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Little Boy Blue

05-Oct-2007

Little Boy Blue    
 
 a newbie's tail...no pun intended

 

If I had the guts to act on my fantasy at age 25, god knows where I would be today. I had been talking with this young man for several weeks and we finally hooked up. I knew he was young but had to verify his ID, because he looked younger than he stated.

 

He was a bit nervous, sitting next to my spanking tools including my riding crops. I had asked him to think about a safe word, BLUE it is. He was so curious...

 

He disrobed and I asked him to lie face down on the satin covered bed, instead of chaining him to the bed, he was asked to hold unto the chains....he did not want to be blindfolded, and he wanted to see what I was doing.

 

I asked him to relax as if one could do that with their ass about to be spanked. I  selected  my leather paddle  to start with. I ran my manicured nail up one leg and down the other, made him squirm a bit...then I hit him. Of course he flinched, but he did not cry out. Then I really started to really spank than virgin bottom. After 20 strokes, his boy bottom was pink and he tells me that it felt good. I asked him how many strokes did I give him, he said he was not counting. I told him to count next time. I then gave him 21 strokes and he blurted out 22, wrong answer, so I swatted him again really hard. I placed my hands on his bottom and it was hot...Just the way I like it...

 

I then tried my small flogger made with rubber. I started out with almost feather touches on his bottom..he moaned, and told me that it felt good..then I increased the intensity and he just shivered. I went back to the paddle for a short time, then moved onto the leather flogger, using it in a back and forth manner lightly over that tight young ass...then I increased the intensity, BLUE. His color of his bottom had moved from pink, on it's way to blue...I then tried my handyman gloves, he didn't like that.

 

Back to the paddle for this young man, as this was his favorite instrument so far. He went from a lying position to on his knees, dick hard and dripping. You'll know I can go on forever when someone is reacting to me in this manner, but he got up and stated he wanted to try a different position. I think his ass was sore, don't you.  So I got the "chair" and had him bend over it. And using the paddle, I used it directly on the crease of the ass as it meets the thighs...he liked that, especially as I was holding onto his dick as i swatted his tight ass...he liked this a whole lot...he didn't know which way to move....

 

He was so curious....

  1. He wanted to try some ass play, see what that was about...I got my glove on, applied some lube and moved in that direction, the look on his face was so cute...every time I got close to his asshole, he jumped. This was not his game for now...
  2. Could I play with his man parts...if I want to I can play with anything I want...lol  I think if we session again, I will have him OTK with said parts between my thighs with fishnet stockings on....
  3. What does your strap on look like...I put it on for him and allowed him to touch it...interesting?

Not bad for a 1/2 session....


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My Escort Blog Posts
Nooner -- Foot Fetish Style
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The Novice
The Candle Wax
Please Mistress, I have been BAD
My New Ornament
Trick or Treat
The Shadow On the Wall
Blue rain Monday
Little Boy Blue
Alan's Story
Relief in Tulsa
Our First Session, His Version
You are a MEAN BITCH
I am still floating, thank you Ma'am
How I Used His Body
Fun With Dick and Jane

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