A Married [M]an’s 4th Confession: My First Viagra Fuck, With a Craigslist [F] Stranger on the Road

This is the story of my first post-viagra craigslist encounter, a most enjoyable one that took place on a road trip. There probably were some craigslist misfires between this one and the one I described in my third post, but I don’t remember them. But craigslist assisted me in more ways than one, for this and subsequent encounters. How I miss craigslist!

As a man in my early 50s, I was experiencing the effects of ED more and more. I was not ready yet to discuss this with my doctor, fearing my wife would notice the pills and ask about them. We weren’t intimate often and I did not really need them to do the same old things she and I were up to … me eating her till she came then fucking her for a short time until I came or she puckered out. She never came that way. And we never fucked more than once a session.

Meeting up – Chapter 1. [M/F] [Rough / BDSM]

Have you ever surprised yourself so much with a sexual fantasy that you felt disgusted afterwards? She asked, whilst taking a sip of the amaretto sour I ordered for her. I tend to order girls light drinks when I first meet them, I like to make sure that we’ve gotten to know each other, that there’s no surprises later that night and that we’re on the same page.

She seemed like an interesting character, yet strangely everyday. Most likely she dressed up a little extra for the occasion and put on a dress she normally doesn’t wear, she looked good in it, respectable and confident, more so than the usual girls I meet.

-Well, that depends on what you mean? I am not into poop / blood etc. but of course my fantasizes can be quite absurd sometimes.. to be honest though, I do not normally feel disgusted or regret even in real life, I tend to take it for what it is in the moment and enjoy it.

But what about forbidden stuff like, rape scenarios or incest etc? she asks.

Not Sure [mff]

“I’m not sure if this is a good idea.”

His voice was barely a whisper, drowned out by the droning of the train. But it felt too loud, as if he had shouted through the wagon. His wife didn’t stop, of course. He hadn’t really expected her to and was pretty sure he didn’t want her to. She let go of the earlobe she had been nibbling on and quickly looked around. Her fingers had found his nipple under his shirt and she pinched it hard enough to elicit a soft gasp.

“Yes, you do”, she breathed in his ear. “You would like getting caught, I bet. Maybe by the redhead?”

He glanced over the seats at the woman sitting several rows down. She was looking out the window, her long crimson hair tucked behind her ear. Could she see him, from the corner of her eye? His cock strained against his pants.

“Let me help you.”

Honeymoon With Mom – an 80s porn tribute – Chapter Eight[FF, FM, MMF, Incest]

**CHAPTER EIGHT**

One thing Elaine Moore hated about her rented place was the thin walls. She and her fellas were an inventive and unfortunately loud lot and after a couple of gang-bangs the neighbors reported the noise. “She works out or moves the furniture or something all the time,” one older resident had complained. Laney had briefly considered letting them in on her secret and inviting them to join the party, but thought better of it.

Fucking in her classroom was exciting but dangerous, frequent motel stays strained a teacher’s salary in this county and cars were…well, they just cramped her style.

Elaine’s predicament was shared by other women she knew in Greenleaf, other gals who liked to party with the town’s young men. Most were older and married, and were protective of their reputations.

So when one of Elaine’s studs would text her that he had a place to himself for a day or two, as Brandon Crane had on Friday morning, she’d send up the bat-signal…so to speak.

By Saturday morning the Crane homestead was the scene of an orgy, with clothes strewn everywhere and a dozen people fucking in various combinations.

Homeless shelter [MM]

I originally posted this (and a follow-up) to literotica years ago, thought I’d post it here. I also wrote a second part about the next day if there’s any interest.

This story is completely true and accurate, or at least as best as I can remember it almost 25 years later…

I’d always been a small kid, more brains than brawn. From junior high through early high school I was very insecure, awkward, out of place. But midway through high school I was introduced to drugs — pot, acid, coke — and suddenly I didn’t feel so uncomfortable all of the time. I felt hip and cool and less like an outsider. But it turns out I have an addictive personality, and pretty soon I was high all the time. I was smart enough and had enough structure at home to coast through high school. But when I moved away to college, living in the dorms, with no restrictions on my behavior, I really lost it…getting high pretty much 24/7, going weeks without showing up to class. It is not surprising at all that the year ended with me back at my parents’ house, having flunked out of school.

[MF] Personal trainer fucking a married client

So to preface this I’m a 26M personal trainer from Australia, and have fucked 24 different married women that are/were my clients. I fucked a handful of other wives that weren’t my actual clients, but just went to the same gyms as I go. As of now, I am having an ongoing affair with 18 of my clients..

Did an AMA last week where I went into a bit more detail, which you could find on my profile if you want.

