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.
"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...I mean, him. I laid out the rules last time, and none of us are going to break them. No rohypnol. No chloroform. No need to worry. Just don't get pulled into any bets Jo and you'll be fine."
And with that, the game was on.
I had to give credit to the guys. Throughout the majority of the first half, the word "bet" didn't even enter into the conversation. We laughed and joked and yelled at the screen like most football fans. Then, it happened. I let down my guard. We had just seen a Lay's potato chip commercial on TV, and Frank asked for me to pass the bowl with the chips and salsa in it. I was trying to be funny and that infamous phrase slipped out as I handed Frank the bowl: "Frank, I bet you can't eat just one?" I regretted the words as soon as they came out. Both Frank and Tom turned to look at me. "Never mind. Never mind." I backpeddled. "Forget I said anything."
"No way Jo. Too late for that. You KNOW I'm always down for a good bet." Frank looked at me with a sinister grin on his face. "What's the time frame?"
"C'mon guys, I was joking. I take it back. That wasn't a real bet."
"Sorry Jo," said Tom. "A bet's a bet. Name the time frame."
"Seriously, guys, no bet. I was trying to be funny. I didn't mean it."
"Well funny-man. Looks like the jokes on you. Name the time frame," Frank demanded.
"1 week," I responded figuring that would give us all an easy out.
"Make it 2 weeks," said Tom.
Frank chimed in, "let's make it interesting. How about I don't eat anymore desserts OR meat for the rest of the week? How's that sound?"
"Can't we just forget it? I really don't want to do this." I felt like I'd just walked in to a trap.
"Nope. I'm ready to earn another night of fun. Oh, you are SO going to owe me for this." Frank chortled.
Tom, acting as judge said "I think we've got ourselves a bet."
"But how are we going to know if Frank ate or not?"
"Tell you what Jo. You're on vacation next week aren't you?" Tom asked. I nodded "yes."
"Well, I've got a way to make it interesting and fun for all parties involved. I know that we all have enough vacation time to take a couple of weeks off, so let's take a trip. We can go crash at a cabin at the slopes starting at the end of this week. Frank will check in with us for the first couple of days this week. As a matter of fact, I'll eat breakfast with him to make sure he doesn't cheat. Jo, you can have lunch with him since you don't work too far from each other, then for dinner, we'll check in with Frank's girlfriend. I know she'll be cool with the idea...both of him not eating meat and of him going away for a few days."
"What do you mean by that?" Frank asked, looking surprised.
"Don't worry about it man. She just wants a couple of days to hang out with her girlfriends and come to miss you. She'll be waiting for you when you get back. Trust me." Tom assured him.
"Alright. I'm in," said Frank. "Jo, don't bother packing too much for this trip. Once I win this bet, I'll take you shopping at one of the outlets on the way to the slopes." Tom grinned at Frank's suggestion.
"That's actually a good idea. Jo, if Frank wins, then next week at the cabin, you have to do WHATEVER WE SAY. That's the deal." Tom said.
"You guys aren't going to let me out of this are you?" I asked and watched as they both shook their heads no. "I don't even know why the hell I came over here. It was a stupid risk to take."
"Don't give up hope Jo," Tom said. "Frank could still lose his nerve."
"Not likely," said Frank. And with that, I watched him get some bread and water and gloat throughout the rest of the game as he proceeded to work on claiming his prize. I left that evening disheartened, and wondering what I had gotten myself in to.
Over the course of the week, I ate with Frank at my appointed time and tried to entice him to eat meat and desserts as much as possible. I even tried to make another bet with him, but he only responded with "one bet at a time Jo...one bet at a time." Then he'd leer at me. Finally, the end of the week came.
"I made it. A whole week without meat or desserts. Heck, my girlfriend was so impressed that she encouraged us to keep doing whatever it is we're doing if it will help me stay in good shape. I guess that means more `workouts' with you, right Jo?" Frank laughed as he congratulated himself for a job well done.
Tom reported, "Frank did well as far as I could see. How about with you Jo?"
Grudgingly, I admitted that "yeah, Frank made it. He didn't even look like he was tempted."
"So you know what that means. For the next week Jo, my wish is your command." Frank literally could not stop himself from grinning and I could see the possibilities running through his head. Even Tom looked like the cat that caught the canary.
"Tomorrow morning, 10 am. We leave for the ski trip," Tom said. "I'll drive. Jo, we'll meet at your place. Don't worry, I don't think you'll have much packing to do."
