[FM] Took her to a private Lingerie fitting

(M51/F22) https://imgur.com/a/iL60nbj

The woman that helped us was such a lovely professional but she tried a few times to slyly ascertain our relationship status. I am older and have a wedding band that I wear. I knew she wanted to know, was this my young trophy wife? My mistress? My sugar baby? Hehe. It was so much fun and absolutely sexy. I bought her two different sets and fucked her in each one of them less than an hour later.

So yes, I am Married. I am in an ENM open relationship, my wife and I both play separately. Variety is the spice of life. I have been seeing my current college student bby, not a student at my school, for quite awhile. She loves the arrangement. We all love it.

Back to the story. After leaving the private lingerie boutique, we walked to a hotel I had booked down the street. We couldn’t get there fast enough!

It’s always the quiet ones [MF]

***** for the dirty stuff.
I am now a professor but previously I was a commercial artist with a studio in Manhattan. in that capacity I had an agent whose job it was to find clients, negotiate contracts and schedule production. Agents in this industry typically take 25-30% of an artists profits… if you were wondering. They don’t get paid unless you get work. When it works it works well, when it doesn’t work it’s miserable for both parties like a sexless marriage. Lol. I digress.

I had a wonderful agent for 10 years once, a long time in that business. No, she was Not the quiet one. The quiet one was her intern production coordinator. When she started at the agency she was 21, a recent NYU graduate. I was in my last year with this agent and unknown to me, in the industry. I was about 40 at the time.

I met Jenna when she first came to my studio to coordinate production on an upcoming advertising job. In my mind she walked in the door and we started fucking, lol, in reality it took a couple days.

[FM] My post said, Let me photograph you like one of my French girls

View post on imgur.com


(F20/M51)
On a recent trip to Paris I decided to try and fill some downtime with, well, fucking. I posted on Reddit and Tinder that I was a visiting photo professor seeking models for photographic explorations in my hotel room. I stated I was mostly interested in taboo, kinky situations.

I received a handful of messages and quickly started chatting with a younger uni student, Claire. She had a fantasy of Fucking a Professor and she was an arts student. She wanted to be spanked and fucked hard while blindfolded. She was shy about her bj skills, saying she wasn’t very good. So I had her practice on my cock while i gave her some pointers on [Deepthroat](https://imgur.com/a/7cTvN6n) and rimming.

I fucked her pretty much nonstop for 3 days and we photographed most of it. (It will all remain private minus a couple she approved for sharing). By the end she was very adept with my cock and asked me to cum in her ass on that last day. I had asked her what was the dirtiest thing she could think of she would consider doing. Her response after chatting about it, ass to mouth with an older man she barely knew.

[FFM] age gap 3some

(F22/F25/M51)

Had a 3some this week with two absolutely gorgeous women. Both are asian, one is from the US, the other Japan. Both are students in Manhattan.

J is 22 and my long time FWB bby. We searched on Tinder and found D, a tiny Japanese bombshell, perky tits and a bubble butt.

We met at a coffee shop then went straight to a hotel, all of us extremely horny. She wanted to Dom my bby with me.

I just want to say that as an older man, the fact gorgeous young women would want to fuck me is amazing and wonderful. Furthermore, double blowjobs followed by two ladies cum kissing… heaven on earth.

So many positions and spanking! So much cum and some squirting.

[M] As a college professor I have fucked multiple students

Never students where I teach however. There are lots of universities in the NYC area.

In the past year I have spanked and fucked a 19 year old, 20 year old, 21 year old and a 22 year old. Another 2 young women were part of a foursome we had and they were 20/21.

I have met them on Tinder, Feeld, seeking arrangement and in the wild.

Most recently I connected on Seeking with a 19 year old photo student. She contacted me and wanted a strict D/s arrangement. We met and discussed everything and she wanted a contract. I am very dominant but I rarely sign a contract. But I have to admit, it’s great having everything up front in writing. She had only had one other experience and had not liked it much. We decided the first meet would be me photographing her in a lot of sub positions and then starting slow with a light spanking, pussy eating, deepthroat and face fucking.

[MF] That time I flew in a Reddit slut to be my toy all weekend.

We had chatted on Reddit for a couple months after meeting on the age gap personals sub. I am 51, she’s a college student and 20. We flirted and got to know each other. We sexted and we really liked each other. She is very submissive and i am quite dominant. We made each other cum a lot!

