Road Trip - A Bad End Sissy Slave Story
When he invited me to come along on a road trip with him, I didn't realize he was an owner operator of his own big rig. I was expecting perhaps a guy who wanted to take a trip down the interstate to some seedy motel for the weekend, but this was a welcome surprise.
"You ready?" he said to me as I stepped out of my vehicle at the long term car-park just outside my city. I was dressed rather conservatively on the outside.. just a set of high heeled boots, stockings, below-the-knee length skirt, and a rather fashionable sweater top I had just picked up online. Underneath I was dressed in standard issue black slut lingerie, ready for fun.
I smiled and winced at the morning sun that was rising up from behind his truck, "I am. You said you were looking for a weekend getaway, I wasn't expecting to get to ride along in a big rig."
He smiled back to me, "I've got the cabin ready for you. Come along; we'll get you tied up nice and tight and you can relax until we get to the motel."
My preferences for sexual fun were dangerous, I knew, but at the same time, I rested assured I would be safe with the safeguards I had in place with my friend that I would be checking in with along the way. He took me by the hand and led me to his truck. walking alongside him, he still towered over me even in my heeled shoes. He helped me up into the truck's passenger seat, and I could tell right away he had customized it to be "extra secure" with it's seat restraints. To a quick glace from the outside, it looked like a 5-point racing harness seat, but on closer inspection I could see it's straps were made of leather and were quite intricate in their placement.
"You're not going in that seat yet, sweetie. Only faggots get to ride up front with me at night. I like listening to them moan and hearing them squirm." He placed his hands on my ass and pushed me further into the truck, and my eyes caught view of the cabin.
He had a bed in the back, fitted with red satin sheets, and black leather restraints of all kinds were laying beside copious amounts of chains and padlocks. My heart skipped a beat at the sight, not out of fear but of excitement.
"You can go ahead and take that pretty outfit of yours off there, girl. Just toss it in the floor and sit on the edge of the bed." he said as he climbed in behind me and shut the door. I did as I was told and stripped down to my black satin and lace bustier and lace top thigh high stockings. I removed my boots as he watched, carefully holding his crotch as if to keep it from bursting out of his pants.
I remained silent as I sat on the bed and he stepped in and kneeled down onto one knee in front of me, taking a wrist cuff into one hand and my wrist into his other. Neither one of us said anything at first as he set about strapping me into each of the restraints.. first cuffing my wrists and locking their buckles into place, and then the same with my ankles. He moved between my legs in front of me and took both my wrists into his hands and pushed them behind my back, essentially hugging me and bringing himself face to face with me.
"You understand there is no stopping now?"
I nodded.
"Too late for second thoughts or regrets."
I nodded again.
"No safe words.. No limits."
I hesitated and nodded again.
"Good." he finally said before picking up a small length of chain and locked my wrists together behind my back.
"You are mine until our little road trip is over. Don't worry about your car.." he mused as he went about locking the leather collar around my neck and quickly picking up the ballgag from the diminishing pile of gear to restrain me with. "Your friend Alex is going to pick it up for you so it won't get towed."
Alex?? How did he know the name of my safety contact???
He smiled wickedly, "... Alex checked your email and reached out to me. Told me to be safe with you, so I offered him a couple hundred bucks to stay quiet when you didn't come back home monday. He said to tell you he's sorry, but was pretty sure you wouldn't mind if they took up your shifts at work so your life wouldn't be in total shambles after this is all over."
The fear shot through my eyes as he reached up and took my gagged face into his hands, ".. yeah, this is going to be a long road trip. You might just be a cute crossdresser right now who hooks up with guys, but I'm going to make you a total faggot by the end of next week. I promise you that."
And with that statement, he slid my blindfold on and I experienced the first of many times he would roll me over and empty his cock into me in the back of his truck.
---
It turned out, he didn't really have any heavy workloads to do that week. We would drive for a few hours at a time, come to some adult bookstore on the interstate, and then he would park and go inside for a few minutes before coming out and leading me in through the back door, still cuffed and gagged, into one of the arcades or adult theaters. We would stay there a few hours at a time.. more and more men networking with each other, letting them know there was a sissy faggot at wherever we were.. tied up, gagged, and free to come empty a load into. I'm guessing he would get permission to do this from the owners because every place we stopped he would pick up a new toy to ream my hole with and some new piece of lingerie for me to wear. Almost always pink or pastel.. always the most ultra girlie thing he could find. He said he was going to condition me into becoming a cock addicted sissy faggot, and all the sissy lingerie and dresses and costumes that littered the back of the truck confirmed his intention.
I could tell this was something he loved doing to girls like me.. there was one glory hole he took me to that had a little length of wood secured just below the hole in one of the booths. He brought a couple of eye hooks with him and screwed them into place into the wood, and proceeded to directly padlock my collar to the one just below the hole where cocks would be coming through.. literally holding my face in place unable to pull away from whatever people wanted to stuff into my mouth. The other eye hooks were simply anchors he used to strap a length of rope around my waist to, essentially pinning me to the wall.
