his wife and was looking for a female tenant. He explained, “Guys can be a pain, and get drunk and cause damage.”
I rented the place, and to keep my rent low did chores: housework, laundry, cooking, that sort of stuff. Jean called me his “little wife” and gave me pecks on the cheek. One day, after about seven months, I was cleaning and vacuuming when my right breast sort of popped out of the loose shirt I was wearing just as Jean walked by. He kissed the boob, swirling his tongue around the nipple and sucking it lightly. I was instantly turned on, which encouraged him. He lifted my dress and licked down my belly, teasing my belly button along the way.
Last summer, when I was 18 and still a virgin, I went to stay with my sister and her boyfriend, the idea being that I could baby-sit while she attended night school. I wasn’t crazy about Craig, but Marnie insisted he’s a good provider and a loving dad. Even I had to admit he is crazy good-looking, especially for a guy past 30.
Right away I noticed Craig noticing me. I’m five- four with long hair, nice legs and a firm ass. My tits aren’t big but are firm and well-shaped. After the first week Craig began making a play, feeling me up and brushing against me anytime he could. I didn’t tell my sister because I was enjoying the game.
In the third week, I was coming home from the local pool one afternoon around three, expecting to find the house empty, since Marnie was out for the day with the baby. I was surprised to see Craig’s car in the driveway. He said he got the afternoon off and thought he’d spend it with my sister, only to find she wasn’t home.
A few years ago, when Zig and I had been married almost ten years (I’d have been about 34 then, and him 32), he told me he had been fantasizing about me fucking a guy with a huge cock. I said it would never happen, which didn’t stop him from relating his fantasy during foreplay that night. I couldn’t help but notice how horny and hard it got him, and I got turned on too!
From that point he kept sharing these fantasies of his during sex, going into more and more detail. A few months later, while he was telling me one of his hot fuck stories, he saw how hot I was getting and asked how big a cock I’d like to fuck. I went along, saying, “Nine or ten inches, and real thick.”
He said, “Wow, the other day at the gym I saw a guy in the shower, his cock had to be eight, nine inches, and it wasn’t fully hard.”
I was devastated when Joy, my best friend growing up, moved away due to her dad’s new job. I hadn’t seen her for almost two years when our folks said I could visit her for a week the summer after we both graduated high school.
I noticed right away that Joy seemed different, but I couldn’t say how. Once or twice she seemed about to tell me something but then changed her mind. She also kept going for private talks with Bart, a friend of her older brother Roy. I was jealous that she spent so much time with him when we only had a week together.
The third morning I woke up late and decided to work on my tan. As I headed out to the terrace, I heard something. I peeked out between the drapes and saw Bart on top of Joy, facedown on a chaise longue. His pants were at his ankles, and his butt rose and fell rapidly. She was moaning loudly. Finally I saw that he had his cock buried in her butt!