And with that, the night ended. The next morning, the guys pulled up to my place at 10 sharp. "Jo, the only thing you need to bring is your ski equipment and toiletries. Everything else, we'll get on the way...including your ski outfits. You know Tom, I think we'll enjoy having our own private ski bunny."
"Frank, I believe you're right. Do we need to stop and shop along the way?"
"Yeah. We'll stop at the outlet stores to pick up the day to day wear that our little Jo is going to need. But I've already got a special bag packed for `HER'" Frank said.
"Then let's get this show on the road!"
I climbed into the backseat of the SUV and Tom pulled off. Already, I could tell I was in for it because there was a note for me on the seat...appropriately, from Tom and Frank. Here's what it said:
Dear Jo, thanks for being man enough to uphold the bet. This week is going to be fun. Trust us. Your first responsibility is to strip here in the car, put on the panties and camisole that are in the seat pocket, then put your regular clothes back on. We'll handle the rest when we stop to shop... Yours truly, Frank and Tom.
I looked up and saw them watching me through the rearview mirror. With a sigh, I did as instructed. It would have been much easier to do in the house as opposed to the truck, but I suppose they wouldn't have had as much fun watching me struggle, and they wouldn't have enjoyed the looks given by some of the truckers we drove next to during the change.
A couple of hours later, we pulled into the outlet stores. We bought some ladies thermals, ski pants and jacket, workout clothes, sweaters, and tennis shoes at the sporting good store. At a shoe store, the purchases included a pair of hi-heeled Timberland boots, a pair of knee high black boots with a 4" heel, a pair of slippers, and a pair of red pumps. Frank told me he'd already bought a few outfits from the adult store that he thought I'd enjoy, but he also wanted to get a few more "appropriate" clothes. Probably the most uncomfortable part of the shopping trip was when we went into the lingerie outlet store. Frank asked one of the salespeople to take me in the back to get my measurements and the lady was just too tickled to be involved in my humiliation. We picked up panties, camisoles, stockings, a couple of bustiers and a couple of corsets that could be worn without shirts. We also bought a red leather miniskirt and jacket, a light blue minidress, a mohair sweater dress that came to mid-thigh, a jersey dress (you know...the ones that look like basketball jerseys), a couple of shirts, and a pair of cream Capri pants.
"Okay Jo. Here's your next task. Take the Capri pants, the baby blue shirt which should match your cami, and the tennis shoes we just bought and find some place to change," Frank ordered.
"Wait, you mean I have to travel the rest of the trip in women's clothes? People will know I'm a guy. C'mon, at least let me change once we get to the cabin."
"Jo, you can either change here, or ride the rest of the way to the cabin in nothing but your underwear. Either way, your male clothes end the trip here. It's your choice."
Obviously, I chose to change. I found a men's restroom near one the parking lot and, after locking myself in one of the stalls, stripped off my boots, jeans and sweatshirt. Then I slid the shirt over my head. I noticed that it felt different in the way that it fit. It was tight across the body and shoulders and arms, and it didn't leave much to the imagination. Next, I slid on the pants. I was thankful that the guys hadn't forced me to wear a skirt. But as I slid the Capri's up my legs, I realized that since they fit so snug, I'd have to tuck my dick back between my legs. That was a little uncomfortable, but one the pants were pulled up, it held fairly well. Finally, the tennis shoes. No big deal there, but the color scheme did match the shirt and cami I was wearing. As I exited the restroom, I couldn't help but look in the mirror.
"I'm so in for it. I don't know how I managed to let myself get roped in to this. If I'd never started hanging out with these guys, I wouldn't be doing any of this." My thoughts raced through my head. And the question that still bothered me was why I was going along with these outrageous things. Surely there had been a point where I could have walked away, but what was it? I could barely think straight at the moment, but I figured I'd have the next few days to ponder the answer to that particular question.
"All ready to go Jo?" asked Tom.
My answer was only to hand over my male clothes, then climb into the back of the truck. I crossed my arms petulantly and tried to ignore the guys as we started on the last leg of our trip.
As we drove for the next couple of hours, we listened to music and I tried to read to keep myself from obsessing about my current situation. I guess I must have dozed off, because next thing I knew, we were pulling up at a solitary cabin that was more like a chalet. I wanted to be pissed, but I was impressed by the layout of the place.
"Frank, you take the back bedroom. I'll take the master bedroom off to the left. Jo, you get the front bedroom. Hustle up and let's get everything inside before it gets too much colder," said Tom.
We hustled. We really only had to take in our ski equipment and bags (their luggage and my shopping bags). There wasn't any food in the house so one of the guys was going to have to go shopping.
