Anal Cherry Popping – My Strap On Worked Like Magic

His Anal Cherry Popping

Just when he thought it would never happen – it happened.  There’s a first for everything. This would be HIS first time experiencing anal sex as a bottom. Jacob and I had been dating on and off all during high school. We had a lot of kinky sexual experiences during those years but never explored him taking it in the ass. Sure we joked around about how much he wanted me to be the first to fuck his ass, but we never pursued his Anal Cherry Popping…Until.

It was the summer of our Senior year – we had just graduated and we were off to separate colleges in the fall. We had been drinking all day and after a few more shots he finally gave into his inhibitions and popped the question. (Wicked LiL Laugh) No, he didn’t ask me to marry him!! I could tell that his anticipation had been building for hours.  He couldn’t hold back any more!! He asked me to pop his cherry. How funny is a man asking to have his Anal Cherry Popped?

Who was I to refuse his wish?

His anticipation grew stronger with each passing moment. I wanted him to relax and ride the ride. Everything would go smoothly from start to finish. Jacob was a husky guy that stood 6’2 and 195 pounds ALL muscle. I was going to break him in like a first-time virgin slow and steady. Well over the next couple of hours, we prepared for the anal christening by putting a butt plug in and watching a few domination strap-on porn. I had to laugh a few times cause he kept flip-flopping back and forth “Yes I want to do it,” he said then he would change his mind. I kept reassuring him that the pleasure was worth the little pain. This would be an experience he would never forget.

Needless to say, he kept thinking about it over and over again. He would watch the porn and get so turned on that he couldn’t help to jerk off his throbbing 10-inch cock. I commanded him to stop touching himself. Consequently, I didn’t want him to blow his load before I got to fuck him with my strapon. We needed to get his anal cherry popped sooner than later. Everyone knows – once a guy blows his load, it’s all over. There would be no popping his anal cherry. I had to keep the ball rolling before he would chicken out.

I enticed him orally before I popped his hungry hole

It didn’t take much coaxing once I started using my magic tongue and fingers.  I had Jacob at my mercy as he submitted to me and pulled his legs back to reveal his ass.  Once I pulled his butt plug out, he was fully exposed to me.  At this point, I knew I could have my way with him.  I grazed over his cock with my tongue and made my way to his hungry ass.  Slowly licking and teasing him, I diverted his attention with the pleasure of a little tease and denial.  I couldn’t resist giving him a Rusty Trombone, as I stroked his cock.  I swirled my tongue around his hungry asshole and soon he was begging for me to fuck him. (Wicked LiL Laugh) He didn’t need to ask twice.

Within minutes I had my beautiful strapon lubed up and ready to take his anal virginity.  He closed his eyes as I slowly slipped inside him inch by inch. He released a gasp of ecstasy as I worked myself in and out in perfect rhythm. His cock grew even hard with each thrust into his hungry pussy.  He couldn’t resist the gratification he was feeling as I massaged his prostate with my strap-on. In and out – deeper thrust he was completely mine as he blew his load.   That may have been the first time but it sure wasn’t the last.   We had the rest of the summer open to explore kinky anal play and more.

Ready for YOUR personal Anal Cherry Popping?

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Furthermore, my sultry voice will capture you and keep you coming back for more.  No worries all in all I will make it as pleasurable as possible. Additionally, Remember it’s ALL about pushing outside your comfort zone and not holding back!  Certainly, we can explore ALL your fetish together.  Furthermore, the opportunities are endless. Above all let me trigger your inner kinky side as we explore Anal Cherry Popping.  Always remember – Above All – Our Only Limitation is Our Imagination. Call me and Let’s cum together. I’m waiting for you now so we can begin another hot journey.

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