Fucking a thick Married Milf [MF]

Was on a work project a while back and I was one of the leads on the project. Some of my employees started to have unnecessary drama with the employees at the client site. I listened to their concerns and told then I would talk to the boss at the client site if needed. I didn’t want to start unnecessary drama so I didn’t say anything but started to flirt/lightly touch the client site boss when we’d talk. Kinda buttering her up in case I had to discuss my employees issues.

The drama was over after the first week and I never needed to do anything but now the client boss started texting me more often and giving me ‘the eyes’ sometimes at work.

She was really cute in the pic on her employee badge but it was from a while ago so she was insert and had gained weight since then so I wasn’t as attracted to her as women I normally sleep with. So I wasn’t planning on doing anything with her.

My Petite MILF Forever [MF]

I posted an ad a few years ago on Craiglist in the casual encounters section. And a few hours later got an email from a woman so seemed real, We emailed a few times then exchanged numbers and started texting and set up a time to meet the next day. She was really cute. Mid 40s, tight body- 4’11 and less than 100 pounds, so i was hoping she had a pussy to match and she did.

I met her at a Denny’s, so that we could meet and make sure neither of us were crazy. We sat down and I ordered coffee and we awkwardly made small talk for a few minutes. I got the sense that she didn’t really want to talk and we both knew that we were going to a hotel afterwards so I just asked her if she wanted to get out of here. She eagerly said “yes” and said that she knew as soon as she saw me get out of the car, haha. I threw a few bucks on the table, not wanting to wait for the server to come back and ask for the bill, etc and we were off. We drove separately to the hotel we had discussed previously and I booked a room on my phone during the drive other there.

Cumming in a married woman from Reddit [MF]

I posted on dirtyr4r a few months back that I was new in town, recently had moved to Chicago, and looking for a FWB. Surprisingly, I got a reply the same day from a woman and we started messaging and texting.

She told me she was married and wanted to make sure I was cool with that. But based on some of the stories I’ve posted she figured I wouldn’t cares and…she was right. She www pretty young, a little younger than me so I was curious as to why she was looking to cheat and she said her husband just never fucked her and that she was really sexually frustrated.

We started sexting and I started to let on about a few of my kinks-creampies, dirty talking, cheating. I sent her some pics of my recent negative STD results and asked her if she would be ok with not using a condom, but that we should decide after me meet each other so we can get sense of the other person and don’t feel pressured into anything. She was cool with that and we set up a meeting for the next day.

[M]y petite MILF [F]orever. [Cheating] [pics]

A couple years ago I posted an ad online with my phone number a couple days before Valentine’s day looking for a FWB. Around midnight on Feb 13, I got a text from a woman saying she has been told she’s a vixen along with a face and clothed body pic. We started texting and agreed to meet the next afternoon at a local diner. She told me she had a boyfriend but that it was probably going to end soon as he had cheated on her.

Within 5 minutes of sitting down for coffee we decided we were ready to go, I left more cash than necessary at the table and we just walked out. I had looked up nearby hotels the night before in case this happened so I had her follow my car to the hotel a mile away. We checked in, and when we got to the room it was on!

Me: https://imgur.com/79EVL9P

Her Doppelganger: http://www.milfsgalls.com/allover30/e37866/12.jpg

She was about 4’11, 100 pounds or so, tanned skin (as in she tans too much), she was in her late 40s, but the body of a 20 year old, albeit with a few more wrinkles and stretch marks, a cute tight face, and longer brown and blonde streaked hair. Like you’d expect on a girl that likes to go out and have a good time/party.

Stranger Across The Street. Milf. (M/F)

The story happened while I was visiting my parents last weekend. A little bit about me: I’m a 30-year-old man, parents from India, raised in the US my whole life, easy-going/nice demeanor, and I’ve been told I’m easy on the eyes. Guess that’s for you to decide….check out another one of my stories for a pic of me.

My parents live in a townhouse which faces other townhomes right across the street. The room I was staying in was on the upper floor and looked out across to the other townhomes. I also have a habit of walking around naked in my own apartment and I continued this tradition in the guest room of my parents house. I also have a habit of staying up late. I wasn’t thinking much about it, but later on I realized I was walking around this room naked all night with the light on and if people in the town houses across the street might have seen me.  I felt a little embarrassed but also a little excited at the thought that somebody might enjoy watching me naked, just kinda hanging out and doing my thing.

Creampie for the Boss’s Boss. Pics..kinda. [29M/25F]

This story happened about 6 months ago. I was on a consulting job out of town when I got an email from one of the boss’s at the consulting company. The email was very nice and complimentary of me and my skills, near the end I got the sense it was the slightest bit flirty. I emailed her back (she is my boss’s boss) and decided to say something about how I looked her up on Facebook and I think she’s cute. She can text me if she wants. I was a little worried to be unprofessional but figured, I was complimenting her and based on my success with the company she’s not going to hold a compliment against me.

About 20 minutes later I get a text. We start texting back and fourth. And over the next couple of weeks things get more flirty. I’m saying she’s cute, she says I make her blush, yada yada yada. She has a fun, spunky personality so one day I text her that her personality turns me on. She responds that I shouldn’t text her things like that. (She is my boss’s boss after all). And she says she has a boyfriend….apparently.

MILF. Nurse. Creampie. Pics [29M/45F]

This story happened 4 days ago. I travel a lot for work, I’m a consultant. Usually for a 2-4 weeks at a time. It gets a little lonely in the weekends but sometimes I can find a a FWB on Tinder, another consultant with my company or this particular time one of the people I’m consulting for.

I do medical consulting so I work in hospitals and clinics. I’m no Adonis but I’m fairly handsome and fit. Here is a pic.

View post on imgur.com

I started in a new clinic last Monday. Usually most of the clinics have almost all female nurses, usually middle aged sometimes younger (not trying to be sexist, just sayin’). When I walked in on Monday I noticed a cute blonde nurse giving me a ”mom smile”. I smiled back, platonically, then she gave me a wink and went back to her work. I wasn’t sure if she winked or not. But everytime our eyes would meet she would wink again. At first I started to think it was just a twitch she had when she smiled. Haha.

New Years Cheating Creampie Quickie [29M/31F]

It was New Years Eve 2015, my friends invited me to a house party, I had not been to one since my college days. They told me everyone was going to be doing Ecstasy, which I thought was interesting. I normally don’t do drugs these days but this was a special occasion and I figured why not.

A little background on me, recently I’ve come to understand that I’m a fairly handsome guy and women give me opportunities that I was previously oblivious to. Also, I’ve recently started to make a pretty good income, which has made me aware of my “position” in the dating game. But I digress.