Sometimes I forget I am shaved and a funny bet

This morning I played some ball, hardcore work out and needed a shower before leaving the gym. I went in the locker room with a few younger guys that I play b-ball with and we were just jawing and talking about the games and getting undressed for the showers.
I just threw my clothes into my gym bag and headed to the showers with them. One was starring at me and said what’s that? what’s what I said. You shave. you tan nude? Yes and yes I said lots of guys do and it makes my cock look bigger, you should try it. Normally in that situation I would have been a little embarrassed but I was so hot and tired from the game it just rolled right off of me.
We will see if any of them follow suit the next time we hit the showers.

Interesting bet. A hot middle age girl I flirt with all the time is trying to lose a few pounds as am I. We talked about setting up a bet to see who gets closest  to their target weight. We do talk about freaky sex here and there but it is mostly just flirty talk.
We came up with a bet yesterday. BTW she knows about my business and thinks it is wild. Here is the bet, we weigh in today at the gym set the weight target, they will be the same amount of pounds for each of us. The bet involves sex and I know I will win but here it is. I win and I get to have anal sex with her. She claims she has never tried it so I would be her first. She wins and she gets to do me with a strap-on that can be no larger then my cock. Either one of us has the option to fist the other. Very exciting.

Mens swimwear

4 thoughts on “Sometimes I forget I am shaved and a funny bet”

  1. Well that’s certainly a bet-result we’re all going to be anxious to learn about! How long do you think it will take for you (or HER!) to lose the weight?

    I’m really glad you chat freely about things anal, and that more and more of your suits have an anal component. We so often concentrate talk and practice just on our cocks and balls, but our anuses and holes have so many wonderful possibilities not only for intense pleasures, but for bonding, for intimacy, for relating with one another. And besides the touches and the feelings, a well-formed anus is a beautiful sight, especially when seen spread, above a heavy set of balls–especially if that set of balls is attached to a cock fucking another hole.

  2. I remember losing a bet with a gf that had similar ‘repercussions’.

    I was bound, gagged and left doggy style while she licked and teased my cock, and slowly worked her fingers inside me. After I think two hours of this she had her whole hand inside me and would extend and contract her fingers. She then finally brought me off and I remember her saying how my ass squeezed around her arm when I came.

    Last I remembered was falling asleep, and waking up the next morning, still trussed up, with her hand still inside me. I had relaxed and ‘closed up’ around her arm over few hours requiring her to use her other hand to open be back up so she could remove her hand.

    I think I wore various sized plugs for nearly a week after that as I ‘closed back up’ — even under my tights at an XC meet.

    So, are you hoping to win or lose your dare? 😉

  3. Sounds like a win-win for you!

    Regarding shaving; I’ve recently started getting waxed instead (“Boyzilian”). The first time hurt like hell, but the second time onwards it wasn’t so bad.

    It can feel quite nice as the girl moves everything around and pastes on the warm wax. But any start of an erection is instntly killed each time the wax is ripped off!

    It looks far better than shaving for the first couple of weeks, but then finner hairs start to grow out and you can only have it done every 4-5 weeks, because they need some hair for the wax to grip.

    My wife loves how it looks and “gave me lots of attention”. But I’m keeping my chest and leg hair!

    It’s also a bit tender for the first 24 hours, so don’t go getting it done the day of a hot date!

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