I've always assumed prostitutes don't enjoy sex. Maybe some do. But my belief has always been that they would be hard to make cum.

That premise made me wonder. Could I make sex so good that a prostitute would give up the money? I racked my brain for a long time before I came up with a plan.

...

She arrived at the hotel right on time. We met in the lobby and exchanged pleasantries before heading upstairs. I had agreed to two hours with her. But, when we got to the room, I proposed something different.

I told her I would pay her double if she could last an hour in bondage. We would have a safe word and I would honor it. However, if she used the safe word, I would only pay for an hour and oral sex after she was freed.

She took several minutes and asked a bunch of questions. In the end she said yes.

I had velcro cuffs that were secured to the bed frame with nylon straps that would keep her arms spread and a spreader bar that I used some rope to secure to the frame near the foot of the bed. The timer started.

59:00 MTG

I gently massaged her body. Looking deep into her eyes, I rubbed her stomach, thighs and arms with one hand. Before I got up to get the toys I would use, I allowed my hand to wonder over her breast, gently grazing her tit. "I hope you win." Is what I whispered into her ear.

57:00 MTG

Lubed and tested, I took the vibrating anal plug over to her and gently inserted it. Not wasting any time, I brought over the 9" vibrating dildo and placed the tip on her tit. I had it there for a moment before letting the tip gently massage its way down her torso until coming to rest on her pelvis, just above her clit.

She moaned slightly, signaling her desire for more.

54:00 MTG

I slid the dildo's tip down a little farther, stopping so that tip just barely touched her clothes as it vibrated. It took seconds before her hips instinctively raised to meet the sensation. I took the vibe off her clit and scolded her. "Good girls wait."

"Yes, daddy" was her playful response. She moaned as the vibe just barely touched her clit again. This time she giggled a little as she pulled away. That was my cue.

50:00

I placed my free and on her pelvis and held her firmly to the bed. Then, slowly and methodically, I inserted the vibe into her. Her limbs tried their restraints as the sensations over came her.

She was panting and biting her lip as she looked at me. I could see lust in her eyes. I wasn't sure if this was part of her job or if she was really in heat for me. But I knew she was not faking the moans. Those were very real.

42:00 MTG

I walked to my bag of tricks and grabbed the nipple clamps. Walking back to her, she shook her head. "Do you want to use your safe word?"

"No. But please. No."

"I'm going to use these. Unless, of course, you want to use your safe word."

She laid there and groaned. As a wave of orgasm hit her. It must have been pretty strong because her body strained against the constraints and her breathing paused for a short time before she collapsed on the bed.

I took that moment to secure the clamps in place. She moaned in pain as each clamp gripped her fully erect tit's. "I can't do it! I cant!"

33:00 MTG

I ignored her pleas and grabbed the dildo and began a fucking motion. Every time I retracted and every time I thrust the dildo, she would moan loudly. So loudly, I find it hard to believe anyone on our floor didn't her her.

"No. Stop! OK, you win!"

I continued fucking her with the dildo.

"Pineapple!"

29:00 MTG

Immediately I stopped. I turned off both vibes and slowly pulled each out. Removing the clamps, I took a moment to rub each tit. Then I released her feet and her arms before I sat in the recliner next to the bed.

After a few moments, she got out of the bed and kneeled in front of me. Her exhaustion was evident on her face. But she pulled her hair to the side and took my erection in and gave me her best blow job.

After she swallowed every drop, I held up the money for one hour and said, you earned this.