Chapter 42
by
caitlynmasked
What's all this?
Bradley has a new method for Joy's Intimate Lessons
Turning back to me, Bradley smiles and slips a leather collar around my neck. Seeing the questioning look that must be blatant in my eyes Bradley smiles as he pushes me to my knees in front of my intimacy lesson. Looking at me in the mirror he pets my hair and says “Sterling has his way of teaching and I have mine. While it’s not fully **** or automated, it’s not as free form as Sterling and will keep you focused on the task at hand and that’s just getting used to feeling a cock slide into your throat. Here, let me show you.”
Gripping my ponytail and using it as a handle Bradley guides me to the dildo and lets me wrap my lips around it. Pushing me forward he takes the spring, stretches it out, and attaches it to my collar. At the same time, I feel my chin press against the ruler like stick and start pushing it forward. As I feel the strength of the the spring I’m actually pulled forward and barely have time to take a deep breath before I’m forward enough to feel the dildo slide into my throat. When the head of the toy is an inch inside of my throat I hear a click from the ruler like thing and a female mechanical voice count “One.”
With the spring’s retention it takes effort for me to pull back and that effort increases every inch along the way. By the time I have the head of the dildo resting on the tip of my tongue my neck is straining as my eyes look sideways and upward at Bradley. Generously, he bends forward and grips the spring taking the tension away and letting me rest my neck as he pets my hair and spells out what he’s done. “You’re in full control of everything. Except stopping. The stick you’re pushing forward with your chin is a counter that will count only a press forward that’s deep enough to successfully go into your throat. The spring will be your encouragement, pulling you in and if you need a break, you’ll just have to spend a little energy to hold yourself back. You can always let the spring pull you forward and stop it before you deep throat, but that won’t count toward your goal. I’m going to leave you to it as the counter will notify me when you’ve reached one hundred successful deep throats. In the meantime, I’ll be sprucing up your backyard and doing some gardening.”
Bradley smiles broadly, bends forward to kiss my forehead and then lets go of the spring letting it pull me forward onto my lesson. I’m not sure why I even entertained the thought of doing so, but just as I imagined waiting for Bradley to step out of the room and then reaching up to push the counter forward and stop the chain from pulling me forward, alleviating my need to deep throat at all, he snaps his fingers and returns to kneel next to me. With a distracted shake of his head, he mumbles “Almost forgot. Just for you my little brat!”
My eyes close as I feel him pull my arms behind my back and click the handcuffs around my wrists. I hear him pad off as the spring pulls me forward and forces me to take the dildo into my throat. I wasn’t as ready this time so my back arches as I gag. Worse, my arms flex, trying to reach up in front of me, but I can only shake and tremble for a moment until I get it and flex my neck to pull back. I’m barely able to get the relief of having the dildo out of my throat and a normal breath before the strain gets to me and the spring starts to pull me back in. I can’t stop the long groan that escapes my lips, still so sexily wrapped around the dildo, as I watch my own face pulled closer on its deep throat blow job lesson and wonder how I’m going to get through 100 of these.
As before, it’s a terrible combination of being incredibly angry at learning to deep throat and being incredibly turned on while watching this girl pulled back and forth while sucking on a dildo. No amount of mental arguing that it’s me being pulled deeper and deeper on that reflected dildo can stop the arousal from the imagery. And the spring only makes it worse as there are no breaks for me. Being pulled even halfway down the dildo is awful and straining, so stopping before I take the dildo in and having it not count is worse. I finally give up on trying and focus on relaxing my throat over and over and over again.
And in a machiavellian way… it works. On previous lessons I could take my time and take little breaks between the dildo’s invasion of my throat. But now with the spring practically not allowing that, I’m really **** to learn, and learn quickly, how to take it into my throat. Each failure is met with a panicked gag and attempt to push my locked hands against the mirror, while each success is comparatively smooth. I even figure out that making a gagging sound as the dildo pushes in doesn’t have to mean a real gag and can give some relief if I control it instead of letting it be completely involuntary. I also learn to control my breathing. I figure out that I don’t need the full deep breath I’d been taking before, and that a simple intake before I open my throat is sufficient.
