Jen & Jeff Pt. 02
Two months later
"I'm not a sissy, I told you I had a fantasy about a corset, not that I wanted to be a sissy." Jeff moaned, scared of what Jen had planned, scared and excited.
"That's why we are going to test you, little pussy licker. Pass the test and we won't do the sissy training. Fail and we start right away." Jen said, a large grin on her face, leading Jeff down the hall to the garage.
They had started down this path several years ago with some bondage and chastity play. Now Jeff, after admitting his ultimate fantasy, was locked permanently in a chastity cage Jen had epoxied closed.
It was mid summer so the garage was warm, and Jeff would be comfortable, well somewhat.
They had a play area set up here, Jeff had built a saint andrew's cross, and a queening chair. Much to his delight, Jeff had spent quite a few hours tied to each of those.
Jen loved the chair, Jeff became her own personal sex toy when he was strapped into it. One of her fantasies was to lock him in it on a Friday night, and leaving him there all weekend, having a weekend to herself, when she was not getting eaten out. She hadn't acted on it yet...but it would happen soon, she promised herself.
Today, though, she had something else in mind.
On her orders Jeff had mounted several pulleys to the exposed beams with ropes that she could use to string him up for punishments. This is where she led him.
Using two ropes she pulled his arms up until Jeff had to stand on his toes.
Going to the cabinet she got out some new toys that arrived this week and Jeff knew nothing about. The first was a massive 10 inch dildo with balls, she ran her hand up and down it, feeling the veins and the girth. About 4 inches from the top was a wide spot. Jen felt a pang of jealousy that Jeff was about to get fucked with this and not her. She felt her pussy getting wetter.
The second item was called a one bar prison. Basically it was an adjustable pole with a large metal base. On top was a mount for the dildo in her other hand. Once inserted into, in this case Jeff's ass, the victim would not be able to get up off it and move, they were trapped.
"Honey wha..." Jeff started to ask.
"Quiet slave, I will explain momentarily." Jen snapped with an assertive power that she lacked early on in their games. She was in charge now and she adored the power.
Setting everything up she inserted about two inches of the dildo in Jeff's ass, with a lot of lube, she didn't want to hurt him. Well not this way. Locking the poll At that height she Stepped back to survey her setup.
"OK slave, here is the test. In a few minutes I'm going to release the ropes a bit. You will have to stay up on your toes to keep that monster out of your ass." she slapped his ass cheeks with a laugh at that point. "You have 60 minutes hanging here. If I come back in and find the balls up tight against your Butt cheeks, you are a sissy. If on the other hand at the end of the 60 minutes you haven't fucked that beast into you, we won't train you as my sissy. Understand?"
Jeff was already breathing small breaths as he shook his head yes.
"No slave," Jen demanded, "I want to hear you say it. Tell me if you get fucked you will be my sissy."
Jeff pulled up on the ropes rising Himself up a little more
"Mistress, if I can't keep this dil..dildo out of my..my..my ass, I will be your sis..sy."
The Dildo was already a bit further in. But it Hadn't passed the widest part yet.
Jen laughed.
"Yes slave, you will be." Jen said. "I've got things to do, call me if you give up and ride that dildo to the balls, like the assman I know you are."
With that she loosened the ropes and left him to his fate.
Jeff strained for what seemed like hours. But it was less than half an hour. Despite his best efforts he slipped down a bit more.
Jen came back out.
"Half an hour down, an half an hour to go and that hungry ass is starting to fuck that dildo." She said with a laugh.
Dragging a chair over she sat down right in front of her slave. Looking him in the eye she seductively lit a cigarette. This had been one of Jeff's confessions of deepest fantasy, to see her smoke cigarettes. She didn't smoke, but she had started to please him. Intending to keep it a sex thing, and not become a real smoker. But she quickly realized she loved smoking. The look in his eyes when she smoked for him was stimulating to say the least. But she was worried, a bit, that with each cigarette she was approaching the point of no return, but deep down she knew she had passed that point.
