What are you doing or thinking about doing you never imagined.

I think I am a typical guy who has explored his sexuality at some point in life.
Up until my 40's I was a confirmed hetrosexual. Loved women especially eating pussy.
But at some point, about the time Penthouse Letters and Forum came out publishing an occasional story with some bi action for the men.
I really liked those stories to the point that I looked for only them and was disappointed when there weren't enough. This was way before the internet made finding these things easy to fine. I knew there were mags in the adult stores that were bi and gay orientated but the thought of anyone finding out my dirty secret prevented me from exploring that route.
So much later with the explosion of the internet I was able to explore these things in private. I found literotica and wrote stories as an outlet but soon that wasn't enough so I really started fantasizing ways to explore without getting found out.
Finally many years later I had my first experience with another man and loved it immediately. We spent a hot afternoon enjoying oral sex. All I had thought about was oral, giving and receiving. Nothing more.
At some point my partner rimmed me and I exploded with one of my most memorable orgasms.
A few, very few women had done this wonderful thing for me and i really enjoyed it, but never asked for it for fear of being refused.
But as I left that mans bed room on my way home I relived that feeling of having a tongue in my ass. I couldn't get that feeling out of my head to the point of thinking that maybe I would let him fuck my ass. I came very close to reconnecting with him to try to relive that wonderful ass licking and more.
Sadly I relocated and never connected with him again.
To speed this up, over the next few years my "I love sucking cock but I would never....." list changed.
My won't list changed from: would I let just anyone fuck me......or rim another guy......or god forbid kiss another guy!
Now after a few oral experiences I am ready to do it all.
My last cavet is I "don't fuck on the first date!" And kiss another guy?
Well when I find the right guy to take me anally I want his tongue to fuck my mouth like his cock fucks me ass.
So, finally, I guess my question is: What are you doing or at least fantasizing about doing that you never imagined you would do?

You hit this one right on for me. I never would have guessed that I would want to rim a guy but now it is a fantasy in addition to sucking a cock.
 
I have been fantasizing about, then thinking about, then researching, then planning and NOW I'm making reservations for a long four night weekend at a suite in a gay resort in Palm Springs. I have a day of business nearby and the rest is my time.

I could have "imagined" that, but I never would have imagined that it would be with my wife's blessing and at her suggestion! During a recent trip to Palm Springs as a couple, we happened by such an enlightened establishment and she "caught" me checking out some twinks outside (after I uttered "Mmm, mmm, mmm" under my breath).

She said, half jokingly, "Why don't you stay there when you come down for...."

"Really?" I said. "You'd be OK with that?"

"Sure!" she laughed. "You need it and it would keep you off my ass for a weekend."

After getting home, and after more conversations, the "joke" became reality.

Well...I take the "never imagined" back to a certain extent since we've never had any secrets. She always known of my gay/bi past (and I hers), my penchant for all things anal, my eye for the fellas, and my way less than vanilla sexual "needs". She's been more than a willing participant in incorporating those things into our sex life but she's older than me and...age...arthritis, pulmonary fibrosis, fibromyalgia and the physical toll of over 40 years as an RN have slowed her down and made many of our prior sexual acrobatics impossible for her. What we do together is still satisfying, but she knows I'm insatiable and it's implied that I might look for boys, but not girls, away from home.

This will be my fifth solo out-of-town trip in the last calendar year, for one reason or another, with the implied intent that I might attempt to hook up on each one. I hooked up on two of those trips, one sweet and intimate, one quick and dirty. This will, obviously, be the first with the explicit intent of having a long weekend of ass-fuckery and I fully anticipate the experience to meet and exceed my anticipation.

Still...who knew my complicated sexual life, would now seem to be so seemingly simple, when I'm a SEXagenarian. How appropriate.

Did you ever take this trip?
 
