A Lost Bet Ch. 02
Keywords: 02, Bet, Lost, A, Ch.,
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It was a fitful night. While the chair had been designed to provide at least a little comfort, having my arms bound behind me all night got to be uncomfortable. Plus, I was forced to remain in the same position because of being bound to the chair. And it didn't help that every so often, I had a machine pumping in and out of my ass. I slept intermittently, but when the light came on in the morning and I heard Frank come back in the playroom, I struggled to wake up.
"How ya doing sleepyhead? Did you have a good night's sleep?" He asked with a big grin on his face.
"mmpphh..." was all I could say as I remembered that I still had the gag in my mouth.
He chuckled as he walked over to the machine and shut it off. As he pulled the vibrator out of my ass, he gave it a little slap and said "looks like you got pretty well stretched back there. I wonder how long it will take before your hole reduces back to its normal size?" He smirked at that thought as he watched me squirm, feeling the cold air tickle my insides and trying to squeeze my sphincter muscle back into its smaller size.
"Hold still. I'm going to take off the gag first. Then I'll let you up." He lifted my head off the chair's headrest and unbuckled the gag from behind it.
"Owww. My mouth is so freaking sore." I complained. "Let me up Frank."
"Hold your horses Jo. I just want to get a couple of things clear. Okay? As soon as we do that, I promise I'll let you up and you can go. After all, the bet was only for one night." He paused for a second to let me gather myself. "Deal?"
"Okay Frank. I'll hear what you have to say but I can't make any guarantees about how I'm going to respond."
"Okay." And as he started talking, he loosened my legs and let them rest in front of me...and it felt SO GOOD to finally have them down.
"Look Jo. Last night was a trip. You kind of set yourself up for it. You have to know that. Granted, I know you thought you'd win the bet, but that's just the way the cards fall sometimes. Last night you got beat. I had to take you down an extra peg or two because you were talking so much trash..."
"But Frank, c'mon...making me dress like a girl? Fucking me? Both you and Tom ought to be put in jail for that. That was rape, dammit!" I yelled back at him.
"See, that's what I'm talking about. All that out of one mouth, and 2 ears that you just won't use. Will you shut up for a moment? If you don't, I'll just gag you again, then say what I want to say. Your choice."
I shut up.
"Jo, as far as Tom and I are concerned, we all had fun last night. Granted, I can see how you might not have thought so, but that's on you. I mean, you can try and report us if you want, but do you really want to go through the shame? I mean, first of all, you're a guy. You really want to be seen as being so weak that you got raped by another guy? Secondly, do you really want to share all the details with the cops...remember the enema, the outfits, the fucking machine...do you really want them knowing that you went through all that?"
"Frank, excuse me for interrupting, but I need to say this. What you and Tom did to me was wrong. Plain and simple. Now please, let me up. I want to go home."
"Okay. In a minute. As far as the reporting goes, do what you've gotta do. But let me say this too. You are always welcome in my home, and you're always welcome to come to the card games. Now pay close attention to this, because here's where your future really rests in your hands. We, okay, I did this to you once. I enjoyed it. I'm not gay, but I did like fucking you. Hell, so did Tom. After we left you last night, we agreed that this was not going to be the last time. Get that panicked look off your face. We're not going to come kidnap you out of your house...unless you want us to, that is. But know that whenever you come over here, you're going to have to earn your right to be a man. Anytime you're over here, there will be betting, and you're the prize. The bets will vary, the games will change. Sometimes, you might even get off scot-free. But for the most part, once you walk in that door, one of our goals, one of my goals, is to treat you like a woman. You can fight it, or you can give in. Personally, I'd prefer that you fight it. It's more fun that way. But last night, initially after you lost the bet, you responded with dignity...like a man. And that was cool. You just didn't know what to expect. I didn't either...until things start going the way that they did. Now that I know what's possible, I have no intentions to stop. So the question is...are you man enough to come back to this house knowing what's in store?"
I sat there looking at Frank like he was crazy. I mean, did he seriously think that after everything he and Tom put me through the night before, I'd willingly come back over and risk the same treatment?
"Let me up Frank. I'm going home."
"Okay, that's fine. You can think about what I've said." He undid the straps holding me to the chair, then released my arms from their bondage. I spent a few moments massaging the life back into them, totally forgetting that I was standing in a bustier, stockings, and heels. "Where are my clothes Frank?"
