I sure wasn't expecting this to happen.
This occured back in the mid 90s. I had been to a large city for training for a week and was on my way home. It was a long drive so I stayed at a motel on the way home as it was too far to try non stop. I checked into this fairly big chain motel. It was not some sleezy small local place. Won't use the name but it is nationwide. I checked in at the desk and before leaving for my room the motel clerk ask if I was alone and I told him yes. He then said 'If you'd like a little company for awhile just give me a call'. I stood looking at him a minute thinking to myself 'here'?
Well, being without (sex) for over a week, I could sure feel it. I got to my room, showered, went and ate a bite and returned. All the while what that clerk said was on my mind as well as the 'mind' of that thing in my pants. I wasn't prepared for this and didn't have much cash on me nor any condoms. But, I still was sure feeling the urge, none the less.
I finally picked up my phone and called the clerk. I told him 'remember your telling me if I needed a little company to call you'? He said 'yes, are you interested'? I answered 'well; might be. I wasn't expecting anything like this and don't have much money on me'. He answered, 'I'm sure you can work something out. I'll go ahead and send her up'. It wasn't 5 minutes and I heard a knock at my door. I looked out the peep hole and saw a beautiful Hispanic looking woman there.
I opened the door and my mouth feel to the floor. She was beautiful standing there in a low strapped top and a short tight mini skirt. Her tan colored legs sticking out that short skirt looked fantastic. I immediately invited her in. She introduced herself (Maria) and I to her. She sat down in the chair and what a sight! I was dying to get my hands on what I was seeing.
I told her right up front that I wasn't expecting anything like this at this big motel and I didn't have much on me. She said 'what would you want then'? I then pointed at her legs and said 'a good feel of those while you do this' showing her my stroking loose fist (hand job). She then looked at me and asked 'can you handle $30'? I told her 'I'm sure I can come up with that', reached in my pocket and pulled out the $30 and handed it to her telling her 'I'm ready' while holding my dick thru my pants.
I took off my pants and briefs and stood there showing her my hard dick. She said 'you sure are ready, I see'. I laid on the bed on my back and she got up and took off her mini skirt. She came over laying next to me and I immediately had my hands all over her thighs taking in the softness. She reached down taking my dick in her hand softly stroking it. I told her 'I haven't been with a woman in over a week so be ready'. She said 'I'll hold you like this so your cum will be on your belly'.
She then went to seriously stroking my dick pointing it up toward my belly. She laid on her side with her legs spread open giving me a perfect feel of her inner thighs and there softness. I soon went to thrusting my hips as I felt my orgasm build and then let out a loud grunt as I started shooting shot after shot of my cum. She slowed her stroking and just let me cum and then slowly milked it getting the last of the load she could. She said 'it looked like you really needed that'. I told her 'I sure did'.
We got up, cleaned up and she left. I was certainly planning on staying at that same motel again on my next trip and sure hope she'll still be around. But, the trip never happened.