"I'm going to run out and grab us some food for the week," offered Tom. "That will give you two time to explore the place and get started with...whatever it is Frank has in mind." And with a wink and a nod, Tom took off.
Frank smiled as he looked at me. "Jo, we are going to have some real fun with you this week. You can fight it if you want, but if you just relax and accept the week for what it is, you might actually end up enjoying yourself, alright?"
"Yeah Frank. What-e-ver" I responded cynically.
"Fine, be like that. Just know that the activities are about to begin. Go sit down on the sofa. I'll join you in a minute." Frank then disappeared with his bags into the back bedroom. I carried mine into the front bedroom, then skulked my way back to the sofa. I really didn't want to know what Frank had planned but it really didn't matter. I already knew that I was in for a very different kind of week.
After about 30 minutes of watching TV and waiting, Frank finally emerged from his bedroom with a bag in hand. "Here Jo. These are some of the things that I brought from home for you. Now it's not everything, because I wanted to keep a few things as surprises. But what you will find in the bag are a few different outfits...some for wearing in public, some for here in the house. Believe it or not, you do have some flexibility in choosing what to wear...at least until either I or Tom ask you to put on something else. Also, during our time up here, you will be asked to perform various...tasks. If you refuse, there will be consequences. I need you to understand that."
"So basically, I'm your slave for the week." I retorted.
"Slave is such a harsh word Jo," Frank said. "Honestly, you can leave whenever you want. We don't want you to feel totally trapped."
"Of course, if you leave, you'll leave wearing only the clothes on your back," Tom added as he set down the groceries. "It's probably a mile or so to the nearest cabin, and it gets pretty dark and pretty cold up here at night. And I think I actually heard some reports about mountain lions roaming around. Basically, I wouldn't recommend it."
"Fine, fine," I grumbled. "Let's just get on with it."
"Jo, Jo? What's the rush? We've got all week long to play. Think of this as a vacation," Frank said. "It's a whole week where you can do whatever you want or whatever you're told to do without fear of judgment and without worrying about what would happen if anybody finds out. The only people in the area that know you are sitting in this room, and even though we took advantage of you (yes, we can admit that), we're not out to hurt you. Just try to have a good time over the next few days."
"Yeah Jo," added Tom. "Outside of times like this, you know we'll still treat you the way we always have. No big deal."
"You guys can stop trying to convince me because it's not going to work. But that doesn't matter does it? We're here now. You're getting what you want. So, what is it you want me to do first?" My attitude just continued to be sour even though the guys were being semi-nice to me. I couldn't help feeling cheated though. This just wasn't right...
"Well Jo," said Frank, "the first thing is to get you out of those clothes. I mean, you look cute and all, but I'd like to see you in something a little sexier."
"And what would that be?"
"Why don't you go in your bedroom and find out. The outfit is the top one in the bag."
"Fine," I huffed as I carried my bag into my room to change.
Once I got into my room, I opened the bag to find a black garter belt and stockings, a black thong and bustier, the heels with the ankle straps, and a long, royal blue Chinese-style dress. Even I had to admit that the dress was beautiful. As I changed, I heard muffled voices coming from the other room, but I paid them no mind, figuring that I'd find out what the guys were talking about once I got out there. Putting on the garter belt and stockings first reminded me of the first time 3 months ago. That same silky feeling was there, but this time I allowed myself to feel the soft rustle of my legs brushing against each other. I still stubbornly refused to get into the act, but I couldn't help but acknowledge what I was feeling...I guess it was a little "naughty." I quickly put on the panties and bustier. The next step was the heels. Once I slid them on and had adjusted the straps, I stood up and caught a glimpse of myself in the mirror. From the neck down, I could kind of pass for a woman, albeit one that was not as curvaceous as the models on TV. Still, my figure was good enough that I would have approached me in a club. "I guess the clothes can go a long way in making the girl," I thought. Finally, I pulled on the dress. It reached almost to my ankles with a long slit up the side. I knew that when I sat down or as I walked, the guys would be able to see the tops of my stockings and the attached garters. But this was what they wanted. I stepped out of the bedroom to find the guys chatting in the kitchen. Something didn't feel right, but I approached them anyway.
"Ahem." I cleared my throat and both guys turned to look at me.
"Wow Jo. You look very sexy in that dress. Very...sensual," said Tom.
"Yeah. I'm definitely impressed," added Frank. "That wasn't a bad choice, now was it? Come on, you can admit it."
"I'll give you that Frank. It's a nice dress."