"They're upstairs in the bedroom. You can take the outfits with you if you want." Then he snickered a little bit. I started to feel a runny feeling down the insides of my legs. As I looked down, I saw the remains of the lubricant and machine ejaculate running down my legs.
"Jo, I hate to say this, but you may need a tampon, or probably a butt plug to not make a mess while you're heading home." Then he laughed. I didn't know whether to be embarrassed or pissed off. "Check the bathroom next to the guest bedroom. Feel free to use whatever you find in there." He continued to laugh as he left me there to clean up.
I tottered my way to the guest bathroom on cramped and unsteady legs feeling violated and raw. As I rummaged through the cabinets in the bathroom, I found some old tampons. "Will this humiliation never end?" I thought to myself as I sat on the toilet to try and insert it. Apparently, the answer was no, because the tampon fell right into the toilet. My ass was too stretched to keep it in. I gathered myself together as I dug around in the drawers until I found a butt plug that didn't look too intimidating. As I lubed it up and sat on the toilet, I continued to think about what had happened. The butt plug slid right in. It felt a little loose, but as I stood and clenched my cheeks together, the plug stayed in place. I figured that as soon as I had my underwear on, it would be more secure. "I still can't believe those guys raped me. Of course I'm not going to the cops because I don't want to explain all this. I don't care that it wasn't entirely my fault. I'm not doing it. But I'm damn sure not coming back here," I thought to myself.
I hustled into the bedroom to take off the lingerie and get the hell out of there. The bustier went first. As I unfastened it, I took a deep breath and felt the oxygen flooding my veins as the air filled my lungs. I felt relieved. Next came the heels. As I sat down, I was still keenly aware of the plug in my rear. "Just ignore it. You've gotta do what you've gotta do." I lifted my leg up to undo the ankle strap and saw a flash.
"For my scrapbook," laughed Frank. "You look sexy." Then he walked away down the hall.
"Sonovabitch," I grumbled, sliding off first one heel, then the other. I flexed my toes and calves and felt muscles I didn't know I had. Lastly, I started sliding off the stockings. Of course I noticed the silky feelings on my legs, but that was secondary to coolness of the air on my naked skin.
I couldn't help but notice the different texture of my clothes. Any person who has ever tried on women's clothes and then men's clothes would note the difference. But that didn't matter. I was going home to try and forget that the night had ever happened. After I finished getting dressed, I made sure to leave all the lingerie and outfits right there on the bed. I didn't want Frank getting any ideas and thinking that I might have enjoyed it.
As I headed for the front door, Frank called out to me from the living room "See you next time Jo."
"Not on your life Frank. It's been nice knowing you." And I walked out, head held high, but with a slight switch in my hips. "Damn butt plug," I thought to myself. As I (gingerly) sat in my car to drive home, I was still trying to come to grips with all that had happened. "Man, I just need to go home, take a shower, have a nap, then go to the movies or the coffee shop or something. I just need to feel clean and free."
I drove home and did exactly that. I stripped off everything as I walked through my door, not stopping until I got into my bathroom where I finally dropped both my shorts and the butt plug. The shower felt good as the water caressed my body. After I finished, I wrapped a towel around my waist and went to have a drink while I dried off and watched TV. I don't even remember what came on. I know I sat down on the couch, turned on the TV and set my beer on the coffee table, then I passed out. I was more exhausted than I thought, because when I woke up, it was the middle of the afternoon.
"That's it," I thought. "I guess I'll have to find some other guys to hang out with because there's no way I'm going back to Frank's place. I mean, since I know what he has in store for me, why would I?" And since there was no good reason to do so, I resolved not to.
That was three months ago.
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"I thought you weren't coming back?"
"Yeah well, don't get any ideas. I'm only here because it's Super Bowl Sunday and you've got HDTV with cable. I'm not making any bets, so you can keep all your kinky ideas to yourself."
"Okay. Cool. Tom's in the kitchen. Go grab a beer and make yourself comfortable." Frank said.
"Thanks, but I'll stick to soda. I still don't trust you guys."
"I'm offended," Frank said with a laugh. "Hey Tom, Jo thinks we're going to drug him and have our way with her.
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Keywords: 02, Bet, Lost, A, Ch.,