Pegging

Yeah, it had been a fantasy of mine for a couple of years. I’d ask her to put a vibrator up my but while she jerked me off. I finally worked up the courage to tell her I wanted her to fuck me. We went to an adult store and picked out a decent sized 6 inch. We started pegging twice a week and continued for many years. It didn't take long for me to want bigger and bigger dicks. I’m hoping to try our big one in the next week or so.
 
I am worried with my naturally low T and eventually my desire to get HRT and transition, I will also have a period where I have no libido and or can't get hard.

I don't believe I will bring up pegging as an option as much as, I will lick her pussy and finger her and use toys.

My mind and body are willing, but eventually, the needed hormones won't be there.
 
Yeah, it had been a fantasy of mine for a couple of years. I’d ask her to put a vibrator up my but while she jerked me off. I finally worked up the courage to tell her I wanted her to fuck me. We went to an adult store and picked out a decent sized 6 inch. We started pegging twice a week and continued for many years. It didn't take long for me to want bigger and bigger dicks. I’m hoping to try our big one in the next week or so.
That’s how it works. Just don’t go too big to quick
 
It’s good to have goals. We were pretty vanilla as well but we are into pegging, she’s a hotwife, and she treats me to SPH as well. You never know how things are going to turn out.
 
I have a fantasy about being tied down, completely helpless while I get pounded in the ass by a mistress. Only after a long while letting me cum by pumping my dick while ramming the strap-on even deeper in me. First I have to serve her my making her cum with only my mouth.

I have tried bringing up something like this with my wife but she is very vanilla. So I wanted to hear if anyone have experience with this and how it turned out.
I have experienced this, as a dom I don't get to experience it much anymore, but I am open to it.

I had a girlfriend peg me with a 9 inch strap on for years. We took turns giving each other anal and oral every weekend. So I would be very very aroused and only get to cum at the very end, after I'd been ravaged by a strap-on and given her oral sex all weekend.

Eventually I was allowed to cum inside her. It was incredibly erotic for both of us and she came a lot, as well.
 
Here is how it happened:

It was amazing! She wore some sexy see through lingerie and stuffed that BBC underneath it. Then she told me to get on my knees and suck her big dick. She started fucking my throat with it. She told me to lie down on the bed with my head hanging off and then fucked my throat that way and was smacking my cage too. She was telling me how worthless my little micro dick is and that my mouth and ass are the only useful parts of me. Then I turned around and she buried that dick in my ass with one long stroke. She put my legs on her shoulders and just pounded me while making fun of my dick. I took my cage off and she bent me over and kept talking dirty. She told me to cum for her with a dick in my ass like a bitch and I did. Wow…I can’t wait to do it again!
 
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