You are here: Home / Pegging Stories / Showing my boyfriend that I won’t judge him so that I can finally play with his perfect ass
I always loved how open my boyfriend was about his desires. He was always brave enough to try new things and I loved that about him. He stood out from all the other guys I had dated who were mostly closed off or had too many traditional views to allow themselves to just have fun, but Ben was just different and I loved him for it.
Ever since we met we started trying all the new things we ever thought about, but never dared to try in our previous relationships. It wasn’t only about the sex, it was about different experiences, but sex was a part of it too.
I let Ben do things to me I’d never let any of my exes do!
I was letting Ben do to me what no other men did and he allowed me the same. I was so excited to be this close to him, to be this open that nothing was standing between our desires and us actually turning them into a reality.
When he said that he would like me to peg him I took it seriously. I needed to be prepared to make it the best experience for him and I was willing to do anything so Ben would love every last second of me having his ass. I knew that wasn’t a thing any man would ask for or even admit that they thought about it, so I, once again, admired his openness.
There was also something deeply erotic in the idea that I would have a chance to do something like that to him, that I’d be here, pushing a dildo inside him, making him vulnerable and helpless.
I got myself all prepared to take his ass
We agreed on the day when it would happen and I began to prepare myself and everything that I had to do. I bought a nice dildo that wasn’t too big and a pretty harness. I also picked out a sexy lingerie set and ordered food from Ben’s favorite restaurant. He deserved it after he agreed to give me his ass to fuck. I was aiming to make it a memorable experience for him no matter what.
When the evening arrived everything seemed like just a normal romantic dinner between the two of us, but I could tell that Ben was nervous. He would look at me shyly and don’t keep eye contact, so I knew that he was worried.
“Don’t worry,” I told him with a smile, hoping that it would calm him. “I’ll make sure that you love every last second of it”
My words seemed to calm him down and the rest of our dinner went very well. We both seemed more relaxed now and I knew that it was the key to making it all very enjoyable for us all.
After the food and conversation were over, we went upstairs to the bedroom. I felt giddy and excited and I knew that Ben was too. He kept looking back at me as if he couldn’t believe that it wasn’t a dream. I was just looking at his ass, trying to imagine how amazing it would look once I was fucking it.
Once we were in the bedroom I started to kiss him, taking the initiative. Ben was fully accepting it, keeping his hands to himself and letting me fully take over. I was nibbling at his neck, making him moan slightly, enjoying the moans he was letting out as if he couldn’t wait for me to start fucking him. I knew that it was going to be amazing and I felt thrilled.
I started to take off his clothes, seeing his body, seeing how vulnerable he looked and I couldn’t stop. It was everything I wanted and more, so I kept going while kissing his skin in all the places until he stood in front of me with his pants off and his cock hard. I smiled at that, putting my finger on it and pressing down, just to feel how hard he was.
“You really want me to do it, don’t you?” I asked with a smile.
“Yes,” his voice was shaking a little. “I have been waiting for so long”
It was making me even more excited now. I pushed him onto the bed and went to take off my dress and adjust the strap. I was new to this, so it took me some time, but I made it. I liked the way I looked in the mirror, sexy and feminine, but still had a cock between my legs, even though it wasn’t mine.
His eyes lit up when he saw my dildo
When I went outside I could see the amazement in Ben’s eyes. I knew that he was out of his mind seeing me as this and I liked it. I came closer, letting him get a better look before I moved the toy to his mouth.
“How about you suck it, so I can see how much you really want this?”
I didn’t expect Ben to actually go through with it, but it seemed like he was excited enough for what was about to come to try anything I would ask for. I watched closely as he opened his mouth and took the tip in, sucking and looking up at me. It was erotic in a whole new way and I started playing with his hair watching him do it.
He didn’t take it too deeply, but he properly licked the toy, making me think that he had some practice. Now it was time for the main event.
I wanted to see his eyes as I did it, so I made Ben lay on his back and spread his legs for me. His cock was lying flat on his stomach and he looked just so damn sexy. I felt to lube his asshole and the dildo, so it would feel better for him. He looked so lovely and vulnerable like this, with his legs spread and his asshole mine to use. I leaned over, lubed dildo touching his cock as I kissed him.
“You’re going to love it,” I promised, before getting into position.
I moved the tip over his asshole, watching his reaction before I even tried to go inside. As soon as the tip started spreading his asshole, I could see Ben moaning and losing his mind under me. I was going slow, but insistently, to make sure he was getting all the stimulation he needed. Ben was groaning under me, especially once I started to stroke his cock.
We created such a beautiful scene – him, with his legs spread, his cock in my hand, and his ass moving to take more of the dildo. I was just there to give him a good time and fuck him the way he would love, nothing else. I was fucking him faster and faster, looking at how good his lubed asshole was accepting it. Ben moaned louder and louder on the toy, while I stroked him hard, making sure I would make him explode.
I kept going deep into his asshole when his cum started to spill right onto his stomach. There was a lot of it, more than I ever saw before. I smiled, looking at how much he loved it, at his open mouth and his eyes. He couldn’t even focus on me because I made him cum this hard.
“That was amazing,” he said, holding my hand. “And I want more”
Of course, being the loving girlfriend that I am, I gave him more.
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