This story is obviously of a fictional nature. It is not suitable for anybody under the age of 18. I hope you enjoy it. Feel free to email me with any thoughts or comments that you may have on this piece.
The Playboy Files: Sable Gets Her Wish
This is part one of a series that will take place over the course of nearly a decade involving various women of the wrestling business. My name is Chuck Williamson and I had the best job in the world. I worked for Playboy magazine as a publicist that accompanied models on various activities such as autograph signings, photo shoots and other such occurrences. The job had a lot of perks with the main one being the obvious task of acting like a personal bodyguard to beautiful women all the time. In many cases, horny beautiful women. When I started on the job in early 1999 as a 25 year old former model with a tremendous physique (6'2" 220 pounds of muscle) I was the kind of guy that these girls wanted to be around. It was my job to do whatever I had to in order to make the girls I was traveling with happy. During my time working with Playboy I had sexual relationships with a number of wrestling women. They include WWE Playboy covergirls Sable, Torrie Wilson, Christy Hemme, Candice Michelle and Ashley Massaro, but it doesn't end there. I've also had encounters with other women of wrestling that didn't pose in Playboy such as Debra Marshall, Trish Stratus, Terri Runnels, Midajah O'Hearn, Dawn Marie, Melina Perez, Jillian Hall, Mickie James and others as well. As I sit here in the summer of 2007 I'll tell you about these stories of sexual conquest in a series titled The Playboy Files.
***
The first story takes us back to the beginning as I had the pleasure of hooking up with Sable for the first time. This story takes place in the early months of 1999.
Life was really good for me, but on the night of Wednesday February 17, 1999 in Detroit, Michigan it was absolutely perfect. In the early part of the year I traveled with WWF diva Sable aka Rena Mero, who was 32 at the time. Her Playboy issue hit newsstands in February and immediately became a huge seller, eventually becoming the best selling Playboy ever. During this time I traveled with Sable everywhere. She wasn't at WWF shows too often although she was the company's Women's champion. Our relationship became such that we fucked a lot. Even though she was technically married she admitted to me that the marriage was a sham. I became her personal play thing, basically. I didn't mind. Even though she was rough on the exterior and often bitchy, she was so fucking gorgeous that I didn't care. I never had to buy her stuff, we didn't go out on dates and I honestly barely knew anything about her. We fucked on beds, in the back of the limos, on desks - it didn't matter. We loved to fuck eachother. This story is about our first time together on that cold, February night in Detroit.
***
"Marc and I have sex, but it's rare and it's never that good. Plus it's not the same as getting fucked hard ya know? That's what I want."
That was Sable talking in the back room at a bookstore in Michigan with a friend of hers named Michelle, who was also her agent. The door was partially open and I was walking by as she said that. To this point we had only known eachother for about a week and she had a lot of handlers around her. For the next few days, though, I was her main traveling companion because Michelle was heading back to Florida.
"What about Chuck?" Michelle asked, as I felt my cock get hard right away.
"Hmmmm, good idea, he's nice and he's kinda cute too. Think he'd be up for it?" I could hear Sable ask the question and I felt like yelling "yes" but I walked further away from the door.
"I'll get him," Michelle said.
When I heard that I started walking away from the door, not wanting them to realize I was standing there. Michelle came up to me to tell me Sable wanted to see me in the room right away and that I should make it quick because she had to start the signing shortly. I walked in and saw Sable touching up her makeup. She was wearing a navy blue dress shirt that was buttoned up most of the way although like usual, her tits were hanging out of her top for everybody to see. She also had tight jeans on to keep her wonderful ass looking nice too.
"What's going on?" I asked her nonchalantly.
"I was thinking tonight after the signing why don't you join me in my hotel room for some...fun." She didn't come right out to say anything, but I knew what she was implying.
"Sounds good. I'll be there." I didn't know what else to say. I was shocked.
"Great." She got up out of her chair, walked over towards me and ran her finger along my chest. "I feel like celebrating the success of the issue and you've been so good to me that I thought we could have our own little private party tonight. Just you and me." She moved her finger across my chin.
She nodded at Michelle, who exited the room.
"So we're set, then?" She asked, as I nodded. "Good. You're not nervous are you?"
"Honestly? I'm not...just a little shocked. I mean you're beautiful and..." I didn't know what I was saying, but thankfully she cut me off.
"Let's get something straight, Chuck. This is not a date. We're not eating together or drinking champagne or trying to impress eachother. I don't even care about you or your life, quite frankly. I don't care if you have a wife or a girlfriend. I don't care if you hate your job, if your parents are sick or if your dog just died. We're not going to talk about our lives. Don't ask, don't tell. All we're going to do is fuck and after it's over we're going to fuck some more. All you have to do is listen to me, do as I say and I promise it'll be worth your while. It'll be over when I say it's over. Are we clear?"
