The phone call from Lester came as a real surprise. It must have been a dozen years since we’d had contact, when I took some golf lessons with him (he was the pro at our club when we could afford to belong to one), and he’d really improved my game. He was an incredibly good-looking young fellow, and I’d been startled when he indicated that he’d like to improve more than my golf game! Hell, I was 20 years older than him! Something probably would have come of it if my SOB husband hadn’t gotten wind that something was up and “ordered” me not to see Lester again. This from a sleazebag who was nailing every bimbo he could!
Lester said he was just in town for a couple of days and wanted to see if he could get hold of me and try to talk me into having dinner with him. We must have spent an hour on the phone catching up. He mentioned he’d heard from old local contacts that I wasn’t married anymore. When I said I’d dumped that asshole, he said, “Yeah, he was kind of a douchebag.”
We agreed to have dinner, settling on a new place I’d wanted to try. (The restaurants he suggested were long gone!) As soon as I hung up, I headed to my closet to look for something to wear. Of course I was getting ahead of myself. In addition to me being 20 years older than Lester, now we were both a dozen years older than we’d been.
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A few years ago I wrote Penthouse Letters about a sexual adventure I had ten days before my wedding. An old boyfriend came to town and we wound up having sex. It was in retaliation for my fiancé getting a blowjob at his bachelor party, but I had unfinished business with this man. We reached closure on the sweaty sheets of his hotel room.
When I wrote the letter, I told my old boyfriend about it and I’m sure he’s jerked off to it all the time. I know my husband read it. I never confessed it was me, but I’m sure he suspected.
I’m in my early 30s, with a hot body I work hard to tone. (My 34DD boobs are all natural.) I do some modeling, including infomercials that I bet you’ve seen. Doug, my husband, is 15 years older than me—a great-looking guy and great lover who keeps me satisfied. But I often think about my fling.
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My ex-girlfriend Lois was 21 when we met. I was 24. She was raised as a nice middle-class girl, open-minded about most things in life.
Lois was living at home with her parents, and one day when neither of us had classes we decided to polish off a bottle of vodka from their liquor cabinet before going out to a bar. We were a bit drunk when we got to the bar, which was dead at that time of day. There was one other customer in the place, so Lois and I sat in a corner with our drinks.
We got a little frisky, if you know what I mean, and Lois playfully rubbed my hard-on through my jeans. “You like that?” she teased. “I bet you want to fuck my tight pussy.”
The bartender, a guy in his 50s, looked at us disapprovingly. The other customer had a dirty smile, clearly enjoying the show.
“Stop before you get us thrown out,” I said.
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My wife and I have been married 30-plus years. At 55 Francine looks 40. She’s about five-feet-four and 120 pounds. Keeps her hair and nails done all the time.
About six months ago I knew something was on her mind. Sex was almost nonexistent. After one of our rare sessions she said, “Let’s talk.” Then she said, “You know your fantasy of seeing some young hung stud do your wife?”
I said, “Yes, but you told me it would never happen.”
Francine said, “Maybe it’s my age or all this cougar stuff, but I want to do it.” Just hearing this, my dick got hard. She went on to say, “A big hung black guy.”
I go, “What?”
She said, “Think of me sucking that big black dick.”
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At the time of the story I’m about to tell you I was a woman happily married with no kids but I sure did want one or two. I’m five-seven, 115 pounds and worked out every day for at least ten minutes to keep my figure that my husband of 13 years said was as good as any model he’s ever seen. I got hit on by men regularly.
Before my husband I had never been with another man. Neil is a wonderful self-made man who worked his way up at a big store in our town to be department manager. Three years ago we tried to get pregnant. We had been trying for two years when the man that owned the store had a stroke and passed the store on to his son Jeff. Jeff was 55 and lost his wife to cancer the year before. At the funeral I hugged and kissed him and told him we felt for him.
At the first company holiday party after Jeff took over the store, he came up to me and said he couldn’t forget anyone as pretty as me and danced with me I think four times. Neil told me Jeff was falling for me because he couldn’t keep his hands off of me. It’s true Jeff did feel my ass a lot when we were dancing, but I had looked at Neil and he didn’t seem to care so I let him—and wiggled it for him!
