First- time sex stories – Brother’s friend gets his first pegging

First-time sex stories are better with a little pegging

First-time sex stories have always had a special place in my heart.   However, on this particular day, my little brother’s best friend Kenny was the innocent victim. Well, he was innocent; let’s just say he is not so innocent anymore. I was determined to fix that. My mission was to make him my new toy in training. He was such a cute little virgin boy and I couldn’t wait to take that away from him.  Are you ready to hear the naughty tale of how it all went down?  Sit back and enjoy the tale of virginity loss and first-time pegging.

First-time sex stories started with truth or dare

His parents and my parents were good friends and had gone out of town on a couple’s trip. Neither set of parents was too comfortable about the boys staying home alone for an entire week.  So of course I became the official home sitter and babysitter.  I didn’t mind, it’s not like they were babies.  I think they just didn’t trust that the boys would not have a big party that would burn down the house. The first night we had a blast.  We chatted about girls and played video games, and I even let them take a few shots.  It wasn’t until we expanded to a game of truth or dare that things began the get interesting.  It was during the game that Kenny admitted to being a virgin.  Both my brother and I were both shocked.  However, I was a little turned on.  He was younger than what I would normally go after, but not too young to be in my first-time sex stories.

I was dying to see what Kenny was working with

After several tequila shots from our truth or dare game, I couldn’t help wanting to see what kind of dick Kenny was working with.  My brother had passed out and it was only Kenny and I still awake.  That tequila had my pussy bubbling and had already soaked my panties. I grabbed Kenny by the hand and led him to my bedroom.  Once behind closed doors, I commanded him to get undressed. He looked at me nervously and just stood there.   I then raised my voice slightly and commanded him again.  He nervously complied and now I knew why Kenny was still a virgin.  Kenny had the smallest dick I had ever seen. Damn, what a disappointment.  However, I was still horny and felt like playing.  So I sent little Kenny to my closet to retrieve my special bag.

He returned standing naked in front of me holding my bag. Annoyed at his disappointing dick I yanked it from his hands.  I unzipped it before pulling out my 9″ strap-on. His eyes got as big as a fifty-cent piece.  It turned me on to make him help me put it on before forcing him to his knee. I slapped my strap-on cock across his face and told him, “This is the size of a real cock.” Then I grabbed him by his head and proceeded to fuck his face. His thick saliva coated my strap-on so nicely. After it was all lubed up I pushed him to the floor on his knees and stuffed that strap on in his tight virgin ass.

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