I replied simply by saying "yes" and I was on my way out. What man wouldn't want to fuck such a beautiful woman without having to do all the other things that women expect in a relationship? I was ecstatic. Before I left she mentioned that I don't need to get condoms because she's "fixed" as she put it.
***
Her signing was 90 minutes long, so I had plenty of time to go to the drug store. I asked if they had any over the counter supplies to keep you hard longer just because I figured it would increase my chances of being with her again. I ended up finding this herbal thing that you rub on your penis and it'll keep you hard after ejaculation. I knew people who used it, so I figured why not give it a try? I rubbed it on and then headed back to the signing.
When I got back to the signing there was about 15 minutes left. She winked at me when I got back while I nodded my head at her, acknowledging that I was ready. I stood by the table for the final rush of signees and then when it was over I told them all that we appreciated them coming, but that she had to go to the next town. It was 7pm, so the time was up and while we did have to get to Cleveland for a 4pm signing the next day there was no rush.
We got out of there and headed for the limo. The hotel was only five minutes away from there. Michelle was in the limo as well, so we couldn't really fool around. When we got to the hotel Sable told Michelle she'd see her in the morning while Sable and I quickly made our way into the elevator.
"I bet you're wondering why I'm doing this." She remarked.
"You said don't ask." I replied.
"Good boy." She smiled, then leaned in and made out with me in the elevator. It was a long, deep, passionate kiss. "The more you listen, the more fun we have."
We got out of the elevator and I carried her bag for her into the room. I put it down in the corner as she locked the door. And so it began.
***
"Get on the bed and take off your shirt" she ordered me. Not one to disappoint, I did so. I had a nice body, so I had no problem showing it off for her. "How long has it been since you've traveled with me to these signings?"
Odd question, but I knew the answer. "Eight days, I'm pretty sure."
Then she gave her next order: "Take off your pants." While I did that, she unbuttoned her blouse so that I could see a purple bra underneath it. Then she undid the belt on her pants, pulled down the zipper and turned around as she slowly pulled them down while sticking her wonderful ass with a purple thong right in my face. I was left in my boxers, which happened to be black silk on this day.
She spoke again: "In the eight days since you've been traveling with me how many times have you jerked off with me in your thoughts?"
I hesitated, not knowing what to say.
"Chuck," she stepped forward, opening up her blouse a bit more to give me a better look, "if you don't answer my questions then this night is going to answer quickly. I'll ask again, how many times have you..."
"Every night. Okay? Every night I've dreamed about wanting to be with you." Again, I didn't know what type of words to use, so I went the safe route.
"Good, now, let me ask you another question. Do you remember THIS outfit?" She took off her blouse to reveal a purple/white bra that matched the thong she was wearing. It was amazing at accentuating her enormous tits.
I did recognize it. "I remember. That's what you had on at the Unforigven PPV last April (1998) after you lost to Luna. It was a fun match."
She smiled, obviously pleased at my memory. "Oh, I'm sure it was for you, Chuck. I bet you watched that over and over again, pausing it just as they cut to close-ups of my tits and you dreamed about...actually, why don't you tell me what you dreamed about doing to my tits?"
I had to be honest with her: "Look Sable, I think you're amazing and I would love to spend time with you tonight, but I don't know what you want me to say here. I'm sorry if that upsets you."
"It's okay," she said calmly before continuing, "but could you at least show me how you get yourself off thinking about me?" I didn't want to piss her off, so I started to jerk off in front of her although I kept my cock in my boxers while I did it. She began touching herself around her pussy. "Keep going, I'll be right back." I paused for a few seconds as she went into the bathroom. I'm not sure why. I continued to jerk it at a slower pace until she emerged with a pair of handcuffs along with a key. I continued to jerk myself while getting very hard.
"What are those?" I asked her while catching my breath.
"Didn't I say no questions?" She continued while I slowed down my pace. "These are for your hands. I like to have control in everything I do and if you want to fuck me then we do it my way. After all, I can't control things if you've got your hands all over the place. Now, you have two choices. If you don't like the cuffs I'll put the key right here on the dresser, I can uncuff you and you can leave this room knowing that you'll never get a chance with me again. Or you can let me be in control, we can do this my way and when I'm ready I'll take those cuffs off you so that you can do whatever it is you dreamed about doing to me all those lonely nights. Now," she said while bending over giving me a look at her huge tits, "give me your hands." I sat up on the bed. I stuck my hands out in front of me as she put the cuffs on my hands. They were loose. I could probably get out of them if I wanted to, but I knew that if I did she'd be pissed, so I went along with it.
