The Security Guard (part 1)

I’d had a great rapport with the security guard at work for a couple of years. I called her my ‘work wife’ for quite a while and often spent my breaks talking or walking the halls with her since our breaks had lined up quite nicely. We had gotten to be pretty good friends and a lot of our conversations would have bordered on more than flirtatious to the casual observer. I think we had shared more in common in our home lives with not being 100% satisfied physically, and the friendship we had built at work just sparked something that we weren’t expecting, but neither of us argued with.

Most of our walks were harmless, day-to-day talk, but occasionally turned into flirtatious innuendo. Neither of us had sex as often as we’d liked, and we’d gotten comfortable enough talking about it. She had that full figure that I just could NOT get out of my head, no matter how much I tried. Her long, wavy hair was always pulled back, but I couldn’t help but picture it down and surrounding me. I kept making jokes that I had a ‘hiding spot’ that was out of camera range to go to every time we got flirtatious and she would jokingly say that she would find it eventually.

I fingered her while she talked with her friend [MF]

This was when I was living together with my ex partner and she had invited her friend for a sleep over. No there’s not gonna be any threesome.

The plan was that she would sleep with her friend in our bed and I would sleep on the sofa.
So after dinner and some tv we finally decided to go to bed. They were faster than me so they both were already laying in bed when I came to say good night to them. My ex partner insisted that I sit next to her for a while. Her friend was on the wall side of the bed. She was facing towards her friend and laying sideways and her blanket didn’t cover her properly. So I could really see her ass popping out of the blankets. She was wearing her shorts so I could see her bare legs and her ass peeking .

How did we get here? [MF]

This is a fantasy based on a previous encounter, if it had gone a little differently…

We had been friends, growing closer. While I adored him and wanted more, I never thought he would be interested. I’m not as feminine as his usual type, and I’m certainly not experienced. I don’t think he’s aware that I’m a virgin, but he may just find out soon enough.

For the past couple weeks we’ve been discussing sex more. Favorite porn searches, biggest kinks and those of which we’d want to try if given the chance, I had assumed this was merely because we’ve been getting closer as friends. All seemed as normal as my other friendships, until one night. I was feeling particularly brave and decided to take a picture. I wasn’t sure how I felt about nudes, so it was simply just my breasts in a bra. I was surprised he responded immediately, wanting to see more. Unsure of what to do, I suggested we hang out the next day and if I’m comfortable he could see more.

NNN Day:15 I Died And God Gave Me Cheat codes.[M22xF30][Paizuri][Boobjob][FaceFucking][cum covered fucking][cum in mouth][doggy style][filled up][creampie][elf girl]

“Fuck I’m late.” I exposited.

I was running to work, my stupid car broke down. I hate cities. I hate that I had to move here. Stupid job. My suit was hot, why did this happen during the fucking summer?

I turned a corner and sprinted down the sidewalk, bumping some people along the way. I got called some nasty things but didn’t have time to apologize.

I turned another corner, the last street before my job, I had maybe five minutes left to make it. There was a crowd of people fawning at something. I grunted and just kept running.

As I made my way through the gathering crowd, I felt a sharp pain in my chest. I stopped running to look down at blood running down my chest. A gaping bullet wound shining through my white undershirt.

“Oh.”

And the world went black.

I woke up later. Not in a hospital, but in someone’s apartment. It was shoddy, horribly decorated, and smelled awful. I was sitting on a secondhand couch that was torn to shreds from one thing or another.

She seduced the entire bar before we went upstairs [mf]

I arrive at the bar a few minutes early. The place is packed but I slip into a corner table high enough to see out across the crowd. Twenty and thirty-somethings fill this place, and I can’t help but be drawn into the different hopeful storylines unfolding across the room. In a place where very little can be heard above the music and the noise of the crowd, it’s fascinating—almost erotic—to watch body language begin to speak the things where words might fail. Old fashioned in hand, I wait and watch.

She barely hears his joke but still laughs, brushes her hair back and playfully touches his forearm. Another man calls out his drink order, puffs up his chest and strikes his best alpha pose behind a group of women he’s been eyeing for the past 10 minutes. A woman gives a lingering glance in a man’s direction only to coyly look down when his eyes find hers. She tucks her hair behind her ear and pretends to be interested in what her friends are saying. There’s this palpable but unspoken sense of seduction beneath the surface here, where eyes talk and intentions become clear with gazes held too long.

My fantasy pt3. [m 54, f42] (anal, bbc, cuck)

Without a word I stood up and escorted my wife to our room. Before the door to the room was open her dress was off. Before she got to the bed her bra and panties were off. She climbed onto the edge of the bed on her hands and knees and said “fuck me in any hole you want” I was shocked at how she was acting. I had never heard her talk like that nor ever had permission to fuck her ass. So I was not going to let this pass.

I dropped my pants and held my ridged cock out straight. I slid it over her pussy lips and could tell she was wetter than I had ever seen her. I then put the thick head of my cock against her anus and pushed. It took a lot of pressure but it finally popped inside. She gasped then pushed back onto my shaft until I was balls deep in her ass. The feeling was amazing. But there was no time to stop and enjoy it. She began thrusting back and fourth on my cock like a woman possessed.

My fantasy pt2. [m 54, f42] (anal, bbc, cuck)

Joe was friendly and outgoing. All the traits one needed as a PT. But also all the tools you need to be a stud especially looking like he did. Jen picked up immediately around him and became almost bubbly. I told myself it was due to the champagne, but the truth is they had a past and it was longer than what we had at the time and they were still friends after all. Friends that had not se each other in years. Or so I thought.

She had told me when we were dating that her ex moved off before the divorce was final and that they had not connected since. But in the casual conversation he mentioned they had not seen each other since their vacation trip to Miami a full year after they divorced. She smiled and agreed then looked at me with eyes that said ‘please don’t start something”. So I let it go for the moment and continued to let them catch up.

My fantasy [m54, f42] (anal, cuck)

My wife and I have been married for eight years now. It is the second marriage for both of us. Her first marriage was when she was 20 years old to a college friend. That lasted 10 years until she divorced and ten spent two years singe until; she met me. We dated for two years before we tied the knot. She is 42 now. I am 54. I was married for 15 years and was single for 5 before meeting her.

When we were dating and for the first two years we were married she rarely talked abut former lovers, and was even more secretive about her ex. She only ever spoke of a few things regarding him. She said they grew apart but were still friendly. That he never went down on her once in all the years they were together. And that all things considered, I was a better lover. But the information about him changed quickly in our second year of marriage. She had gotten a wedding invitation to a friend and would out her ex was going to attend as well. She decided to give me some more info so I would not be shocked once we met in person.

I fucked my wife’s friend who was staying with us [MF]

Sorry for the delay. But as promised, here’s another of my cheating adventures.

My wife’s friend Stacy tends to move around a lot. She went to college with us and lived in our neighborhood for a while. Before we had a kid she would always come out with me and my wife on date nights, to the movies or out to dinner. She moves to a different city every few years for school or work and she was in between things a few years ago so she moved in with us for what was supposed to be a few weeks but turned into 4 months. But I liked having her there. She was basically a live-in babysitter. Stacy is the one of my wife’s friends I would say I’m also very good friends with. She’s really smart, a big reader. I just really adore her. Always have.

While she was staying with us on weekends it turned into something of a tradition for my family to go to bed early and her and I would stay up late watching movies and drinking wine. Sometimes we would talk. We’d talk about her relationships. Nothing sexual, but she never talked about this stuff with my wife for whatever reason so she would tell me this stuff.