[MF] Happy Birthday Sugar Baby

I have been a SD off and on for about 10 years or so. A the time of this story I had been seeing my first SB for about a year, since she graduated from my senior seminar class… read the story how it started HERE. We started our arrangement right after my birthday in May so we were coming up on both my birthday and our year anniversary. Also, I knew she was leaving over the summer for graduate school, so our meetings had become more intense for both of us as we saw the end in sight.

Anyway, baby had asked if I wanted anything special for my birthday present and honestly, she would do whatever I wanted, so I had to really think about it. Little did I know it would turn into a bit of a small obsession for me after that. I asked her to worship my cock and see how many times she could make me cum in an afternoon. We usually spent a few hours in a hotel together and I would cum once or twice. I love to make the first one last with being edged, a variety of positions and my attention to her orgasms, etc.

I always plan out my sessions with Baby. [M][F]

I like to sit down and visualize the scene before I meet my baby. Obviously there has to be room for improvisation but I always know how each of our multiple orgasms should go;) https://i.imgur.com/kULm0NZ.jpg?

Spanked and Fucked My New 18 Year Old Friend from Reddit [F][M]

Wild day yesterday… I met up with my new friend at a hotel around noon for a few hours of fun. She had contacted me through DM after looking at my profile telling me she wanted to be spanked. See first part of this story [HERE.](https://www.reddit.com/r/gonewildstories/comments/mshup6/18_year_old_asked_me_to_spank_her_mf_5018/) Funny thing is a Different Redditor instant messaged me after I got home saying she loved my posts and really wanted to talk about being spanked and fucking a professor. We chatted for over and hour until we both came. It was lovely! She was a 20 year old woman from the midwest, very sexy.

Anyway, I met my new 18 year old friend at the hotel, after I checked in I texted her the room number and she came up. We had talked extensively over coffee a few days before about what we wanted to happen, so she knew what was coming. I had asked her to wear a short skirt with a thong and a butt plug. She did not disappoint.

18 year old asked me to spank her [M][F] [50/18]

Last week I got a DM from a woman saying she was interested in being spanked. She is 18, in my area and loves my posts.

I met her for a coffee outside at a local coffee shop. We immediately hit it off and chatted for almost an hour.

Talk became sexual very quickly. She had never been spanked and wanted to hear all about it, what I would do, etc. at one point during the conversation she asked, “I assume you will be fucking me too?” After a short pause I looked her in the eyes and said “yes, I think I will. And I will also take some photos or your red ass.”

She nodded, indicated she liked that idea. She said she was nervous but super excited.

We talked more about what we were into, about school and more. She has a Daddy kink but hasn’t pursued it much. She was super excited.

We agreed to meet at a hotel this weekend and have been sexting furiously these past few days. Stay tuned!

4 orgasms, 3 women, 1 day [M][F]

I am a 50 year married professor with a sugar baby on the side. Recently I have been searching for a new SB as my current baby and I will be parting ways this summer. The other day I had a 3 hour hotel meeting planned with my SB around noon. We like to meet at the hotel and fuck, then order room service, then fuck some more. But what happened will forever make me smile.

1- My wife woke me up early and wanted to have sex. We still have a nice sex life but not as frequent as it use to be. The Mrs rode me reverse cowgirl while she held the magic wand on her clit and I fingered her ass. After she came she jerked me off for a facial. She lets me cum all over her in the mornings before a shower;)

Generous Office Hours [MF]

Over 10 years ago a student propositioned me on the final day of the critique seminar class they are required to take in their final semester. Like any male professor I was and am keenly aware of line between church and state and until this moment had not entertained fooling around with a student. OK, ok, I entertained it all the time in my mind. There is always some sort of innocent flirting going on here and there. But like most professors, I like my job:). Also, none of us have private offices anymore and are rarely alone with any students one on one without others in the room or nearby.

This particular student had flirted with me quite a bit but never crossed a line at any time. On the last day, after class, she gave me an envelope with what I assumed was a thank you note. This was fairly common, I would usually get a few every semester. It wasn’t until after everyone left that I opened the envelope and read her very original note…

*Dear Sir,*

*Thank you for an excellent class, I came away with a much better understanding of my work and your teaching style is wonderful…*