You never know who you might meet when escorting! [MF]

I've mentioned before that I spent a few years earning extra money as an escort. To say that it was an interesting experience is an understatement - I should write a book someday!

One encounter that stuck out in my mind was a booking to meet a businessman at an upscale hotel. At the scheduled time I showed up in a clinging black, low-cut mini-dress and heels, no underwear. The concierge who called me for the booking gave me a wink as I walked in, knowing that later he was either getting a $50 finders-fee or a blowjob.

I checked my reflection in the elevator mirror, and everything looked good. The air conditioning had gotten my nips rock hard, and the visible pokies looked great in the dress. I got off at the floor, and went to the room number. I knocked at the door, and the client answered wearing nothing but a bath towel.

And he was the father of a childhood friend of mine!

I quickly stepped in the room and closed the door behind me. He recognized me a few seconds later, and his jaw hit the floor. "I didn't know you were an escort," he said. How could I reply? "I didn't know you hired escorts," was the best I could come up with.

Now I have to admit that I always found him attractive. Growing up I would see him in a swimsuit at pool parties, and even at that early age I liked what I saw. He had taken his daughter and me to the movies, amusement parks, and all the other stuff that dads do with their children and their friends.

Standing there in just his towel, with an obvious erection underneath, I saw this as an opportunity to fulfill a fantasy, as well as earn a nice fee. "Well, we're both here to fuck," I said, "so this doesn't have to be awkward." Before he could offer any counter-argument, I dropped to my knees and pulled his towel off, unleashing a very respectable, thick, cut cock that bounced up to my face. I took it between my lips and he groaned, "oh, fuck", as I began to apply my oral talents. He still had the nice firm, flat abdomen that I remembered from the pool parties, and I let my nails lightly run over it.

After a few minutes of oral, I stood up and peeled my dress off over my head. This practiced move left me in nothing but heels and a necklace, and was always a crowd-pleaser. I put my arms around his neck and slowly drew his mouth to mine. As we began kissing, his hands started to roam over my body, caressing my ass and breasts. He began to moan into my mouth in desire.

I stepped back, giving him a little twirl for a nice full-length view, then said, "Normally the client has to hand over the envelope first, but I think I can trust you for it?" I reached down to cup his balls, and whispered in his ear, "Where will it be, Daddy? The bed, the shower, or someplace else?" He told me to go and stand in front of the windows, which had an amazing skyline view, turn and face him, and spread my legs to show him my pussy. He sat in a chair, leaning back to stroke his cock as I fingered my pussy for him.

When I was dripping wet, he asked me to lay back on the bed and spread my legs. That's when I discovered that the guy had off-the-charts oral skills. As his hands massaged my breasts and pinched my nipples, his tongue brought me to orgasm several times. It's probably no surprise that escorts often have to fake their orgasms for the client, but in his case they were all the real thing.

Rubbing his face against my dripping pussy, he said, "Please suck my cock. I need it so bad." For those who don't know, I think most guys see escorts because they are not getting oral sex at home. Their wives may be fucking them, but a man needs to feel a mouth wrapped around his cock.

So we swapped places, and I applied every trick I have when it comes to good head. I had him squirming, arching his back, and moaning in pleasure. His need was so obvious that I decided to give him what very few clients got. When I saw he was approaching climax, I kept his cock in my mouth, tugged on his balls, and took his enormous load in my mouth. I'm not exaggerating when I tell you I had to swallow 4 or 5 times to get it all down. He was very vocal when he came, which is always a turn-on for me, and when he was done I gave him a smile with a bit of his cum dripping out of the corner of my mouth.

Now this was the moment when post-nut-clarity sets in for the guys. Some want you to get dressed and leave immediately, some want to cuddle and talk for a bit, and others want to go another round. I stayed between his legs, kissing his cock and balls, then asked him, "Do I get to ride this before I go?"

He pulled me up to him and started making out with me. After a few minutes I felt his cock harden against me, and he reached into the bedside drawer for a condom. I rolled it onto his now rock-hard shaft and straddled him cowgirl. My pussy was still dripping wet, and although he had some girth, I was able to smoothly settle onto his cock.

Now it was my turn for arching my back, because he was hitting all the right spots. His hands were all over me again, and it wasn't long before both us us were slick with sweat. I had another VERY authentic orgasm, and as he heard me scream in pleasure he blew his load into the condom. I could feel his cock twitching inside me with every spurt.

I rolled off him and we both stretched out, panting and satisfied. "Shower," he suggested? We spent about 15 minutes playing, caressing, and teasing in the shower, where I managed to suck one more load out of him. We had gone well over our 1-hour booking, but he was a total gentleman and gave me a VERY large tip over and above my usual fee.

He reclined on the bed naked and watched as I got dressed, his satisfied cock now hanging limp between his legs. "So, are we doing this again," he said? "You know how to book me," I replied. I gave him a lingering kiss as I caressed his cock, then walked out the door.

The concierge got a very enthusiastic BJ for the booking, and yes, he became a repeat customer.