My first time using a strap-on wasn’t even completely my idea! Though my boyfriend is a bit submissive, so I cannot say I was shocked at his latest request. We were talking about our sex life and if anything was lacking. He’s a wonderful pussy licker, and I love when he goes down on me. I know he likes me to be in charge generally. He likes when I ride him and take the initiative and ask him first. So he got this sheepish look on his face when I asked him if there was anything he’d like to try. I laughed and asked him what he was thinking. He said he’d always been curious to have a woman try a strap-on with him.
I wasn’t sure I’d be comfortable doing that, so I voiced my concerns. He said if I found it upsetting or offensive, we could drop it. I said I’d think about it. A week later, I said I’d thought about his request to try a strap-on, and I agreed to try it. He looked like a kid on Christmas morning. I knew he’d be excited, so I’d already stopped at the sex shop on the way home. I went to the closet and brought out the bag. He looked at it and asked what was inside. I dumped it upside down and a strap-on and a harness came tumbling out on the bed. He picked up the approximately seven-inch toy and examined it closely.
If we were going to do this, I wanted him to be as comfortable as possible. He stripped right down without even being asked and was on all fours, elbows down, ass up, in no time. First, I got undressed and stepped into this leather harness thing. I couldn’t help but laugh. I felt a bit ridiculous. Finally, I got the dildo part to snap in the front holder area and was ready to go. I drizzled some of the extra thick anal lube on the toy and coated it generously. I climbed on the bed behind him and asked if he was ready. He looked over my shoulder and nodded, grinning.
To start, I grabbed him by the hips and slowly started to ease the head of the strap-on towards his asshole. First, I pushed lightly, and he winced. I asked him if he was in pain, and he said no, continue. I pushed further and went slowly, checking in with him periodically. He said to just ease it all in, every inch. I did so, and it was soon all the way into him. Then, I moved back and forth slowly at first and then faster when he asked me to. I was going at a good rate, and he slipped his hand underneath himself and masturbated as I fucked him. He was in seventh heaven with pleasure.
I gave his ass a swat, and he giggled like a school girl, loving it. Then, I fucked him over and over. I could tell between his hand stroking his cock and me pounding him that he was gonna blow soon. I went even harder, and a noise came from him I’d never heard before. Sort of a cross between a squeal, a groan, and a yelp. He stiffened and blew it. He told me to keep going, so I did, then I gradually slowed down. Then, he told me to ease it out, and I did. He collapsed on his side, breathing hard from his post-orgasmic rush. After removing the harness, I climbed back into bed to spoon with him.
Finally, I lay next to him, and he whispered thanks in my ear for giving him such pleasure with the strap-on. I told him he was welcome, and it hadn’t been as weird as I thought. He thanked me by going down on my pussy and licking me to three incredible orgasms. I was a happy lady after that. He pleased me, and I pleased him. What more could a gal want?
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What a perfect way to start of 2025 with Queen Aileen. She keeps me coming back for more and more. If PSK offered a frequent jerk off card mine would be full thanks to all the times I call Aileen.
Lacey is Fantastic! She is patient and Makes me feel special, and wanted. She is everything an older guy wants in RL..
May is my favorite model here. Our calls are always what I need and so enjoyable. Love her voice. I can’t get enough of her.
May is smart, sexy, funny with a great voice and an amazing laugh!
Lacey is very understanding and so nice. It was an awesome call. I recommend her!!
Paris truly relaxed me and away we went into an incredible sexual encounter that ended with me drained. She guided me in every way I wanted. Paris also has a very sexy voice to entice you.
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