As she took the first deep inhale, Jeff sucked in a breath as well, and slid down to the widest part of the dildo.
"Careful baby," she said, blowing a long stream of smoke at the ceiling. "Once you pass that point there's no going back."
She finished her cigarette in silence, Jeff watching intently every inhale. It was making her hornier.
Getting up she rubbed her nails over the underside of Jeff's blue balls. He gasped out loud and the widest part slid into him. It took great effort on his part to keep from sliding down the shaft right then and there.
Jen giggled
"Be back in half an hour, slave girl. You're toes are strong, that's good it will help you when I lock you in 5 inch heels 24/7 for a month."
Jeff's cock, having been locked for over 3 months and now no chance of ever being unlocked, started leaking.
With a laugh she loosened the ropes a bit more and left.
Back in the house she ran to the bedroom to put on her red latex catsuit she had bought just for this weekend. Once it was pulled up her legs she inserted a vibrating egg set on low and pulled the Suit up the rest of the way. Her pussy was already wet and needy, and now was being tormented, she had to finish getting dressed before she gave in and masterbated. Black knee high boots with six inch stiletto heels came next. Along with black elbow length gloves.
She rubbed her pussy, she couldn't help herself, but the layer of latex muted the feeling so she didn't give in to the need right then.
She forced herself to move slower, she wanted to get this show on the road. But she also wanted to make sure she had everything for the evening's festivities.
Packing her new purchases up in a large Tote bag, she inspected herself in the mirror. She was hot.
The click of her heels let Jeff know she was back, he looked up and saw her, his wife, the dom of all his dreams dressed incredibly.
"WO...AHH..AH..W!" Jeff groaned.
He lost all control and sank down onto the dildo, taking the last few inches. Cum leaked out of his cage adding to the puddle that had been building up below him. There was only a few minutes to go, he had almost made it.
"Like that sound baby, the click of high Heels? You will be making that for the next month. Maybe longer when I'm done with you." Jen said, looking her slave over. "How does it feel to fuck yourself into sissyhood?"
She lit another cigarette
"You look hot, stuffed full of cock, locked in a cage and trapped, unable to move. I think I will leave you that way while I get you dressed. I was going to mount you to the queening chair, but I'm so horny right now, I'm afraid I might never release you."
Taking a long drag she walked around him, exhaling slowly as she did.
"But, I have other plans for my sissy. Once I have you ready I've got a matching dildo to the one currently holding you up. I also have a strap on harness to hold it so you can fuck me when i want. Won't that be fun? I'm not pulling that dildo out of you though, I like the idea that you will be getting fucked while fucking me."
From the bag Jen pulled out a depilatory cream. Pulling the ropes back taught, Jeff's arms went up, but his feet stayed on the floor. She spread the cream all over him, then washed her hands and sat back to wait. Jeff stayed quiet, he knew better than to question his mistress.
After about ten minutes she took the hose off the wall and rinsed him down. The garage drain was under his feet, so the water didn't go far.
Some touch up with a razor, then rub down with a fluffy towel and Jeff was ready. Final step before dressing him (her?), a strongly feminine smelling lotion to soften his freshly shaved skin.
The first bit of clothing was the corset he had mentioned from his fantasies. It was black with red trim. She put it on him and laced it lightly, she would pull it tighter over the coming month.
"You won't have to wear this 24/7 unless we can't get the hourglass shape I want through normal wear." Jen said with a smile.
Next she pulled black leggings on his legs, and attached them to the straps hanging off the corset.
Jeff would be loath to admit it but they felt wonderful going up his smooth legs.
Jen then pulled out a pair of heels in Jeff's size out of the bag, Jeff heard the click of locks as she put them on his feet. The height of the heels made him pull up off the dildo to the wide spot. He moaned in what sounded to Jen like pleasure.
