Strap-on pegging is so much fun. It’s one of my favorite kinks to play with because I get to whip out so many different toys! You know I have plenty of dildos and vibrators and buttplugs to play with. But it’s always fun to take it a step further and go shopping for more. There are so many options when I want to give my boyfriend a nice strap-on anal training session. But it’s always more fun to start it off with some new toys. Most of the excitement comes from getting to shop for the new strap-ons and toys I want to use on him. And then, of course, the real joy comes from seeing the look on his face when I unveil the newest.
He gets so excited to try on the bigger ones, even if he can’t fit them all. And a session of strap-on pegging isn’t complete unless I’m training and stretching his little asshole, anyways. So, the last time that I went shopping for toys, I brought back quite the selection. He wasn’t expecting anything kinky, which is what made it so much more fun! He came to spend the night like any other night. In fact, he was getting cozy in bed and expecting a very laid-back evening. But, I couldn’t help but surprise him. As he settled into the bed, I walked back into the room, holding the telltale black bag with the sex shop’s pink logo splashed on the front. His eyes immediately lit up.
There were so many options for what I could have bought! And all of it was carefully tucked away in this little bag of surprises. When I set it out on the edge of the bed, he struggled not to rush over and peek. Instead, he waited for me like a good sub, employing patience so that I could introduce him to every single toy individually. I started by ordering him to strip down naked, which he did almost instantly. He hadn’t been wearing much anyways, but he practically threw his clothes off in anticipation of a strap-on pegging session. I plucked the first toy out of the bag of wonders: a dark gunmetal butt plug with a red crystal jewel at the base.
I had him lay back for me and spread his legs apart. As he did so, he spread his cheeks for me as well. And with a few well-placed drops of lube, I was able to easily slide that butt plug into his ass. He leaned back with a greedy little moan, clearly craving more. So, as I pulled back, I had him show me how much he wanted me to fuck him. He started warming himself up with the plug, popping it in and out of his ass to ready it for the real strap-on pegging. As he put on a little show for me, I pulled out a bigger toy. This time, I showed him a nice, thick, vibrating 7-inch dildo with a flared base. He was incredibly eager to take that one from me!
And, of course, he was a good sub that knew just how to get to that point! As he popped the little butt plug out, he held the new dildo out for me. He knows that I love being the one to drive it into him. So as he handed it to me, I lubed the head up generously and finally guided it into his ass. He squirmed in ecstasy as that dildo stretched him out. Inch by inch, I made sure he looked at me and moaned for me. “Please fuck me, Mistress.” He cooed as I started pumping the vibrating dildo in and out of his ass. But as greedy as he was for that toy, it still wasn’t the grand finale. He loved his pegging warm-up, but the real strap-on pegging session was yet to come!
I made him put on a little show for me and bounce and grind on the dildo. As he did so, I let him watch as I secured the strap-on harness to my waist and hips. I made him lower himself onto the dildo almost completely before I finally showed him the new toy I’d be using on him. As he sat on his 7-inch dildo, I pulled out a much bigger one from the bag. The strap-on cock that I’d be using for the night was a whopping 12 inches. It was thick, mean, and veiny. The look on his face said it all, his jaw dropped as he immediately begged for it.
“Please, please fuck my ass with that strap-on.” I made him beg for it as I finally attached the dildo to my harness. And as the meager 7-inch dildo popped out of his ass, he spread his cheeks. He was ready for the real fucking now… No matter how much it’d stretch his ass out! Tell me, baby, what’s the biggest toy you think you could take?
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My good goddess who art in heaven, this woman knows what I want and what I need.
Six stars for Aileen!
Second call this evening with Megan and I blew hard again. Again, I laid out a role and she ran with it. Amazing!
Each call with Megan is better than the last. She always plays a perfect, perverted mom that wants to make her young teen blow his load good and hard.
Jamie was wonderful. I love playing with her. She is really good at humiliating me and turning me into a little sissy slut! Thank you Jamie – you’re one of the best!
Amara is sweet, sexy, and engaging. Her versatility allows her to adapt to any kink. Whatever you’re into, she can take it to a new level in ways you never imagined. She is the complete package. Do yourself a favor and call her.
I asked Frankie to come up with a roleplay scenario based on our previous calls and she did not disappoint. Call went great and I’ll definitely call her again the next time I see she’s online. She’s becoming my fav for sure!
Jade is the absolute number 1 here and I have run through them all.
Jade is incredible on every level. She is so genuine and easy to talk to. She is beautiful, sexy, smart, and can adapt to any kink. She can take you places you’ve never been before. Do yourself a satisfying favor and call her.
Slow build to an explosive climax. Jamie got so into my fantasy. I can’t wait to do it again!
This was my first call with Cheyenne and It was Amazing, as like all the girls on this site. She pushed the right trigger words and buttons. I will be calling her again!!
Stephanie understood me immediately. The entire call was non-stop naughty fun!!
She is real. More than the beauty in the photo. She is sassy and captivating. Romi goes from sweet to devious. I can go on and on. What I will say is her line should always be busy.