It was a bright winter afternoon as I walked down the sidewalk along the river, approaching the large stretch of grassy riverside that had been claimed by the city's homeless. I had become more familiar with the sprawling encampment over the last two weeks than I ever thought I possibly could. A bet in a poker game had turned into a dare that ended with me entering the tent city for the first time two weeks prior. The dare had been to buy weed from a homeless person, and it had brought me to Gina, who had intercepted my mission and taken it in a wildly different direction. That afternoon found me lured into Gina's tent, robbed of all the cash in my wallet, bound and gagged, and used for sexual pleasure in the most lurid ways, only to realize that I loved it as much as she did.
Leaving that day with a coy invitation to return, I had inexplicably come back the following week, and our bizarre tryst had continued with me once again bound and dominated, with Gina and her friend using my body for their sexual pleasure. As I left that day, Gina had given me a a tantalizing clue about what might happen if I were to return again, hinting at a longer stay in captivity and an "adventure."
And so it was with mix of anticipation and trepidation that I returned on the day and time Gina had indicated. Though I had a better idea of where to find her than before, when I spotted Gina it was clear that she had already been watching my arrival. She was sitting on the same picnic table where I had seen her the last time, facing away from the table, leaning back casually. She was dressed differently than the last times I had seen her, her usual athletic clothing replaced today with jeans and a white v-neck shirt. Her hair, tied back in a tight ponytail as usual, still gave her more casual attire a sporty look. As I approached the table, she stood, giving me that wry smile I had seen on her face many times before. "Hi little fucker," she said by way of greeting.
When I got to within a few feet of Gina, I stopped, and with no further preamble, she said, "Sit on the end of the bench, and put your hands behind your back."
I paused briefly, looking quickly in both directions to see who might be watching us. "No one cares," she said quickly, then "Do it."
I sat on the bench as she had instructed, putting my hands behind my back as casually as I could, as if I were stretching. I had not expected to start whatever Gina had planned for me outside in plain view of anyone who happened to walk by, and my nervousness ratcheted up, co-mingling with embarrassment. She slapped a hand on my shoulder, twisting me around so that I was still on the end of the bench, but my back was toward the rest of the bench. "That's my boy," she said, and I heard the jingling sound of metal on metal as she sat behind me on on the bench. I felt the cold steel of one handcuff go around my wrist, and click into place, followed by the other handcuff. Click, again. Just like that, I was once again Gina's captive.
Gina leaned into me, whispering in my ear, "This will be your only chance to back out. Otherwise, you're mine until tomorrow morning, nod if you understand." I nodded. I had been prepared for that, and was eager to get out of the public view, as surely someone would notice a dude sitting at a picnic table handcuffed. Gina seemed fully aware of my unease, and said, "Stay here, I'll be right back." I could tell from the sound of her voice that my discomfort amused her.
Gina stood and walked a few steps to the entrance of her tent, disappearing inside. I sat and waited, praying no one would take notice of me. She reappeared moments later, carrying a large grey backpack. She strode back over to me, putting her hand on my shoulder again and saying "Up you go, walk with me." I stood and started walking, and Gina put an arm around me, probably to control the direction I was walking, but also lowering the likelihood someone would notice my hands cuffed behind my back. We walked for several minutes, not speaking, exiting the encampment and continuing on the sidewalk along a road that was lined with parked cars.
About 100 yards down the road, Gina came to a stop and said, "Kneel." Again I hesitated, checking to see if anyone else was nearby, knowing this would look very odd. A sharp smack on my ass brought me quickly to my knees, and I resigned myself to the impropriety of kneeling on the sidewalk, handcuffed, as I waited for what was to come.
Gina produced a car key and unlocked the back door of the small car parked in front of us. It was a brown, beat-up old hatch-back, dirty with rusted metal showing around the wheel wells. After getting the squeaky door open and rearranging some clothing that was strewn around, she said to me, "Lay down on the back seat, face down." I climbed awkwardly on to the back seat, challenged by the inability to use my hands. Once I was semi kneeling on one end of the seat, I let myself flop down onto the rest of the seat. It was clear that the car door wasn't going to close with me laying across the seat unless I lifted my feet. Gina was behind me, and she knelt on the edge of the seat, pushing my legs in. She withdrew momentarily, then came back with a piece of rope with which she started quickly binding my my ankles together. Once that was done, she started messing with the seatbelt closest to my feet, wrapping it several time around my legs before threading it into the buckle. She then reached around me, pulling the center belt roughly around my belly, then running it back under me until she found the buckle and it locked in place, pulling it tight.
When she finished with the center seatbelt, Gina paused for a moment, then groped around my pants until she found my cock, which was hard in response to the physicality of her maneuvering of the seatbelts, and the strangeness of the situation. "Hmm," she sighed, and her tone conveyed satisfaction that even the simple act of shoving me into the back seat of this car was enough to turn me on. "You twisted little man," she murmured, "I wish I knew what was going on inside your mind." I took silent offense to being called "little" for the second time, since I was at least six inches taller than Gina, but I knew better than to voice this sentiment. Her hand pushed into my pants again, this time unbuttoning them and partially unzipping the fly. "There," she said, "I'll leave you like that. Feet up!" And she withdrew from the back seat, closing the car door behind her.
Gina opened the driver's door, plopping down in the seat, and tossing her backpack on the passenger seat. Putting the key in the ignition, she started the car and revved the engine a few times before disengaging the parking brake and starting to maneuver the car out of its parking spot. I watched all of this in fascination, as the reality of the situation set in. I was handcuffed with my ankles tied together in the back seat of a car, its seatbelts wrapped around me in a way that seemed intended to keep me from moving rather than any semblance of safety. I had no idea where we were going; no idea if this car was even Gina's.
As the car accelerated down the street, I glanced around, trying to take in everything around me. The car was filthy, with clothing, empty food containers, and other random objects strewn about. I couldn't see much outside the car as the front seat blocked my view out the windshield, and all I could see out the grimy side windows were tops of buildings and trees going by. The hard metal handcuffs were starting to dig painfully into my wrists. When Gina had tied me up in our prior encounters, she had always seemed intuitively to know how tight to work the ropes, so that they were secure and inescapable, but not painful. These handcuffs were a different story, already uncomfortable around my wrists. I glanced around again, trying to distract myself, and my eyes fixed on a red lacy bra, laying on the floor of the back seat, amongst other articles of clothing. For reasons I can't fully explain, the sight of that red bra was tantalizing; so sexy and feminine, laying there just out of reach. Did that mean its owner was sitting in the front seat wearing a shirt with no bra? What would it feel like if Gina were standing over me wearing nothing but this lacy bra, the power of her muscled body belied by this delicate undergarment? I felt ashamed wondering about this, but it took my mind off the discomfort of the steel against my wrists as I felt friction between the renewed hardness of my cock and my unzipped pants each time the car bumped or jostled.
Tearing my thoughts back to reality, Gina spoke up, asking "Do you like my car, Kenny?" Not waiting for an answer as usual, she continued. "This little beast has taken me a lot of miles, a lot of places. Some places I have to sleep in it, but sleeping in a car sucks, if you ask me. Never had a guy tied up in my back seat though, that's a first." The last part she said with a laugh. She paused, then continued in a more serious tone. "You keep coming back for more, I love that. One of these days you're not going to come back, and I'll wish I had just kept you locked up." She let those words hang in the air and continued driving in silence.