Wife Seeks Help In Training Her Submissive Husband!

CHAPTER TWENTY-EIGHT.

Cathy had decided to get a couple of hours of rest, so Reg had befriended Ollie, and between them, they’d decided to play some pranks on Eric! Reg lured Eric into the garden, where Ollie soaked him with the hosepipe. Eric explains what happened next…

I stripped in the garage, not wanting to stay outside with my clothes dripping wet, and I stood there shivering and naked.

"Hurry up, would you? I'm freezing out here!"

"Here you go," Ollie said with a smile.

"What's this?" I asked with a dumbfounded look on my face.

What he'd handed me was like a silk kimono that would only come down to mid-thigh.

"That's the only robe I've got that will fit you. I'm sure you'll look cute in it." With that smile on his face, I heard Reg start laughing in the background.

"Ya'll aren't funny. Get me some real clothes."

"Dude, the only stuff I've got that will fit you is some leftover stuff from the last girl I was dating. Can I help it that you're short?" Reg decided to add his two cents saying:

"Hey Ollie, why don't you just order Eric to wear that stuff? After all, he lost the bet we had, and he has to do what you say for the rest of the night."

"That's right," Ollie said, as he looked at me with a glint of mischief in his eye. "For tonight, you're mine." I felt a sense of dread at what was coming next.

"Put this on, and then go and take a shower. There's a bottle of nice smelling soap that my girl used to use. Wash with that, because tonight, you get to be the girl. How much of a girl you are depends on you. I'll leave some stuff for you to wear in the bedroom." And just like that, an innocent bet took me towards a night that I would never forget.

After I’d showered, I went into the bedroom, and I found three different outfits numbered and laid out for me to wear.

The first included a baby blue teddy, matching thigh-hi stockings, a darker blue mini-dress, and some matching three inch heels. The second was the classic schoolgirl outfit with a red pleated skirt, white thigh-high stockings, Mary Jane heels, and pink cotton knickers and a pink camisole to wear under the white blouse. The third outfit had sex written all over it. It was a black corset with a black g-string, black thigh-high stockings and black five inch pumps with an ankle strap.

I assumed by the numbers that I was supposed to put them on in the assigned order for Ollie and Reg's amusement. As I slid into the first outfit, the teddy fit snugly and the stockings felt smooth. The dress hugged my figure and the shoes made my legs look toned and touchable. It took me a minute to adjust to walking in them because it felt like they forced me to tilt forward a little bit.

"Are you coming out Eric?" Ollie yelled. "I figure this is a show we've got to see."

"I'm coming, I'm coming." I said as I stepped out the room.

Then… a flash, and another and another.

"For our memoirs." Reg laughed.

"Oh yeah. I love this." Ollie added. "Hey Eric, why don't you get us some drinks, and make us some sandwiches, while we finish off this game? I'm feeling so good that if I win, I just might have Reg join you... then I'll have two girls for the night!"

"That's what you think Ollie," Reg said. "If that's how you want to play it, then I guess I'll just have to whip that arse, take all your money, and then figure out how to take my own revenge." Reg laughed, and so did Ollie.

I grumbled and groused as I went through the kitchen, fetching beers and making sandwiches. Finally done, I took the sandwiches out to the guys who were going back and forth with the game. I pulled up a stool and sat down.

"Cross your legs Eric. I don't want Reg getting any ideas."

"You wouldn't go there anyway. I mean this is all fine, but there's got to be a line somewhere." I said.

"Oh really?" Ollie got that gleam in his eye. "Come here."

"No."

"Come here."

"No."

"Reg, I think Eric needs a little lesson in obedience. Care to lend a hand?"

"Oh absolutely. We can finish up this hand later." They rushed me from the table.

"Get your hands off me! You guys are taking this way too far. Let me go!" I yelled, as I squirmed and tried to fight them off.

They threw me across the table and held my hands behind my back.

"Reg, get me the duct tape."

"Right here playa. First, let me have a piece to quieten her down."

"Wait. Stop. I'll be good."

I tried to plead with them. But to no avail. Reg placed the duct tape over my mouth, and for the first time, I got a real appreciation of how effective a gag it could be. Then Ollie took the tape and tied my wrists together behind my back.

"Reg, since she made such a mess, would you be so kind as to go and get the schoolgirl outfit so we can change her?"

"My pleasure Ollie."

A few minutes later, I found myself tied to the shower curtain pole with my legs spread by a bar. I was naked, as the guys had seen fit to strip me in preparation for the next part of the night. One by one, they slid the next garments on me.

First the white thigh-high stockings. Then, the black Mary Jane shoes. They took my arms down to get the camisole and blouse on. Finally they slid the skirt up my legs.

"Leave the panties off Reg. We're going to have a little fun here."

Ollie started to fondle my dick. Caressing it till it grew hard in his hand.

"Guys, really, what are you doing?" I asked.

"Taking advantage of the bet Eric. You know that. Now be quiet." And with that, Reg grabbed a ball gag from out of nowhere, forced in my mouth and silenced me yet again.

