First time pegging – New city new adventures

First time pegging experience in a new city!

My first time pegging experience happened while I was out of town in a training class.  I’ve always loved to travel.  There is something hot about the excitement of a new destination, the thrill of getting to meet new people, and the naughty pleasures of exploring a strange city alone.   I’d been looking forward to this trip for weeks. Sure, it was a business trip but I planned to stay a few extra days to do some sightseeing. While I was on the business trip I planned to reconnect with a guy I met a while back named Paul.

Paul was tall,  dark, and handsome.  He was in his early 40s and well put together. His perfectly chiseled jawline,  piercing blue eyes,  and muscular build caught my eye immediately.  After talking with him a few times, I discovered that he was a very successful businessman who traveled quite frequently for work.  He and I had met a few months back at a business conference and we hit it off.  So, when I found out that he was going to be in the same city for a few days, I could not turn down his invitation for dinner. Besides I was thrilled to hang out.  I’ve always found Paul to be attractive and was glad to have a chance to spend a little more time with him.

The meeting

We ended up meeting at a very nice restaurant in the center of the city.  The food was delicious and the conversation flowed easily. We talked about our jobs, our hobbies, and different places we’d both traveled to.   After dinner, he suggested a walk.  How could I say no this city was beautiful at night And besides I was enjoying Paul’s company. We walked and talked for quite some time.   Damn, he was looking so good.  I knew I wanted him and I could tell he wanted me too.   We came to a secluded alleyway and Paul pulled me in for a deep passionate kiss that had my panties soaked.   I could feel his hard cock pressing against me and I knew I needed him inside me. Not once did my first time pegging experience come to my mind.

As I broke from his kiss Paul looked at me with a mischievous grin.  “Come with me,” he said taking me by the hand and leading me towards an adult shop.  Intrigued, I followed him inside.   We made our way to a video room in the back of the shop.  Paul locked the door behind us.  My heart was racing with anticipation. I knew what was going to happen and I was ready.   Paul lifted my skirt and bent me over the little bench in the video room.   As soon as I felt his hard cock pressing against my wet pussy I couldn’t help but moan with pleasure.   He entered my pussy filling me up with his thick cock.   Each stroke of his cock got me closer and closer to orgasm. As he rubbed my clit,   I was on the verge of cumming and it was going to be intense

First time pegging

Suddenly Paul pulled out.  I look back at him confused. He disappeared from our little video room for a few minutes.  When he returned he had a black bag with him.  Paul reached into the bag and pulled out a strap-on dildo. Hell yeah, surprise and excitement were all over my face. At that point I’d never tried pegging before but damn if I wasn’t willing to try it today. This was going to be my first time pegging experience.  Paul handed me the strap on to me and I put it on.  I felt powerful and I knew I was going to make Paul cum harder than he had ever come before.  I’ve bent Paul over that same bench he fuck me on and started to fuck him with my brand-new strap-on.

Paul moaned in ecstasy as I thrust into him again and again.   I felt myself so close to cumming and I knew Paul was close too. So I reached around and started stroking his cock.  His moans became louder and more intense.  I could feel myself cumming  as I pounded Paul one last time.  I felt his cum all over my fingers. Then I slid my finger from his cock to his mouth for him to clean them off.

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