My First Session With A Strap-On

by Roger

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© Copyright 2003 - Roger - Used by permission

Storycodes: F/m; bond; fem; anal; cons; X

My wife and I had practiced a little bondage play ever since we moved into our house. As punishment for little and big infractions, I would clean the house in a maid’s outfit - - short skirt and fishnet hose - - while wearing leg irons and, maybe, handcuffs. If I was cutting the grass in the secluded part of the yard, she would put my leg irons on and handcuff me to the mower.
 
One evening I had to take a leak, so I went to the porch in the secluded area, pulled down my shorts and underwear, and took a leak. It is so comfortable there - - the railing is at the right height that I can rest my privates on top of it while I piss. I had done it many times before, only this time my wife came around the corner of the house and saw me do it. She’s always looking for an excuse to punish me, and she sure had one here. She told me the punishment would start after it got dark; I could hardly wait.
 
After dinner, she walked into the room carrying two sets of handcuffs and two leg irons. And told me to strip. We went out onto the porch and she told me to put my arms on the railing about a foot out from my body, and she locked them in place with the handcuffs. Then she told me to do the same with my legs and the leg irons were locked.
 
But that wasn’t all. She left and returned with a short length of clothesline, after which she stood behind me, pressed me against the railing with my privates laying on top, and wrapped the rope around my privates and the railing. A good double-knot and I was not going to move without a lot of pain. Then she put a cup on the ground and told me that I was going to stay in that position until I filled the cup with urine! This was a potential problem - - not only did I have to produce that amount of urine but I also had to hit the cup, and without my hands to guide my cock, I may have already been doomed to failure.
 
She returned a couple of hours later. The cup was still dry. "Did I want some water to drink and improve my chances?"

"Yes, thank you."

A couple of more hours and I had dribbled a little. I could feel it inside me but it just would not come out.
 
"Well, I can’t leave you here after it gets light so I’ll set the alarm for 6:00 and see how you have done. And as a little incentive, I bought a new toy and have been waiting for the right time to try it out. I think tomorrow morning might be the time."
 
She held a strap-on up in front of me! At least it was long and narrow rather than being wide, but it was still a strap-on.
 
"I promise I’ll have something in the cup."
 
It’s a good thing she had sprayed me and the area for mosquitoes! I tried and tried but not much came out, and I couldn’t see in the dark if I had hit the cup or not. The hours seemed to go on forever and my legs were getting tired, even after shifting my weight from time to time. (However, with my crotch tied to the railing, there was a limited amount of shifting I could do.) I tried to doze off but that was impossible.
 
It was getting light and she reappeared. Seeing the cup was still empty, she told me that she would help me. She played with my cock but that did nothing but arouse me. Finally, it was time for the strap-on.
 
" I’d better gag you so you don’t disturb the neighbours."
 
And she put a ball gag in my mouth and buckled it in the back of my head.
 
I felt cream being spread on my asshole and my cheeks being spread apart. In went the dildo, slowly but steadily. When she got most of the way in, she put her arms around my body under my waist and pulled while she pushed in the strap-on. This new pressure on my belly plus the effect of the dildo finally released a long stream of urine. When she finished, she pulled out and then started to release me.
 
When she was finished, we looked in the cup. Half-full. I must have missed with most of what I eliminated.

"Even with help you couldn’t take your punishment and fulfil your promise. Well, remember that I have this little toy and any time we need to use it, I will."
 
And all of this because I tried to practice conservation and not use the water to flush the toilet!
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01.07.03