"Good, I'm glad you like it. Please, come and join us."
As I walked over to them, Frank said "turn around. I want you to face the wall and close your eyes." I did as instructed but started feeling apprehensive.
"What are you doing Frank?" I asked.
Then I felt my wrists being pulled behind me, and leather straps being bound around them.
"What? You're just going to try and repeat last time?"
"Shhhh..." Frank hushed me. "Keep your eyes closed. As a matter of fact, Tom, hand me that handkerchief." Tom handed it to him, and he quickly blindfolded me.
"Alright Jo. Time for you to choose. Would you like to have DP...WS...or NC?" Frank asked.
"Could you at least explain what those things are?"
"Nope. Make your choice."
I thought for a minute, considering my situation. `I guess DP could be Double Penetration so I'm not going to choose that. But what else could it be? And WS, that's got to be some kind of Water Sport. NC...I don't know. Crap. Which one do I choose?' My mind was racing as I tried to predict my fate for the night.
"Time's up Jo," said Tom. "What's it gonna be?"
"Umm...WS...no, wait...NC."
"Is that your final answer?" Frank joked.
"Yes, NC." I responded.
"Okay. Tom, please help Jo out...of the dress first of all. I hate to see it go, but I'm sure we'll find a way to get her back into it soon enough." Tom did as he was asked.
"What next Frank?" He asked.
"Now, please grab item number 1 from the table and help Jo into it."
I was standing there, in my underwear waiting for Tom to act. First, he took off the blindfold. Then he told me to keep my eyes closed. Then, I felt a silken hood being placed over my head, only it was tight and form-fitting. I started to speak, but Tom forced my mouth shut. I heard a zipping sound and felt my head encased in silk. I tried to open my eyes, but there was nothing to see. It was black and I was sightless. I tried to speak, but the mask came up under my chin and allowed no jaw movement. I could mumble and moan, but that was it.
I felt hands on my legs, spreading them apart when all of a sudden I heard two quick clicks. I tried to move my legs, but felt them stuck almost in place by what could only be a spreader bar.
"Tom, please grab item number 2 from the table." I heard Tom moving around then I felt him close to me. He moved my panties aside while he grabbed my penis. "Just so you know," he whispered, "one thing that NC means is No Climaxing." Then, I felt him affix some kind of device to my penis and balls. I wasn't sure what it was, but he'd made the items intent clear.
"Oh, one more thing Jo," said Frank. "NC also means Nipple Clamps." And I felt Frank pulling my nipples out of the bustier. He massaged them, even licked them to try and get them aroused. As they began to respond to his ministrations, I felt a pinch on my right nipple. I gasped...as much as I could gasp through the mask. Then, I felt a similar pinch on my left nipple. But it was the tug at the end that caught me by surprise.
"Those are just some light weights we attached. No more than a few ounces, but that should be just enough to keep you aware of them." Frank spoke as I felt him caressing my ass, running his hands all around, before probing with a finger. Just because I want you to get the full effect...and be ready for later...here's one more `toy' for you." Then I felt him press what felt like a small ball...correction, a string of small balls into my ass. The string must have been 10-12 balls in length. I could still feel one outside my ass, but pressed up against it, while the others shifted inside me with every small shift.
The last thing they did was lean me over the sofa for support. I felt them lift my wrists (which were still bound together) and tie them to something. Whatever it was, I was forced to stay bent over.
"You know Frank, that's a beautiful sight we've got there. What are the plans?" asked Tom.
"Well, now we start her up, have something to eat, then relax a little before bedtime. After all, we've got a full day of skiing ahead of us."
All of a sudden, everything in my ass starting buzzing and it turned out that the balls were actually mini vibrators. They hummed and purred in my ass and I started to get excited, even though I didn't want to. That's when I felt the pain in my dick. I grunted and squealed in protest and discomfort.
"I told you Jo. No cumming." Tom laughed.
I had never been so uncomfortable. They must have left me there for an hour while they ate and talked. I never managed to get used to the vibrating beads because every time I did, the beads shifted positions. Or, as if that weren't enough, Tom or Frank would come by and pull on them, causing them to shift locations and sending new sensations running through my ass.
Finally, they finished eating or doing whatever it was they were doing and they turned to focus their attention on me. I felt their hands on my ass and head, caressing me and pinching me and teasing me in different ways. My moans and protests were lost in the mask. I still couldn't see anything, but I felt hands pulling at it. I heard the zipper being undone, and then slowly, the mask was lifted off my head and my hands were released from their ceiling hook.
