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Popping Cherries | Exploring Anal Play in Las Vegas

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Yesterday was extremely fulfilling. I had the opportunity to introduce 2 gentlemen to the pleasures of anal stimulation (during separate sessions though hehehe).

These two anal play Las Vegas encounters gave me the chance to introduce two men to anal pleasure in very different ways.

Introducing Him to Anal Play in Las Vegas

The first came to me. We got into the shower together. I soaped him up, paying careful attention to his cock, balls, and anus.

We went into the massage room, and I loosened him up with a therapeutic massage. I gently teased him as I worked at the top of each thigh. I softly ran my fingers up and down the crack of his ass and intermittently poked a fingertip in, lubing up the opening.

He was enjoying it so much I gently reminded him to relax down onto the table and take deep breaths. When I finished with the back side of his body, I had him turn over. There I paid some gentle attention to his rock hard cock.

From Massage to His First Anal Toy

He asked me if I had any toys, and I replied, “Of course.” Then I got out my starter dildo.

The session became progressively kinkier as he was enjoying the toy. He asked me if I could make it like I was fucking him with it.

I sat on the massage table with his legs draped over mine and started to really rock his body. We also started talking dirty to each other about how kinky it was that I was fucking his ass with a dildo. We talked about how much he was liking it.

Next, we switched back to my finger. As I finger fucked his ass with one hand, I jacked him off with the other. I love feeling a guy cum on my finger!

For another story involving deeper anal exploration, read about my kinky massage with anal stretching and prostate massage.

Popping a Second Anal Cherry

The second cherry of the day was from a friendly gentleman who wanted some companionship and some power exchange. When I got to his room, I instructed him to undress me, lick my nipples and sniff my pussy. I enjoy the sensation of breath on my wet pussy!

Then I stood up with him in front of me and gently caressed his entire front side. After that, I caressed his backside through his clothes. Then I had him remove each piece of clothing.

I stroked down his body again, lingering this time at his ass. I had him bend over. Then I got the lube and massaged his asshole.

Next, I instructed him to get up onto the bed on his hands and knees. While he did that, I got a butt plug and covered it with a condom.

I stayed behind him and used the butt plug to work the lube into his anus with one hand. Meanwhile, I gently stroked his cock and balls, which were hanging below.

It took some time, but eventually his anus relaxed enough. I was able to push the anal plug all the way in.

I directed him to lay on his stomach and pull his legs together to hold in the plug. Then I had him roll onto his back.

I walked around so I was standing at his head. Then I climbed on top of him in the 69 position.

I said now he could use his tongue. While he was licking away, I started giving him a nice hot, wet blowjob.

Power Exchange, Rimming and More Anal Play

He started to play with my ass, so I grabbed the lube for him. He gently massaged and fingered my ass while he told me about another fantasy.

When he was ready to cum, I had him get behind me in doggy position. I told him to rub his cock up and down in between my ass cheeks. Eventually, he blew his load all over my asshole.

Then I made him lick it all up and spend some extra time licking my ass too.

After we recovered from that excitement, we spent some time in the hot tub. He said he was tired and felt like calling it a night.

I said that was fine, but I just wanted to do one more thing (remember – he wanted to experience some power play).

So I massaged his back. Then I lay behind him while he was still face down and went to work licking his ass. He was truly enjoying it.

Taking His Anal Cherry With a Strap-On

I jokingly asked him if he still felt like he was done for the night. Of course he said no.

I told him about how I wanted to take his anal cherry and use my strap on dildo on him. Finally, he turned over and nodded at me.

I got on the harness and put the dildo in. He was laying on his back and was pretty flexible.

With his knees pulled to his chest, I mounted him, slipping my cock into his ass. I began fucking him slowly while he caressed my breasts.

Toward the end I sped up and pumped his cock with my fist. At the same time, I bounced up and down on the bed. This time he came on my cock:)

For another adventure involving power exchange and pegging, read about my face sitting, pegging and body worship session.

You can also read reviews of my Las Vegas encounters to hear about experiences from the other side.

Pubic Shaving & Anal Massage | Pegging Las Vegas Escort

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It is SO GREAT to be back to work – even on a somewhat limited basis.

I had to share about some fun I had yesterday…

This pegging Las Vegas escort experience began with pubic shaving and turned into his first exploration of anal massage, prostate pleasure and toys.

First-Time Anal Massage and Pubic Shaving

First, a younger guy came to me to be shaved. He also wanted to experience anal massage. He had never done anything like this before.

I had him strip down and put on my rubber gloves. On the table with his butt in the air, I first shaved with clippers.

Having him lie on his back, I shaved the whole front of his pubic area. He was rock hard the whole time!

It was neat to see how he was so nervous but trusting me anyways – especially when I went over his testicles and up the shaft of his cock.

Exploring Anal Beads and Prostate Massage

With that done I had him get on his hands and knees again. I spread oil from tail bone to pubic bone rewarding his courage with some very nice strokes on his cock.

Then I lathered up his ass crack and with a brand new razor I shaved him down to the skin.

I began his anal massage at this point gently lubing up his ass. Then I covered a string of anal beads with a condom and slowly put the in as far as he could handle it.

I made him keep those in as he turned to lay on his back again.

I went over the front side of his groin with the razor. His cock was even harder (which I didn’t think was possible). I got the entire area smooth and hair free.

I made him get up and get me the trash can and keep the anal beads in hehehehe.

When he got back I sat on the end of the table with him on his hands and knees, ass pointing towards me. I slowly removed the beads and penetrated him with my starter dildo.

I asked him if it was touching his prostate and found out he had never felt his prostate so he didn’t know.

Using my fingers I penetrated his ass and rubbed his prostate with first one finger and then two. With my left hand I pressed against the flesh between his balls and ass so he would really feel the pleasure of pressure on his prostate.

He was in total heaven.

For another story involving anal stretching and prostate exploration, read Kinky Massage Las Vegas: Anal Stretching, Prostate Massage & Orgasm.

Moving Up to a Larger Toy

When I judged he was ready for the dildo again I put it back in. This time when I asked if it was hitting his prostate he said “Oh Yes!” so I went to work stroking his cock.

After awhile I asked if he though he could take more and he said he did and I agreed. So I got the dildo that was the next size up.

Using that instructing him to fuck back onto it if he liked it – which he did.

For another experience involving pegging and anal exploration, read Face Sitting, Pegging & Body Worship | Las Vegas Dominatrix.

A Very Happy Ending

At the same time I stroked him evenly and deliberately until he lost control and sprayed streams of cum all over the sheet on the table.

Fun Fun!

You can also read reviews of my Las Vegas encounters to hear about experiences from the other side.