I lost count of the number of men who used my body over the course of the next few days as headed west. I remained either tied to the bed or chained to the wall of his big rig through the day as we traveled. If we travleed at night, he would stuff a huge remote electro dildo into my cunt and strap me into the passenger seat up front. Cuffs secured around my wrists, arms, chest, waist, thighs, knees, ankles, neck, and forehead. He would just casually turn it on whenever he wanted to hear me squeal through my gag and tense against the bindings. All along the trip he would snap pictures of my helpless body and forward them to contacts he knew, giving them a heads up he was delivering a new faggot to fill and use.. to invite their friends.
I came to find out that he had been charging people to use my body, that I was basically nothing but a whore.. a prostitute... that he was delivering around the states from site to site.
The week was almost up. And I could tell he was getting restless at one point.
"Well, I'd ask you how it feels to be a sissy fag now, but obviously you love it." He said to me while having me restrained in his passenger seat one night. "Unfortunately, I've got to actually go pick up a haul and I can't be pulling up with a pink sissy faggot strapped up in my truck moaning at any guy within earshot begging them to come use her."
A short period of silence followed and fear began to really set in at how he paused.
"I've been doing this for years.. picking up sissies like you and hauling them around. There's a good bit of money in it. But I'm thinking about settling down.. And I think I'd like to keep you for myself. How does that sound to you?"
I was gagged and unable to really look over at him because of the straps securing my neck and forehead to the passenger seat that night, but the thought terrified... and aroused me so much.
"I mean.. that's a rhetorical question. I know you can't answer right now. But you're the kind of girl that just likes being reminded she doesn't have a choice, aren't you?"
He grinned again and hit me with a powerful shot of electricity up my ass through the toy he had buried in me.
"I'm going to drop you off at a motel.. leave you with a friend.. it's a mom n pops kind of place. I've left sissy slaves there before. They have a room in the back of the property that is done up nice and proper with a big steel framed bed and a cage and lots of other shit that you'd find in a professional dungeon. Normally costs an arm and a leg, but I just talked to them yesterday and told them if they'd keep you a few days while I make this run, they could whore you out to whoever, use you themselves, whatever. There's a nice gloryhole and adult store nearby too."
He looked over at me, "Think of it as babysitting. I think the guy's wife likes keeping sissies in diapers at night so they don't have to check on you. So hey.. you'll get to experience that shit too, hahah. Get to be a big sissy diapered babygirl cocksucker."
He reached over and patted my thigh and then gave my rock hard cock a tug. "Yeah, you're gonna' love it. I'm glad I decided to pick you up. You're going to be the perfect retirement gift for me."
"You ready?" he said to me as I stepped out of my vehicle at the long term car-park just outside my city. I was dressed rather conservatively on the outside.. just a set of high heeled boots, stockings, below-the-knee length skirt, and a rather fashionable sweater top I had just picked up online. Underneath I was dressed in standard issue black slut lingerie, ready for fun.
I smiled and winced at the morning sun that was rising up from behind his truck, "I am. You said you were looking for a weekend getaway, I wasn't expecting to get to ride along in a big rig."
He smiled back to me, "I've got the cabin ready for you. Come along; we'll get you tied up nice and tight and you can relax until we get to the motel."
My preferences for sexual fun were dangerous, I knew, but at the same time, I rested assured I would be safe with the safeguards I had in place with my friend that I would be checking in with along the way. He took me by the hand and led me to his truck. walking alongside him, he still towered over me even in my heeled shoes. He helped me up into the truck's passenger seat, and I could tell right away he had customized it to be "extra secure" with it's seat restraints. To a quick glace from the outside, it looked like a 5-point racing harness seat, but on closer inspection I could see it's straps were made of leather and were quite intricate in their placement.
"You're not going in that seat yet, sweetie. Only faggots get to ride up front with me at night. I like listening to them moan and hearing them squirm." He placed his hands on my ass and pushed me further into the truck, and my eyes caught view of the cabin.
He had a bed in the back, fitted with red satin sheets, and black leather restraints of all kinds were laying beside copious amounts of chains and padlocks. My heart skipped a beat at the sight, not out of fear but of excitement.
"You can go ahead and take that pretty outfit of yours off there, girl. Just toss it in the floor and sit on the edge of the bed." he said as he climbed in behind me and shut the door. I did as I was told and stripped down to my black satin and lace bustier and lace top thigh high stockings. I removed my boots as he watched, carefully holding his crotch as if to keep it from bursting out of his pants.
I remained silent as I sat on the bed and he stepped in and kneeled down onto one knee in front of me, taking a wrist cuff into one hand and my wrist into his other. Neither one of us said anything at first as he set about strapping me into each of the restraints.. first cuffing my wrists and locking their buckles into place, and then the same with my ankles. He moved between my legs in front of me and took both my wrists into his hands and pushed them behind my back, essentially hugging me and bringing himself face to face with me.
"You understand there is no stopping now?"
I nodded.
"Too late for second thoughts or regrets."