"Ooh," was all I could manage to say as I reveled in the ability to once again speak and see.
"Doing alright there Jo?" asked Tom with a grin on his face.
"Please, let me up. I'm stiff and sore and my ass hurts." I begged and pleaded with them. "haven't you guys had enough fun for the evening?"
"Not even close Jo," said Frank. "Not even close." And with that, he started to deliver a few hard smacks to my ass.
"Ow...ow...ooh...stop...oh God...stop...ow...ooh...no...stop..." With each smack, I cried out. It didn't help that some of his smacks came right on the vibrating beads hanging from my ass.
"Aw, Jo. Are you not enjoying yourself?" laughed Tom.
"Please...not so hard."
"Don't worry," said Frank. "It's almost time for the real fun."
And with that, he slowly pulled the vibrating beads out of my ass. He pulled at such an agonizingly slow pace that my legs literally started shaking as each bead passed through my sphincter.
"Tom, come on over and undo Jo's right leg while I take care of her left leg."
As they untied my legs from the bar, I tried to raise myself up into a standing position.
"Ah, ah, ah. You're coming down here now," Frank said as he pulled me down to the floor. He pulled me onto my knees, then spun me around to face him. "Come on Jo, you know what I want."
"Please don't make me do that Frank," I pleaded with tears in my eyes. "Can't I just have a break for tonight?"
"Not yet Jo. Soon, but not now." And with those words he pulled my head down until it was at crotch level. He unzipped his pants and pulled out his dick. He placed it on my lips and said "open wide." Slowly, he forced his dick into my mouth and began to force me to give him a blowjob. I wasn't able to move my head as much because, being in the kneeling position and not having my arms to support myself, I was extremely off-balance. While Frank was fucking my mouth, he held on to my shoulders for support. Tom decided to help out by kneeling behind me and holding my hands, pulling them back and taking some of the strain off of Frank.
I heard a zip behind me and knew what was next. I tried to look up at Frank with pleading in my eyes, but to no avail. I felt Tom begin to push himself into my ass, then I felt him change position. "That's a good one Tom. I hadn't thought of that position," Frank said. I felt Tom kind of stand up behind me and push down into my ass. I felt a different kind of pressure as he pushed in. But I had a hard time focusing solely on the feeling in my ass because Frank was sliding himself farther and farther down my throat. The minutes dragged on, and in my head, I couldn't help but remember the last time...the first time they had done this to me. I felt powerless to do anything other than wait for it to end. Minute after minute, they pushed and pulled, until I heard them grunting with effort and anticipation as they came...Frank down my throat and Tom deep in my ass.
"Swallow Jo. Swallow it all." And I was forced to because Frank wouldn't remove his cock from my mouth until whatever was in there was gone. I swallowed the sticky, salty mix and tried not to gag. "That's a good girl," Frank said. Then he pulled his cock out of my mouth and placed it back in his pants before closing up.
I felt Tom softening, then heard the soft, subtle "pop" when he slid out of my ass. Slowly, he lowered me by my arms onto the floor. I could feel his cum leaking out of my ass and running down my balls onto the floor. I lay there feeling used and trying not to cry, when Tom came close and started to release the bonds on my balls and cock.
"Ooohhh..." I moaned as I regained my freedom. "Thank you Tom."
"Sure Jo. Believe it or not, Frank and I actually want you to cum...just not all the time."
Frank came back to loosen the bonds on my arms, setting me entirely free. Unlike the last time, he started to massage my arms and wrists and back for me. I was shocked by the outpouring of kindness from the men who had just finished using me.
"What are you doing Frank?"
"Well, we're pretty much done for the night. I know we could do more with you...to you, but we've got a whole week ahead to play," he said. "Besides, if we're going to ski tomorrow, you'll need a little rest. If you look further into the bag that I gave you earlier, you'll find a couple of nighties, shorts and camisoles, and tampons. Use them, and have a good night. I'll leave your `apparel instructions' under your door in the morning, alright?"
"Okay Frank. G'night...and g'night Tom," I said as I rose to my feet and stumbled to the bathroom to clean up. Once in the bathroom, I took a shower in order to get cleaned up, inside and out. After stepping out of the shower, I toweled off and put on a robe that I found in the bathroom. As I crossed the hall into my bedroom, I found one of the cotton nighties Frank told me about, as well as some cotton panties to wear. I decided to use one of the tampons, just in case. But as I crawled into bed, feeling exhausted and emotionally drained and hoping for blissful unconsciousness, I couldn't help but wonder what the rest of the week would bring.
To be continued...