First Time Bi Stories

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My First Mistress Ch. 02

by First_time_bi on Sep 18, 2017
BDSM

I spent the next 10 days at the gym. I cut my calorie intake dramatically, in fact, I cut it too much as I was feeling pretty weak most of the time. I had reached a plateau and I seemed to stop losing at 195. On the Saturday before my dinner with Miss Rebecca, I was down to 193. In desperation, I resorted to an old wrestling trick. I cut holes in a plastic b...

My First Mistress

by First_time_bi on Sep 18, 2017
BDSM

I just turned 40. Damn, I never really thought that I'd see this age. Every time I've entered a new decade in my life, I've stopped to take stock of my life thus far. When I turned 20, well, let's be honest, I wasn't thinking about anything at 20 except getting laid. At 30, I was pretty happy that my 20's were over and I was ready to settle down. At 40, I am...

First Time Bi

by AcworthBIMale on Sep 13, 2017
Group Sex

This is a true experience I had a 2 years ago, and was one of the best times I have had. I had always been curious about having sex with another guy, but never did anything about it. It was just before my birthday last year that I decided now was the time to start. I found an ad on the Internet for a bi couple that was looking for a guy to have some fun wit...

Duchess Ch. 01

by First_time_bi on Sep 15, 2017
BDSM

Another hotel bar in another city. The life of a traveling salesman. I'm not complaining. I enjoy it; I always have, but it's the same scene over and over again. A bar with too many men in it, all trying to one up each other with road warrior stories. I sat, nursing my Jameson's on the rocks, reading one of my favorite books, "The Unbearable Lightness of Be...

Duchess Ch. 03

by First_time_bi on Sep 15, 2017
BDSM

"20 Duchess" My ass was on fire, burning as she finished the last spank. She kept her hand on my right cheek and I could feel the heat radiating from my ass and from her hand. I was amazed by several things at the moment, first, the tears that streaked my face, second that my cock was hard, straining against the leather strap, and finally-my overriding thou...

Duchess Ch. 02

by First_time_bi on Sep 15, 2017
BDSM

Obviously, I didn't sleep much that night. My hard cock rubbed against the sheets and I fought the desire to touch myself as the thought of kissing her foot in front of anyone who could see made my cock throb. I woke in the morning after a fitful sleep. I stumbled my way to the shower, noticing that my cock and balls were covered in dried precum. I washed m...

First Time Bi

by Dragon Dreamer on Sep 13, 2017
Group Sex

I was bored at home one day, surfing around and chatting on IRC, when I decided to check out the local bi channels. I had been curious for awhile, but was nervous about delving deeper into my bisexual side. I knew that my primary attraction was to women, but the idea of sex with a man also turned me on. I was looking for a couple, with a bi guy, as I wasn't...

Yes!

by First_time_bi on Sep 14, 2017
Letters & Transcripts

***I wrote this several years ago for a Mistress who had me under consideration. I just found it and thought that I would share it. It is not sexual, but does have sexual content. I think that whether or not this is your cup of tea, we all should find what makes us wake up in the morning, saying Yes!*** ***** I love that you asked me this question. I think...

Chat Room Meeting

by First_time_bi on Sep 16, 2017
Group Sex

*This is a true story, except for the bit of poetic license I took to make myself appear a bit more calm, cool and collected...Enjoy! * Fifteen years ago, the internet was really in its infancy, but it was opening a whole new world for me. Growing up in a small Ohio town, there was no talk alternative lifestyles, but even then I knew that I was different....

Chat Room Meeting Ch. 02

by First_time_bi on Sep 16, 2017
Group Sex

As we lay together, Cynthia toyed with my cock, stroking it up and down softly, then squeezing the head hard, watching as my cock filled with blood and made my normally big head engorged, purple and angry looking. While enjoying her playing with me, I found my hand wandering down to toy with Lou's semi hard cock. I marveled at it's softness and had an overwh...