The only real problem happened when I heard the counter announce that I’d achieved “Eighty Seven” successful attempts. I was trembling and just needed a moment to gather my wits and take a break. Even knowing what it would do to my neck I stretched mightily and held the dildo barely in my mouth with the spring and my neck straining against each other. I could have held that position for enough time to get my mind re-set and finish off the lesson, but I heard a loud knock at the door and Catty’s voice call out “Joy? Are you still here?”
The surprise at hearing Catty and the sudden realization of what she’ll see if she walks in, shocked me enough to relax my neck… and let the spring pull me far deeper on the dildo than I’d ever been. Not only did I feel it slide into my throat, not only did I feel it meet that one-inch goal and hear the counter call off “Eighty Eight”, I felt myself continue to be pulled forward and another two inches of fake cock slide into my throat. For a moment I was so close to the mirror that all I saw were my own eyes wide in shock and astonishment. My throat clenched around the toy and I felt my whole stomach lurch. Fearing that I was about to do far worse than gag around the toy I pulled mightily back, slipping the toy out of my throat and slipping my mouth almost completely off of the dildo.
Coughing, I growled at myself knowing that there was no way I could communicate with Catty. She’d either already heard me ‘hard at work’ or she wouldn’t hear anything. Either way, the only thing I could do was proceed with this damned lesson. I hesitantly moved forward, slipping the dildo in, until I heard the “Eighty Nine” and reversing action to pull back. The last eleven strokes weren’t anything dramatic and I only heard Catty call out one more time before I finished.
I was happy to hear “One Hundred” called out of the counter but closed my eyes in frustration when nothing changed, and I found myself being smoothly pulled back in for “One Hundred One” and “One Hundred Two.” I realized that this wasn’t a machine and instead was a mechanical restraint pulling me in. I’d need Bradley to remove it. Assuming he was notified when I hit one hundred, I was going to continue being led in my lesson until he came inside and released me.
I got all the way up to “One Hundred Twenty Two” when Bradley walked in to the living room, wiping the sweat from his face with a towel. Wordlessly he gripped the spring, unattached it from my collar, and let me pull back and off the dildo entirely. Pulling me up to my feet Bradley leaned forward and kissed me. It felt strange to not have him pull me in for a hug, but I realized I was grateful as I’d have ended up smelling like him. And while he didn’t exactly stink, he smelled strongly of ‘man’ and I probably shouldn’t smell like that when going out.
While Bradley cleaned up and got some clean clothes on, I got dressed, fixed my makeup, and being a little self-conscious, spritzed myself with some fresh perfume. Bradley returned and guided me out to his vehicle. It isn’t as spacious as the car I’d ridden in the night before and isn’t as sporty as Kylan’s, but it’s clearly well cared for and gets us into the city without issue. Halfway to the library I realized what was bothering me. I felt a little off because while I’d spent the last hour being **** to deep throat a dildo, I hadn’t had sex. Yes, I’d had mad bound sex until I practically passed out last night. And yes, I had a back and forth oral sex trade in the shower this morning. And yes, I had the opportunity to blow my man after making him breakfast and before deep throating a dildo over a hundred times.
That all may be true, but the last couple days, after having my intimate lessons with Sterling, I got to give him a blowjob. Technically Sterling is nothing more than a big, walking, talking dildo himself but he’s very good at mimicking a real man and being pulled down to deep throat a dildo isn’t the same thing as blowing a man. The man responds, he’s warm, he throbs, I can hear and feel him respond to my techniques, he touches me, and most importantly, he cums.
On an intellectual level I can dislike that I’m reduced to giving men sexual pleasure, but in the moment, it feels like love and warmth. It feels right. It feels… pleasurable. I have to close my eyes and take a deep breath as that realization hits me. I’m becoming one of the women in this society. Whatever Stockholm like syndrome is going on through my head, I’m starting to crave sex and even associate giving head as a good sexual encounter.
