Face Fucking my Realtor [MF]

Last summer I was looking for new office space in the city and I called a realtor I have previously used in Manhattan. He no longer works there but I was paired with a young woman newish to the company in her late 20s… early 30s. Never did ask…. I am 47.

We met at a Chelsea address to see a new listing and after some small talk we took the elevator up. She was so beautiful and in a skirt with high heels… very hard to concentrate on the task at hand.

We looked at 5 or 6 spaces and sexual tension aside, it was a professional experience. A couple days later she called with some new listings and we agreed to meet. On my way to the meeting I decided I needed to hold off on the move for a bit but to be honest, I just wanted to see her again. However, as a professional I don’t like people wasting my time so when I saw her in front of the specified address I told her sorry, I can’t commit at the moment. Told her I was sorry to waste her time that to be perfectly honest I just wanted to follow her around empty offices some more.

My sugar baby was Addicted to Rimming me [MF]

My current baby is a good little sub and she will dutifully lick my ass when I tell her to. She doesn’t hate it but I don’t believe it’s her favorite part of our sessions. Awhile back I had a baby that not only wanted to rim me constantly but would cum when I rimmed her.

We would fuck too, of course, but usually what would happen is when she got to my hotel room we would chat for awhile about our week. She was super funny and I always loved talking to her. We didn’t have a dom/sub arrangement like most of my babies, she was more of a brat and she loved rimming. While we were talking I would tell her to take her clothes off so I could look at her and spank her ass… and sometimes I did. But what usually happened was she would start sucking my cock and deep throating me, then she would suck on my balls and then, yes, she would lick my ass enthusiastically. Quite often she would do this until I came the first time. More precisely, she would lick my ass and jerk me off until I got very close, sometimes doing it for an hour… then when I was ready she would quickly get on her knees so I could give her a facial.

I fucked 3 different wo[m]en this week

So, not at the same time but I have a wife and currently 2 sugar babies. [M47 F44 F26 F18]
I have had a sugar baby rather consistently for 10 years, never intended to have two. And yes, the mrs does know And has her own extra curricular activities.

Anyway, my long time baby (F26) told me not too long ago that she might want to stop, It makes me a little sad as she’s rather perfect but sugaring is like that. I started posting on reddit about sugaring and hadn’t even started looking again when a lovely young woman (f18), read my posts and contacted me about being a baby. Long story short, we met, made a plan and then fucked. More specifically she sucked my dick wonderfully after I spanked her little ass red, then I fucked her and came on her asshole. Then she sucked my cock again and I came on her ass one more time. Heaven!

Fucked my first Redditor [MF]

[M47/F18] I have shared a few stories about being a kinky sugar daddy here and on a couple other subs. A young woman messaged me and we are quite close to each other. She said she wanted to try to be a sugar baby. We met for coffee and got along nicely, talked about what we like and made a plan to meet at a hotel the next week.

When she got to the hotel she was a little nervous having never done this before and having never slept with a man my age before. We chatted for awhile and she seemed ok so when I said, I want you to take off all of your clothes now… she eagerly complied by saying Yes Sir.

I had her get on the bed and present her body to me, head down and ass up towards me. Her pussy was smooth and quite beautiful with her labia peeking out. And although sh didn’t want to do any ass playing, her little asshole was gorgeous.

First thing I did was to stick my face in her pussy. I licked and sucked as she moaned, squirmed and told me how good it felt.

Propositioned by a student and I said Yes! Pt. 2 [FM]

See Part 1 [Here](https://www.reddit.com/r/gonewildstories/comments/f1ubz6/propositioned_by_a_student_and_i_said_yes_fm/)

Our first meeting was at a decent hotel in Midtown, I checked in and sent her a text with the room #. When she first came through the door I was a little bit in shock that I was doing this, that this was happening to me. She was so gorgeous and it being summer in NYC, she was not wearing much. We sort of looked at each other then awkwardly hugged then made out with surprising passion and gusto. After a short while I pulled away and told her to get on her knees in front of me. She smiled a small, sly smile and promptly got on her knees and looked up at me. Yes Daddy? We had previously established she would call me Daddy or Sir and I would refer to her as baby or slut. I told her to undo my pants and take out my cock, she promptly did so. I instructed her to take me all the way in her mouth and to deep throat me without using her hands, all the while looking up at me. She gagged a little at first but was surprisingly adept at taking my cock all in. After a few minutes I grabbed the back of her head and held it as I fucked her mouth hard and fast until she couldn’t take it and pulled away, drool flying everywhere. Panting and smiling she looked up at me and I told her to get on the bed and strip for me.

Propositioned by a student and I said Yes! [FM]

University Student/professor – She was in her early 20s, I was in my early 40s. I am sure there have been a few stories like this on here but for me this was a life changing event that I still think about all the time…

On the final day of classes one of my graduating university students gave me card. This was not unusual as there are usually a few students who excel in a class that like to say thank you. However, this one was unusual in the sense I was not expecting what I got, at all. When I opened the card after class was over there was a nice note inside thanking me for a great class and then a PS which said, “I may be way off base but I don’t think I am… I want to have a sugar daddy and I want it to be you. If you like the idea text me and let’s meet next week at a hotel. Now that you aren’t my professor I would like to fuck you and explore being a submissive while I apply to graduate programs. Say yes.”