As Ollie held onto my hardening dick, he produced some kind of ribbed butt plug that was attached to some kind of cage for my dick. Quickly, he put the cage on my dick, and explained:

"This will keep you hard, but it won't let you cum."

He lubed the plug and forced it into my arse. I grimaced with pain, and then my eyes grew wide as he turned it on. I didn't know it was a vibrator, until that moment, when I felt the sensations from the back to the front.

"There, that ought to be fun for awhile."

My body started to twist to get away from the sensations that were running through it, but there was nowhere to go.

"Reg, untie her feet from the bar, then tie them back together. Knees too."

After Reg did that, he undid my hands from the shower rod and tied them together behind my back. As they carried me back to the living room, they laid me down on my stomach on the couch.

My dick was stuck beneath me, hard and caught between my skirt, my stomach, and the couch.

Reg took hold of my ankles, and he brought them towards my hands, as he hogtied me. I grunted and moaned, as the sensations from my arse made me shift and struggle. Only, it didn't make things any better, because the rubbing was stimulating my dick.

"Watch her Reg. I think she's enjoying this."

"Oh I'm sure she is. But she's just not getting any relief is she."

"Not right now she's not. I bet she wishes she could cum though." Ollie laughed.

I did… I was so uncomfortable and feeling victimized, yet I was still stimulated. I didn't have any control and couldn't get any release. Finally, after about twenty minutes, Ollie came over and released the cage on my dick and I spurted cum all over my stomach, skirt and his couch. I grunted with relief as my dick softened, even as the sensations continued in my arse. I panted with exhaustion at the surprising exertion I'd experienced when Reg came and freed me from the hogtie position. I remained bound though as they flipped me over onto my stomach, then sat me up.

"She really is kind of cute, isn't she Ollie?"

"Yeah, we should show her how to really appreciate men though. I mean, now that she's gotten hers, we should get ours."

"True, true. I always hate how girls say we never worry about whether or not they cum. Here's one that ought to be satisfied."

I was nervous about what was to happen next because I knew it could really only be two things... either they were going to make me give them blow jobs or they were going to fuck me. How little did I know?

"Flip her over the couch."

With that, they had me standing behind the couch, bent over with my hands tied behind me and my legs tied together. Ollie removed the ball gag from my mouth, and said:

"A little something for you to gather your strength."

Next thing I knew, he had inserted his penis into my mouth and I felt it growing until it filled up my entire mouth and I thought I would gag. Slowly, he began to move back and forth, fucking my face slowly.

"Go ahead Reg. Have at it."

Reg, standing behind me, began to force his dick into my arse. It was bigger than the vibrator and longer and because my legs were together, he had to force himself harder.

My groans were lost in Ollie's pubes, as Reg got himself situated into my arse.

"Shit Ollie. You ought to be riding back here. It's nice and tight and it feels just right."

Reg laughed, as he continued his ride. Ollie smiled back at him, as he said:

"Don't worry. I'll get my turn riding soon. Right now, I'm just enjoying her nice, warm mouth. I guarantee you won't be disappointed when it's your turn up front." And with that, they continued their respective pumping, getting their push-pull rhythm in sync, until I started to get lost in the overwhelming sensations.

"Reg, I'm about to cum... are you almost there?"

"Yeah Ollie. Ready when you are."

"Okay then... one... two... three... Awww, shit that feels good."

Ollie spurted down my throat. Stream after stream, jet after jet. It started to overwhelm me, and as I struggled not to choke, it started to seep out the corners of my mouth. At the same time, I felt Reg cumming in my arse. I felt the warmth deep inside, filling me, making my insides wet and seeping down my legs. Then, by surprise, I felt my own orgasm spewing, as my cock rubbed against the top of the sofa, caught between my skirt and the cushions.

"MMMPPPHHHH!!!" was all that they heard.

"Ollie, I think Eric came too. Was that what that was? Did you like your ride Eric?"

As Ollie pulled out of my mouth, I begged them:

"No more, please no more. You guys can't keep doing this to me."

"Oh, but I think we can Eric," said Ollie. "After all, the night's not over, and I've still got big plans for you."

Reg smiled at Ollie's insinuation, and I couldn't help but wonder what else they had in store for me.

"Quick Reg. Grab the vibrator and shove it up her arse. We don't want her to lose all her lubrication. She's going to need it."

"What's the plan?"

"First, change her into outfit number three. Then take her to the playroom in the basement."

"What playroom?" I asked. "I didn't even know you had anything down there besides storage."

"My bad Ollie. Here's the vibrator and the gag. I don't want to hear her mouth, but I do want to hear her moans and squeals once we get her into your playroom." Reg was just a bit too excited about the room, and I started to get scared.

They dragged me back into the bedroom, and stripped off the blouse and skirt. They gripped each arm in a wrestler's hold, while they removed the camisole. They switched the Mary Jane shoes with the heels with the ankle straps, and the panties, they simply tore off.

"Let her keep on the white stockings. It will be a nice contrast to the black outfit. A little trashy, you think?"

"Oh yeah," said Reg. "That will work just fine. As a matter of fact, I think I remember seeing a black and white corset that might tie the whole look together. What do you say Ollie?"