After awhile and many laments that we weren’t closer…. NYC/Chicago, she asked me one day to fly her in, put her up in a motel and literally use her all weekend. I never thought it would really happen, we are both super busy and we don’t actually know each other that well outside of Reddit. But we talked about what we would do, what I would do to her. We talked and came a lot. Then one day I said, you are coming this weekend, she agreed.

I picked her up at the airport and made her suck my cock as we drove to the hotel. Immediately I was in heaven as her Deepthroat skills were top shelf. I concentrated on driving so I wouldn’t Cum.

[Group] That time my sugar baby and I picked up two college girls at a Starbucks

There’s no tag for a FFFM 4some but I don’t think group is the right description.

At any rate, I was meeting my long time sugar baby for a coffee before going to a museum and then a hotel. (She is 21, I am 51). We were sitting and catching up, our timed tickets were a bit later so really, just killing time. She’s always been easy to talk to, and we were just going back and forth. Laughing. Touching a bit. Clearly flirting. All of a sudden a young woman across the table said, “Hi, sorry, I don’t mean to eavesdrop but are you two a couple?” She giggled and her friend looked mortified. I decided to put her out of her misery.
“Well, yes, that’s ok. She’s actually my sugar baby.”
Silence.
“Wow” she said, “I’ve always been curious about how that works”
Her friend again looking like she would die from embarrassment.
I turned and looked at my SB. We’d been seeing each other almost 2 years and had had a number of threesomes at that point. She smiled a tiny smile and nodded.
I focused again on our new friend and we chatted for about 10-15 minutes, she asked a lot of questions, mostly to my SB. Then looking at my watch I said we had to go to the museum. We all started saying goodbye and a felt like taking a chance. I wrote my cell in a napkin and slid it across the table. “We will be at a hotel around the corner in a couple hours. Join us if you want.”

[FM] housewarming fuck

This is a continuation of a story about meeting and face fucking a realtor. It’s not necessary to read [that one](https://www.reddit.com/r/sexstories/comments/ykg0q9/face_fucking_my_realtor_mf/) first, but why not do it anyway?

After 6 months my new studio space was in full swing. It was a big, open loft space in the garment district with a small kitchen, and a lounge area with sofa next to a couple desks. I had two employees and everything was right in the world.

As I stated in the last story, my former realtor had suggested i fuck her on my sofa as a housewarming gift…. And, it was about 6 months until she was getting married.

It took a couple of weeks to align our schedules and find an early evening that worked for both of us. She was accountable to someone and I had employees. But we managed and one night around 7pm she came over.

It was late September and the sun set out of my windows on the upper floor of my building was stunning. The air was crisp. I’ll never forget it. M walked into the space dressed to the nines. She has used a formal work event as cover and was wearing a black dress with serious heels. Her hair was perfect. Her whole presence was perfect.

[MF] Face Fucking my Realtor

I used to maintain an office in Manhattan over the years, I moved about 4 times in Chelsea.

My last move started the same with a call to my long time agent. However, he had left the company and I was paired with a woman I will call M. After a conversation about what I was looking for she arranged to show me some possible spaces. As a photographer I have very specific needs and it’s never easy to find a space that is cost effective. But she called back quickly and we agreed on a time and place.

The next day I waited in front of a building for M to arrive. She showed up and was much younger than I had thought she would be, 25 or 26 perhaps, long brown hair, 5’2 or 5’3”. She had a big smile, a thin frame and very large breasts. I am more of an ass man if I am honest and I remember thinking, ok, wow. Very nice.

Trying not to look all dumbstruck I kept it professional, we shook hands and found the Super the keys to the space.
Ngl, I was very distracted on the elevator ride up to the space as she described what we would be seeing and the particular lease requirements and exceptions.

[MF] I am a Professor fucking two students

(M51) (F20) (F22)

Not at the same time unfortunately, lol, and not from my university. NYC has a lot of colleges thank god:)

J is 20 year old junior, I met her on Seeking and we meet about once a week. She gives the most amazing Deepthroat ever. No gag reflex at all. She lets me do anything and even told me recently she prefers anal. I saw her this past weekend and came down here throat and on her asshole as she moaned yes Daddy!

I didn’t love being called daddy at first but it’s a full on kink now.

A is 22. I met her on Tinder believe it or not, it does happen. We have been fucking for over a year and a half. With A who is super shy, we have gotten dirtier over time. she likes being told what we are doing, is Completely submissive. She is not a sugar baby. I buy her gifts, toys, clothes, etc. but it wasn’t started as a sugar relationship. She has wealthy parents and her own Apartment. I go over and use her as often as I can. She likes being taken, used, degraded and slapped around. I also fuck her ass regularly.