Swinging, Dressing & Men

Two thoughts:

1. I have crossdressed since very young, I never thought I would be so obsessed about finding men for pleasure. Difficulty is, there's lots of talk but little follow through on the part of men. So, it remains mostly fantasy.

2. I had a girlfriend [we recently broke up, not for sexual reasons] I never thought I'd be so into having MFM threesomes with her. I loved the thought of her with other men. I was such a turn on to see her perform and share her. I was completely open to having her meet men without me.

It resulted in a few live threesomes and lots of role play and sexy talk. We did talk about swinging but it never happened. Never thought I'd be so into a woman I dated being with others but it was a gripping fantasy.
 
I am considering looking into possibility of doing some life modelling. An ex told me that males willing to do nude sittings for private or college art classes are always in demand. I am looking for new ways to indulge my SPH fetish and this would tick that box plus bring in a little extra pocket money as well as doing my bit to promote the arts
 
What I am doing:
Sucking another mans cock and taking his cock in my ass!

What I am thinking about doing:
Having 2 cocks at once, one in my mouth and one in my ass!
 
I am considering submitting to a man or woman and becoming their submissive. I say considering only because i ma still looking for the right person. I am sure i will give myself to them as soon as i find them.
 
So, finally, I guess my question is: What are you doing or at least fantasizing about doing that you never imagined you would do?

Very recently I'm super surprised than I'm turned on by the idea of my GF sucking and being fucked by an ex-lover that has a HUGE black dick.

It's more imagining what it looked like when it happened than actually wanting her to do it now. I wish there was a video I could watch of it. LOL

Strictly fantasy-wise the thought of watching her with him and guiding him in etc. has briefly popped up in my mind which shocks me as that kind of scenario has never even entered my mind and would have been a turn off.
 
Sitting on a couch with another guy stroking each other while watching gay porn
 
I think about sucking cock. In my fantasy it's a married guy who hasn't had a good blow in a long time and I work him over until he's moaning and squirming and ready to shoot a big load in my mouth. mmmm
 
I never thought I'd ever catch myself fantasizing about sucking dick or taking one in my ass. It was just something that never crossed my mind, being a straight man. I don't know when it was, but one day I started thinking "I wonder what it would feel like if someone fucked me in the ass and unloaded." That's when I started thinking about bi-curiosity and what not. I had been talking to someone, who lives relatively close to me, about getting together and trying some things, but after I told him that I'm kind of big all over(fat), he stopped sending me messages. I'm still really interested in finding out what it feels like, but I guess I'm kind of embarrassed about it to ask anyone I know. Nobody else knows about this about me.
 
I never thought I'd go to gay bars to find a one night stand, or cruise a gay park. But now I've done it with very satisfying results.
I fantasize about going to a gay bath and enjoying a lot of cock while other guys watch. And also going to a gay resort to have a long weekend full of man on man sex. A gay orgy would be nice, too.
 
I would love to get a big hard cock in my mouth and my ass....would be really hot if it was at the same time!!!!
 
You can have mine in the mouth but you'll need someone else to give it to you in the ass!;)
 
i'm stroking to sissy porn and fantasising about cum and being fucked. these fantasies have only increased in the lastfew years...
 
I'm 60 and always wanted to suck a nice cut cock. I just KNOW I'd love it. I get hard just thinking about it.
 
Putting on a bra stockings and panties under my straight clothes and then going to a video booth where I will strip and be a plaything
 
I want an attractive guy to sensually ride me while I fuck him slowly and deeply, while he stroked his cock and pumped his cum onto my chest. I would cum in him and he would lick his cum off my chest and kiss me with it. Then I would take his hot limp cock into my mouth and suck out his remaining cum. I would suck him until he was hard and then have him fuck me from behind and pump my ass full of his cum. I’ve had a lot of time to think about this haha.
 
What are you doing or at least fantasizing about doing that you never imagined you would do?

Sex with a complete stranger. Never done it and very unlikely ever will, but a girl can dream, right? :)
 
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