"Find it and let's do it." A moment later, Reg came back in the room with the corset he had found.

As Ollie held my arms behind me, and my legs stayed bound, Reg slipped the corset around me, and then he began lacing it up.

"Do it tight Reg. I want to see her sexy little hourglass figure."

Finally, tight enough that I felt I could barely breathe, I stood wobbly and bound, but Ollie wasn't finished.

"For this next part, I've got a couple more surprises Eric." And with that, he taped my wrists together, and then wrapped them in a sheath that covered my hands and my arms up to my elbows, pulling my arms back… and forcing my chest out.

"There we go. Reg, if you'll be so kind as to get the door, I'd be happy to carry Eric down to the playroom." And with a smile, he tossed me over his shoulder, moving the vibrator in my arse as he followed Reg down the stairs.

"Are you ready Eric?" Ollie asked.

I tried to squeal out a "No" and begged for them to stop, but the only thing that came out were squeals and grunts. Ollie set me down in a special kind of chair. I knew it was special because my sheathed arms, while under me, were not uncomfortable. I wondered what he was going to do, when he suddenly pulled a strap around my waist, effectively fastening me to the chair. After securing my torso to the chair, Ollie began to untie my legs. As he did, Reg came over and moved one leg into a stirrup, while Ollie did the other. Then they fastened my legs to the stirrups, immobilizing me. Ollie took out the gag...

"Ollie, Reg, what are you guys doing to me? I mean, you've already had plenty of fun. Please just let me go. I think this is taking the bet a little far." I pleaded with them.

"Shh. Eric, it's okay. Actually, you can make all the noise you want down here. The room is soundproof. As for now, now we trade. One more round of `fun in Eric', then we'll let you rest for the night. Reg, you take the front and I'll take the back."

All of a sudden, the bed tilted flat, and the part supporting my head disappeared. I found myself looking at Reg, upside down. I felt Ollie spreading the stirrups, and pushing them back, so that my arsehole was pointed just right… before he plunged in.

"AHHHH," I managed to get out, as Ollie plunged in, before Reg forced his cock into my open mouth.

And they started again, fucking me from both sides. I could have sworn I heard them hi-five each other, but I couldn't see anything but Reg's legs.

Harder and harder they pushed. Faster and faster they went.

Time was immeasurable, and I knew they'd take longer this time around, since they'd already cum once. Still, I could feel them tightening up as they started to cum.

On and on, until finally they both let out large grunts, repeated again and again, as they pounded harder and harder, eking out every drop into my throat and arse.

Finally, they were through. I gulped in air and felt woozy.

"Please, just let me up. I promise I won't say anything to anybody."

"You're damn right you won't. If you do, you have no idea what will happen to you. We tried to make this enjoyable for you, but you just won't stop begging like a bitch."

Ollie was obviously getting tired of my pleas for help.

"You know, I was going to let you up, but instead, I think I'll just leave you here with my special friend... the machine."

"Ollie, I didn't even know you had one of those. I always wanted to see one."

"Well, gag Eric while I set it up." And the ball gag came back.

I felt some pressure on my arse... again. I looked up, and Reg snapped the head rest back into place. He said:

"Since you're going to be here for awhile, you might as well be comfortable."

Ollie shoved the dildo attached to what looked like a large drill into my arse.

"Eric, this is ‘the machine.’ I'm going to turn it on and set it for thirty minute increments. That means, it will fuck you for thirty minutes, and then shut off for a random period of time. At least for the first three cycles. After that, it's all random. Oh, and one other thing. Actually two.”

“First, over the course of the night, you'll find that the dildo changes size at random. It's inflatable. It won't get much smaller than it is now. Stop shaking your head. Right now it's my size and I KNOW how much you enjoyed riding me. But it will get larger. The second thing is that it's hooked up to an ejaculation mechanism. That is, the machine will cum. It's kind of a mix of cream and water. That will help keep you clean and lubricated. I imagine that by the time we come down in the morning, you'll really have to go to the bathroom, but there shouldn't be too much of a mess. Are you ready?"

I was furiously shaking my head no as tears ran down my eyes which were pleading for them not to do this to me. They switched the machine on and I squealed like a girl. I grunted as the machine pumped into me. They watched for a few minutes, until I passed out. I remember waking up periodically through the night to the pumping, but also to periods of calm before the whole process began again. I couldn't understand what had happened but I knew I wanted things to end. But when would it?

“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 Reg. 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 of stopping. So, the question is... are you man enough to come back to this house knowing what's in store?"

I sat there looking at Ollie like he was crazy. I mean, did he seriously think that after everything he and Reg put me through the night before, I'd willingly come back over and risk the same treatment?

"Let me up Ollie. 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, and 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 Ollie?"

"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.

"Eric, 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 arse 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 got to do what you've got to do." I lifted my leg up to undo the ankle strap and saw a flash.

"For my scrapbook," laughed Ollie. "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 Ollie getting any ideas and thinking that I might have enjoyed it. As I headed for the front door, Ollie called out to me from the living room:

"See you next time Eric."

"Not on your life Ollie. 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, and 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, and 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 Ollie'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 two days ago.