I nodded again.
"No safe words.. No limits."
I hesitated and nodded again.
"Good." he finally said before picking up a small length of chain and locked my wrists together behind my back.
"You are mine until our little road trip is over. Don't worry about your car.." he mused as he went about locking the leather collar around my neck and quickly picking up the ballgag from the diminishing pile of gear to restrain me with. "Your friend Alex is going to pick it up for you so it won't get towed."
Alex?? How did he know the name of my safety contact???
He smiled wickedly, "... Alex checked your email and reached out to me. Told me to be safe with you, so I offered him a couple hundred bucks to stay quiet when you didn't come back home monday. He said to tell you he's sorry, but was pretty sure you wouldn't mind if they took up your shifts at work so your life wouldn't be in total shambles after this is all over."
The fear shot through my eyes as he reached up and took my gagged face into his hands, ".. yeah, this is going to be a long road trip. You might just be a cute crossdresser right now who hooks up with guys, but I'm going to make you a total faggot by the end of next week. I promise you that."
And with that statement, he slid my blindfold on and I experienced the first of many times he would roll me over and empty his cock into me in the back of his truck.
---
It turned out, he didn't really have any heavy workloads to do that week. We would drive for a few hours at a time, come to some adult bookstore on the interstate, and then he would park and go inside for a few minutes before coming out and leading me in through the back door, still cuffed and gagged, into one of the arcades or adult theaters. We would stay there a few hours at a time.. more and more men networking with each other, letting them know there was a sissy faggot at wherever we were.. tied up, gagged, and free to come empty a load into. I'm guessing he would get permission to do this from the owners because every place we stopped he would pick up a new toy to ream my hole with and some new piece of lingerie for me to wear. Almost always pink or pastel.. always the most ultra girlie thing he could find. He said he was going to condition me into becoming a cock addicted sissy faggot, and all the sissy lingerie and dresses and costumes that littered the back of the truck confirmed his intention.
I could tell this was something he loved doing to girls like me.. there was one glory hole he took me to that had a little length of wood secured just below the hole in one of the booths. He brought a couple of eye hooks with him and screwed them into place into the wood, and proceeded to directly padlock my collar to the one just below the hole where cocks would be coming through.. literally holding my face in place unable to pull away from whatever people wanted to stuff into my mouth. The other eye hooks were simply anchors he used to strap a length of rope around my waist to, essentially pinning me to the wall.
I lost count of the number of men who used my body over the course of the next few days as headed west. I remained either tied to the bed or chained to the wall of his big rig through the day as we traveled. If we travleed at night, he would stuff a huge remote electro dildo into my cunt and strap me into the passenger seat up front. Cuffs secured around my wrists, arms, chest, waist, thighs, knees, ankles, neck, and forehead. He would just casually turn it on whenever he wanted to hear me squeal through my gag and tense against the bindings. All along the trip he would snap pictures of my helpless body and forward them to contacts he knew, giving them a heads up he was delivering a new faggot to fill and use.. to invite their friends.
I came to find out that he had been charging people to use my body, that I was basically nothing but a whore.. a prostitute... that he was delivering around the states from site to site.
The week was almost up. And I could tell he was getting restless at one point.
"Well, I'd ask you how it feels to be a sissy fag now, but obviously you love it." He said to me while having me restrained in his passenger seat one night. "Unfortunately, I've got to actually go pick up a haul and I can't be pulling up with a pink sissy faggot strapped up in my truck moaning at any guy within earshot begging them to come use her."
A short period of silence followed and fear began to really set in at how he paused.
"I've been doing this for years.. picking up sissies like you and hauling them around. There's a good bit of money in it. But I'm thinking about settling down.. And I think I'd like to keep you for myself. How does that sound to you?"
I was gagged and unable to really look over at him because of the straps securing my neck and forehead to the passenger seat that night, but the thought terrified... and aroused me so much.
"I mean.. that's a rhetorical question. I know you can't answer right now. But you're the kind of girl that just likes being reminded she doesn't have a choice, aren't you?"
He grinned again and hit me with a powerful shot of electricity up my ass through the toy he had buried in me.
"I'm going to drop you off at a motel.. leave you with a friend.. it's a mom n pops kind of place. I've left sissy slaves there before. They have a room in the back of the property that is done up nice and proper with a big steel framed bed and a cage and lots of other shit that you'd find in a professional dungeon. Normally costs an arm and a leg, but I just talked to them yesterday and told them if they'd keep you a few days while I make this run, they could whore you out to whoever, use you themselves, whatever. There's a nice gloryhole and adult store nearby too."
He looked over at me, "Think of it as babysitting. I think the guy's wife likes keeping sissies in diapers at night so they don't have to check on you. So hey.. you'll get to experience that shit too, hahah. Get to be a big sissy diapered babygirl cocksucker."
He reached over and patted my thigh and then gave my rock hard cock a tug. "Yeah, you're gonna' love it. I'm glad I decided to pick you up. You're going to be the perfect retirement gift for me."
5 years ago
