Recently, I was set up with a cute guy. We’ve gone on quite a few dates. All of them have been fun. At first, I thought he was kind of a prude. He didn’t want to come home with me on the first date. Can you imagine? But, after the third date, he invited me up to his place. Then we finally got to fuck for the first time. And it was quite enjoyable! So I’ve been spending more time with him, getting to know him better. We’ve even shared a few naughty secrets and fantasies with each other. I was telling him about how much fun I had with my girlfriend and our afternoon of double dildo penetration. And hinting about how I wouldn’t mind using that dildo again, maybe this time with a guy. And that’s when he told me he was an anal toy virgin.
He quickly explained that he wasn’t against it, he just had never had any ass-play before. Ever. So he was an anal toy virgin by circumstance, not by choice. I told him the good news. I had a whole drawer full of toys. And I would be happy to pop that anal toy virgin cherry of his and show him how wonderful it could be. He was definitely a little nervous. So we took a tequila shot to loosen up and went into the bedroom. Once there, I started pulling some things out. Would an anal toy virgin be able to handle my thick, 15-inch, big black dildo? I didn’t think so. So I left that one in the drawer. I tossed him a set of anal beads that I thought might work. And dug out my ribbed dildo as well as a small butt plug.
His eyes got wide as he picked up and inspected my toys. Obviously, I wanted him to be comfortable. So I grabbed some lube and put a little on my fingers. Soon, I was tugging his pants down, letting his already hard cock pop out. And slipping my wet finger between his ass cheeks. He gasped a little when I pressed my fingertip against his tight hole. He was definitely an anal toy virgin if just my finger caused that reaction.
It was time to show him what he’d been missing. I had him get on his knees. With one hand, I stroked his cock. And with the other, I held the butt plug and gently pushed it into his asshole. Then he let out a low moan. And I knew he liked the way it felt. I continued to press the butt plug in until his hole took it all. I kept my finger against the end, holding it in place, while I worked his cock up and down with my hand. Soon, I had my mouth on his balls, sucking and licking them. His breathing was getting heavier. And I felt his cock twitch. Soon, his creamy cum shot out and covered my hand. And I knew he was happy to not be an anal toy virgin anymore.
How about you? Are you an anal toy virgin? Do you need someone to pop your cherry? Maybe you can share your first time with me…
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