"Those, however, you will be wearing 24/7 except for shower time. Are you aware dear slave what happens if you are forced to wear heels for a long time? You're tendons shrink to the new size and won't extend back out without a lot of work and pain. I'm not sure if a month will do, but we will find out. Imagine on top of permanent chastity you might be in permanent heels."
Jeff moaned and started dripping more.
Finally, Jen released the pole But kept a hand holding the dildo in his butt. For fun she slid the dildo in and out of him a couple times laughing as he danced trying to stay on his heels. With a little effort she worked a pair of black lace panties up his legs, using them to hold the dildo in.
"Walk around, get used to your new home."
She chuckled.
Walking was hard for Jeff, having never experienced anything like this before, but the sound of the heels tapping on the concrete, and knowing he was making it, sent shivers down his spine.
After he seemed a bit more steady, but not by any means used to the heels, Jen had him stop in front of her. He lifted one foot then the other as she slid the strap on harness up his legs. This model had a crotch strap that she pulled extra tight, driving the dildo impaling his ass further in,
Jeff grunted.
"How does it feel to be fucked by the same cock that will be fucking your wife while your own cock gets nothing?"
She really didn't need to ask, she could plainly see what it was doing to him, but this was the fun of being in charge.
Jen was losing focus now, she needed to be fucked. She unzipped the crotch of her latex and slid the vibrating egg out. Then she turned the chair around to bend over the back exposing her pussy. She would rather be able to watch Jeff's face but the bed was too far and her need to be great.
"Fuck me Slave!"
She listened to her husband's heels click as he made his way behind her, and got even wetter, if possible.
Jeff grabbed her hips to steady himself and struggled a bit to get in her. The angles were different and the cock considerably bigger then he was used to. But finally he slid it in.
Jen expected it to hurt a little, she had never taken anything this big, but the instant pleasure at being so full overrode any pain.
This was glorious.
Jeff's hips being shifted forward by the heels gave him a much stronger thrust.
"OH God I should have taken away you're Cock years ago....Fuck Me harder!" Jen screamed.
He did, for a long time. Jeff had been no slouch in the fucking department, but this was next level.
After ten minutes he was still going strong and she had three smaller orgasms and could feel a giant one building.
It broke over her and her muscles all gave out for a second, Jeff, having never seen her cum so hard, slowed in concern.
"No motherfucker keep fucking."
Jen couldn't hold herself up but couldn't fall because of the giant cock in her. Three massive orgasms washed over her back to back to back.
"OK, OK, OK stop, but leave it inside me, I don't ever want to be empty again....FUCK!" Jen ordered as she tried to calm down a bit. "Oh my god that was the best ever, you're Never getting out of those heels slave girl."
Jen grabbed a cigarette and lit it hands trembling.
"Fuck me slowly slave, very slowly."
Jeff slid in and out of her as slow as he could, while Jen enjoyed her cigarette, trying to time the thrusts with her inhales. His mistress shuddered to another orgasm. Jeff kept going, Jen finished her cigarette.
"OK you can stop and pull out slave." Jen said with more than a little regret. "I'm going to get cleaned up, you clean up out here, keep the harness on, I will want more, sooner than later."
She turned to go into the house while Jeff got used to doing tasks in a corset and heels, but paused at the door.
"Wait until you see what's next after your sissy training!"
"Damn," Jeff thought, "What else did I admit to?"
- Jen excitedly revealed a new set of toys she had purchased, including a 10-inch dildo and a one-bar prison,, which she planned to use on Jeff during their BDSM session.
- As part of the test to prove he wasn't a sissy, Jeff was mounted on a pole with the 10-inch dildo inserted into his ass, and the ropes around his arms were loosened, requiring him to stand on his toes to keep it from going further.
- In his high heels and corset, Jeff was made to gawk at Jen smoking a cigarette, a deep-seated fantasy of his that had been introduced during their BDSM adventures.