What new thing have you tried recently?

You should probably see someone about that
I think we all look soft things rubbing against our penises and stuffed animals are some of the softest things around. I've never ripped one open but wrapping it around..... awfully nice. Don't knock it until you try it šŸ˜‰
 
Managed to get the head of my dick in through my rose and sort of cumming in my ass. Not a full orgasm but a squirt at least. The rest of the load came flooding after stopped bending it around.
Have been trying many times since I saw a guy doing this in some porn it but always been too hard to be able to bend it around or the balls have been in the way. When I have managed to stick it in before I haven’t been able to cum.
Got a nice sticky cum covered ass as a reward.
 
Managed to get the head of my dick in through my rose and sort of cumming in my ass. Not a full orgasm but a squirt at least. The rest of the load came flooding after stopped bending it around.
Have been trying many times since I saw a guy doing this in some porn it but always been too hard to be able to bend it around or the balls have been in the way. When I have managed to stick it in before I haven’t been able to cum.
Got a nice sticky cum covered ass as a reward.
Amazing
 
Listening to music while on Lit vs normally having the TV on for backround noise. :nana:
 
With all the transgender buzz these days, I decided to be a man for a day. Not because I want to be a man, I just want to see what it's like.

I used a thick ace leg bandage and bound my breasts. They are not big enough for this to be painful when bound, but this was still uncomfortable. Next, I wore Levi's 501 jeans that do nothing good to accentuate the female body and do everything to make a guy look sexy. I tried a thin black AC/DC concert t-shirt (I thought the subtext was great), but the binding bandage lines kept showing. So, I went with a flannel shirt untucked. I put my phone in my front pocket. I wear glasses and did not have anything masculine for eyewear, so I put on an old pair of readers I found. It helped hide the more feminine features of my eyes (very nice eyebrows). I contemplated using makeup to create stubble, but that was a dead giveaway, so it was my first day in years with zero makeup.

I was meeting my FWB for coffee and decided not to give him the heads-up. I sat before him, and he was very confused. His first reaction was to ask if I was not testing the trans waters (he knows my proclivity for trying new stuff). I told him I was just having dress-up fun and seeing what living in someone else's skin was like. We enjoyed our coffee, with me taking pains to sit, drink, and carry my body as a guy.

As we walked out, I felt a hand on my ass. It was my FWB who was getting pretty worked up with my boy look and wanting to go back to my apartment. He whispered in my ear about wanted to do to me from behind. But I had only gone to one store so far, and if he wanted to get with me, he would have to join me for some awkward shopping.

I made him accompany me to a Walgreens, where I made him stand with me at the checkout as I purchased lube and condoms. Finally, we went to Trader Joe's for some whipped coconut cream (try it, it's a must-buy) and strawberries and beer (I really wanted wine, but beer fit the "dude" profile). Wherever we were, I would make sure to overtly check out women and make comments back to my FWB how I would like to "hit that" or "get all up in that" or "bend her over a chair".

Our last stop was Target, where I bought whitey tighteys but pretended to have forgotten my wallet so he had to pay for my underwear. I used the men's room at Target (I used a stall, I had no idea how a urinal would work without soaking my jeans). The seat was not clean, so I had to hover and pee. The guy in the stall next to me was doing some real business and I could not wait to get out of there.

Finally, we returned to my place, where I told him I would not break character. If he wanted to get off, he would need to treat me like a guy. It was a rough and loud session with him riding me mostly from behind that ended with mutual satisfaction.

It was an interesting afternoon, but since it got my date too excited to continue exploring the town, I didn't get enough time as a man to learn the secrets of the brotherhood. One fact I did learn, the men's room at Target is pretty gross.
 
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Dressing up slutty for an older gentleman! (blushing)
Ooooo please tell more šŸ˜›. What did you wear for him? I'm imagining lingerie, stockings and šŸ‘  so you could tease the fuck out of the randy old fucker.

Ps. Did he get lucky.... really hope he did 😘
 
i kept blowing my much older fuck buddy while he took a phone call from his daughter who is also a friend of mine.
Reminds me of a fantasy I have of having an affair with my daughter’s best friend (though I don’t really have kids.). The idea she’s always been a flirty that I didn’t take her words seriously. Like she’s trying to wear down my resistance for years. Late one night giving her a ride home. She finally brakes me With something she says. Pulling over into some abandoned road to see if she’s all talk. Having intense sex in the back seat, and continuing the affair behind my family’s back.

Doing stuff like talking on the phone to my wife/daughter while I get a blowjob. Her telling me she brags to my daughter about her much older stud, but leaves out it’s her father. Even showing my daughter pictures of her friend sucking my thick cock.
 
With all the transgender buzz these days, I decided to be a man for a day. Not because I want to be a man, I just want to see what it's like.

I used a thick ace leg bandage and bound my breasts. They are not big enough for this to be painful when bound, but this was still uncomfortable. Next, I wore Levi's 501 jeans that do nothing good to accentuate the female body and do everything to make a guy look sexy. I tried a thin black AC/DC concert t-shirt (I thought the subtext was great), but the binding bandage lines kept showing. So, I went with a flannel shirt untucked. I put my phone in my front pocket. I wear glasses and did not have anything masculine for eyewear, so I put on an old pair of readers I found. It helped hide the more feminine features of my eyes (very nice eyebrows). I contemplated using makeup to create stubble, but that was a dead giveaway, so it was my first day in years with zero makeup.

I was meeting my FWB for coffee and decided not to give him the heads-up. I sat before him, and he was very confused. His first reaction was to ask if I was not testing the trans waters (he knows my proclivity for trying new stuff). I told him I was just having dress-up fun and seeing what living in someone else's skin was like. We enjoyed our coffee, with me taking pains to sit, drink, and carry my body as a guy.

As we walked out, I felt a hand on my ass. It was my FWB who was getting pretty worked up with my boy look and wanting to go back to my apartment. He whispered in my ear about wanted to do to me from behind. But I had only gone to one store so far, and if he wanted to get with me, he would have to join me for some awkward shopping.

I made him accompany me to a Walgreens, where I made him stand with me at the checkout as I purchased lube and condoms. Finally, we went to Trader Joe's for some whipped coconut cream (try it, it's a must-buy) and strawberries and beer (I really wanted wine, but beer fit the "dude" profile). Wherever we were, I would make sure to overtly check out women and make comments back to my FWB how I would like to "hit that" or "get all up in that" or "bend her over a chair".

Our last stop was Target, where I bought whitey tighteys but pretended to have forgotten my wallet so he had to pay for my underwear. I used the men's room at Target (I used a stall, I had no idea how a urinal would work without soaking my jeans). The seat was not clean, so I had to hover and pee. The guy in the stall next to me was doing some real business and I could not wait to get out of there.

Finally, we returned to my place, where I told him I would not break character. If he wanted to get off, he would need to treat me like a guy. It was a rough and loud session with him riding me mostly from behind that ended with mutual satisfaction.

It was an interesting afternoon, but since it got my date too excited to continue exploring the town, I didn't get enough time as a man to learn the secrets of the brotherhood. One fact I did learn, the men's room at Target is pretty gross.
That was pretty hot.
Next time maybe wear a small dildo in your undies so you have a bulge, and when you get home bend that boy over and give him the strap on treatment
 
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