So at the request of so many, I’m gonna start posting some of these stories, and am gonna start with the most recent time I had sex with someone’s wife which was a few days ago.

So this 28 year old girl with blonde hair and brown eyes is someone that I’ve been fucking for about two years. Fucked her a couple times throughout pandemic at my place, but never at her home ever since husband started working from home. But then Friday comes and she calls me and asks if I could come over, since hubby is heading to the office because of some server issue or something. She also said she’s got a cool surprise for me. So I tell her to come pick me up (this is what I usually do because it’s safer if they pick me up rather than me going over and a neighbour sees some random guy go inside their house when husbands away) and when i get in the car she gives me a sloppy kiss.

The Bosses Wife: Part Five [MF] [Interracial] [Straight Sex] [Busty]

“Morning,” I said politely as Jack entered the elevator.

“Morning,” he replied.

We stood in silence as we waited for the elevator door to open. Outside it looked like I was annoyed and even a tad angry, but on the inside, I was jumping up and down for joy. The idiot beside me didn’t know that I was the only reason he had got the partner position, neither did he know that his wife had sucked my dick while he was in my office and just last night had let me throat fuck her until I came down her throat not once but twice.

I thought about last night watching his wife’s throat swell as I pushed my dick down it. I coughed to hide my smile.

“You better not be coming down with something,” Jack turned to look at me.

“No,” I smiled. “Just had something in my throat.”

“Good,” Jack said, straightening himself up.

“I heard your promotion party went well,” I said as the elevator stopped.

“You did, it seems that everyone knows more about my personal life than I would like,” Jack said, storming out of the elevator.

An Unconventional Cuckold [MFM]

What is your view on what a cuckold is or should be? Do you envision a man with his cock locked away behind a plastic Chasity? His wife holding the key to his pleasure, if and when she allows her partner to cum. The wife constantly coming home with new cum inside her cervix. If that is your only thought, then let me introduce you to Mike and Brenda. 

I’m very upfront on FetLife, I don’t hide anything. I am upfront with my wants and my intentions. I’m a Bi male, I primarily play with just women and straight couples. On occasion I find a bi couple, and even more rare I’ll bottom for a single guy. When I say I’m bi, it’s nothing to crazy. I simply suck cock and bottom. Nothing more, I don’t kiss, cuddle, top. Mike and Brenda messaged me last fall, inquiring more about me. They were a straight couple living the Cuck lifestyle. We went back and fourth on wants, needs and desires. We seemed to mesh well, but both Brenda and Mike were adamant on no bi play. Which was always fine with me, I respect people’s wishes. The three of us connected well and in no time we were in a group chat on Kik. Brenda loved to make it known how much of a cuck Mike was. How she would make him watch as she was pleasured by other men, how she would make him clean up the mess in between her thighs that other men would leave. Both were very kind and caring individuals and I enjoyed talking with them both.

Bringing Your Work Home [wife}[cheat][slight dominance][work]

“Come in!” I called out, as I sat with the phone, on hold. The door opened and in walked Kathryn, green eyes flashing and that wicked playful look that seemed to always surround her.

Having grown bored with the hold music, I hung up to see what was on her mind. Kathryn had joined the office a couple of years before. Highly attractive and fiercely competitive, she had quickly become well respected. I had taken her under my wing, quickly showing her the ropes and she had now become my closest competitor. We also had become fast friends.

“What’s up?” I asked her, as I saw the playful look give way to nervousness. Kathryn walked over in front of my desk lazily dragging her hand across the leather back of the chair normally reserved for guests. “John I….” She began then stopped, “We have….uh”

Faltering again.

Seeing her distress I got up and walked around to her, pulling her chair out I guided her into it and started to walk back to my seat. “Kathy relax! It’s me John. Whatever’s bothering you will be fine. I mean hell if you can get me through my divorce there can’t be anything I wouldn’t be able to help you with. Now tell me what’s on your mind.

First time cheating [MF]

Anna was an acquaintance of my wife and someone I had spoken with several times about her jerk boyfriend. She was cute, short, long black hair, double D breasts, with a large plump ass. One afternoon Anna called me, she had a large fight with her boyfriend and wanted my advice. As we were discussing their fight, I mentioned issues I was having with my relationship as well. She asked if it would be alright to come over and I said yes.

The moment I opened the front door Anna walked in and gave me a massive hug. I could feel her warm soft breasts press into my chest as her hands wrapped firmly around my torso. We hugged for a long moment before parting. I had never thought about cheating before but there was just something about Anna that was starting to make me very excited. We walked over to the couch, sat down, and started to talk some more.