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A dozen years ago, after two years of marriage my wife and I decided we needed to spice up our sex lives. For my birthday we’d rented a condo in New Orleans, and to my delight Aline finally agreed to check out a swingers’ club.
Aline stands five feet four, with big tits tapering to a tiny waist and cute bubble butt, and long dark hair, green eyes and a year-round tan from sunning nude by our back-yard pool on top of her naturally dark complexion. Her clincher though is what I term her “yo” smile. When she flashes it with her bedroom eyes, I always know what guys are thinking!
We flew in Thursday night, had dinner and got to bed relatively early, to be rested for the swingers’ club on Friday. While Aline got dressed, I delivered her a stream of mojitos to make sure she was relaxed, not to mention horny—one of the many things I love about her is that booze makes her horny!
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I spent last summer working at my dad’s friend Carl’s ranch in Kansas. This may be surprising for an 18-year-old girl, but I love the freedom the wide-open spaces bring to my senses.
One morning after chores I heard odd sounds in the shed and was shocked to see Carl coupling with his maid-cook Rosa (who’s 40 and married). They were too wrapped up in what they were doing to see me. Her dress was pulled open at the top, leaving her large olive- color breasts visible, and her skirt was at her waist. Carl had her lying across the table, with her panties lying crumpled on the floor. Her large boobs flopped around as his head moved around between her open thighs. Being a virgin, I’d never had that done to me. I felt the excitement between my legs.
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My wife and I had been married for 15 years when this event occurred. Kerry and I had gone out with our very old friends Rick and Dawn one Saturday evening, as we did usually once or twice a month—dinner followed by drinks. After all those years we were very open with each other. We often talked about sex and did some harmless flirting.
This Saturday we decided to go back to Rick and Dawn’s for more drinks and conversation. We lit a fire and sat talking for several hours. After a couple of scotches I was getting sleepy and bored with the girls’ chatter. I said I had to get some sleep and went to the guest room. I guess Rick, soon after that, excused himself and went to bed while the girls stayed for another hour talking.
They kept giggling and laughing, which even from the guest room made it just about impossible to sleep. I lay there dozing off and on until about two in the morning, when I heard whispering in the hall just outside the door—then giggling, then more whispering. The door to the master bedroom was directly opposite, and it seemed like they were having a conference about something really intriguing.
What could it be? Now I was wide awake, straining to hear what they were talking about. I did, and could not believe my ears. Dawn was trying to coax Kerry into their bedroom!
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I just started receiving your magazine here in prison and love it. I knew other dudes were turned on by the same shit. I’d like to relate one of my favorite experiences.
Years back I was dating a beautiful girl named Dot. We got serious, and had many sleep-overs. Our oral enjoyment was mutual, but she had a hard time achieving orgasm from fucking. She had to stimulate her clit while I fucked her. She assured me she’d never come from being fucked by anyone else either.
One day when I was at her house and she was at work, I was putting some of her clothes away and in one of her drawers I found a huge black cock-shaped dildo, along with five or six magazines featuring naked black men with huge cocks. I was shocked but at the same time very excited.
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I own an audio and video business. My bread and butter is providing video services for weddings.
I’ve been friends with Gina for 15 years, since our mid-20s. About six years ago she married Barry, and I’ve been friends with him since. Gina was always an attractive girl. She’s about five-foot- nine, 135 pounds, with long dark hair. She had “bite-size” boobs until two years ago when she gave birth to her and Barry’s only child, and all her pregnancy weight went to her chest.
Her boobs are huge now, probably 35Ds, and I don’t think she switched out any of her clothes to compensate, because in every outfit she wears, her jugs are on the verge of falling out! All guys get silver-dollar eyes around her. Barry is also really good-looking—tall and in fantastic shape. He’s a police officer in a neighboring town, rotating schedules every eight weeks—8am to 4pm, 4pm to midnight, or midnight to 8am.
About a month ago, while I was having lunch with Gina and Barry they asked if they could talk some business. I said sure. They asked for my discretion; I said of course. They asked whether I’d ever done video-recording services of “an intimate nature.” I said I hadn’t. Barry said he and Gina were interested in recording themselves in an intimate setting before they got too old and out of shape, and asked whether I would be interested. Gina said I could keep a copy as long as I promised not to share it or distribute it. I said they could count on me.
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