At some point I’m going to have to consider the deep psychological differences this is going to have for me once I get back into my masculine body, but for now I have to push it aside. I have to focus. Get the history books, figure out what happened, figure out how to get my body back to normal, and then convince Atticus and Catty that we can return to our time and prevent the disaster.
When we arrive at the library I lean across the seat and give Bradley a kiss of thanks before stepping out of the car and smoothing my skirt out. Walking into the library I head straight to the front desk where I see my boss, Mr. Montana Colton, helping a customer check out some books. I wait patiently for him to finish before stepping forward and smiling. “Good morning Mr. Colton!”
Mr. Colton steps out from behind the desk, wraps his arm around my waist, and starts guiding me deeper into the library. “Hey, we’re working together. Like I do with you, you only have to call me Mr. Colton when customers are nearby. Otherwise, it’s Montana. Now, why don’t I take you on a tour so you know your way around the library. One of your normal tasks will be returning books once they’re checked back in.”
Montana walks me around the library and I get an impression of just how massive it is. If I didn’t know where to look or have a map guiding me to the history section, it could have taken me weeks if not months to find it. As is, it’s behind a security gate that requires a pass to get through. Montana walks me through using his pass, saying that I’ll get my own pass later today. The history section itself is quite large but I know where to target when he points to two large bookshelves in the back and says those are the “pre-event” era histories.
I don’t bother asking what the ‘event’ was in the hope that I won’t bring any attention to my fascination with it. Instead, we finish our tour and I mentally go over the library’s layout. It’s simple enough and when you know what to look for, will be easy to navigate. The only two sections I’m directly concerned with are the pre-event history section and the gender modification section. Between any actual work, those are where I’ll be focusing my attention.
When we return to the front desk Montana gives me a squeeze then pulls his arm away from me, saying that he’s quite busy and will let me wander around on my own for the rest of the day. I feel a thrill run through me as I am already planning on where to start my research in the gender modification area as it doesn’t require the security pass. But as Montana mentions he’ll find me at the end of the day when he’ll get my pass together, I see Mr. Savidge walking behind Montana.
It's casual and sly, but I can see that he’s clearly looking at me. Assessing me. Looking down at myself I internally wince as my nipples are betraying my underlying arousal as they’re hard and pushing out my sweater in two obvious bumps. Further assessing myself I can feel that my face is a little flushed and that my breathing is a little quickened, leaving my lips slightly parted. Without even realizing it, I was demonstrating obvious signs of arousal. Somehow NOT having sex with Bradley immediately before coming to the library is going to screw me over as I can’t have Mr. Savidge thinking that I’m not being taken care of. At the same time, I can’t just occupy Montana when he’s clearly saying he’s busy.
As Montana pats me on the shoulder, readying to head behind the desk as I’m left to wander, I reach out and grasp his hand, rubbing on it in what I hope is a sensual way. “Um… I’m sorry Montana, but you know how I’m supposed to come to you when I… you know… when I need to be taken care of? Well, I kind of need that now. I know you’re busy though and don’t want to interrupt that. Is there a way I can just….” I pause, lick my lips, and swallow hard, trying to get myself geared up for what I’m about to ask “…can just give you oral sex really quick? I promise I won’t take much time.”
Montana’s face melts into a mixture of arousal and concern. He brings his other hand up to mine and now grips my hand, rubbing over it as he smiles. “Joy, that’s never going to be a problem. In fact, I was thinking about it and I think I have just the solution. Come on back behind the desk and we’ll set you up to get satisfied!”
Does Montana get Joy satisfied?
It's a Man's World
But it wouldn't be nothing without a woman
Jim and his two scientific partners research time travel and discover a disaster coming in several years. Unable to learn more about it, they have to travel far into the future and hope they can learn from the 'history' about the disaster in order to return and prevent it. But the world they find is very very different from our own. It's a Man's World!
Updated on Jul 3, 2024
by caitlynmasked
Created on Feb 25, 2024
by caitlynmasked
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