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Chapter 20
by
OathkeeperPath
What's next?
Keep You're mind off of things.
It had become easy to think less 'in the moment' any time I was with Seb or Liz.
Second nature to only think about their 'in the moment' needs, not on anything outside that moment.
It was part of what I loved so much about what our dynamic had become.
Liz's training was leading me somewhere, I trusted her to do as she said she would, but I never knew what the next step in her plan was, just the end goal and some vague bullet point milestones that would logically be required.
On the other hand me and Seb's time was vastly different.
While similar in how empty my head was of anything not related to what Liz called 'sub-space', there wasn't real direction to any of our time together.
He'd started letting more and more of my 'training' fall on Liz's shoulders and spent more and more of our time together going on 'fake' dates and fucking like rabbits.
I hadn't noticed it before but I couldn't ignore it now I knew, the slight sad look in his eyes as we cuddled afterwards.
He tried to hide it and I tried not to notice.
What was I supposed to do, this was all supposed to be pretend, practice even, not him falling for me.
I wasn't even sure how it happened or at what point he decided that he no longer had issues with me still having my 'factory equipment' under that near perpetually pre-cum leaking cage.
Sadly I wasn't with either of them right now and my brain came back to me at full ****, full of worry and dread at having to cross that bridge eventually as Liz got me closer and closer to being ready. Along with every other problem, small or large, that I'd been escaping by serving them with my mind blank except for the need to serve and the arousal that never left.
"Hey chicka its your turn." Snap *Snap
All those thoughts are the reason I seemed to have missed opponent having passed the turn to me.
"Oh, right, sorry head a bit heads in the cloud, uh... lets see." I tried to think about the game at hand. For as distracted as I was, this was still enjoyable, nostalgic really. "Huh, you really got me bent over with that last turn..." I noticed they had blushed at my turn of phrase, looking them over I could tell how shy they were, but I was blushing too, my mind going to well traversed places. They weren't bad looking, androgynous name and face made it difficult to tell gender but that didn't really matter to a girl like me. 'I wonder what that cute face would look like if I were to break them in, can't imagine they could handle being the top to a girl like me, let alone if I was going to play at being a power bottom...'
I tried to focus on the game but that constant horny buzz in the back of my mind wasn't helping and as soon as I was able to ignore it the fight turned to keeping myself from thinking of the oncoming train that was my relationship status.
'Come on, I need a good card here.' It may have been a casual Friday night tournament but I didn't want to lose this early. Being out of this hobby for so long and joining at the spur of the moment had done me no favors. I didn't know half of the keywords in this pre-con deck I'd bought when signing up.
I came in here just to browse and get used to the old hobbies me and Alice used to share. Liz said I was ready to start existing in the types of circles Alice mingled with. I wasn't so sure but she seemed to think any reservations I had were just nerves and small details that could be polished out.
She tried to give me a list of shops and hang outs she liked to go to, said that just going there randomly and people getting to know me would help.
I didn't like that idea, or well at least her version of it, she seemed to think I wanted to basically shadow her times there and presented the shop list apologetically like she thought I'd be down about not having all the details.
I threw the list away.
"What the hell Kris, I know its not as detailed as you'd want but I'm already moving heaven and earth to fix this shit with out freaking her out!"
"That's not it LIz, what type of person did you think I was? I don't want to STALK HER! When I said just exist in the circles she did, I meant it. If I really am her perfect type now, word will make it back to her about that. No matter what store or event. Anything more runs the risk of causing the same issues I'm trying to avoid here. I need to be the me I was before I screwed it all up, just cuter. Not just a pick-me that hounds her, that's just the same mistake I made at the start, just with a different coat of paint!"
Hands held up in surrender and with a morose face was a different look on her, especially considering what she had been doing to me before this conversation. She made a strict Dom and showed her pleasure and dis-pleasure in ways that made me equal parts scared and mind-meltingly horny at the same time. I didn't even know a plug could change size like that, let alone that I'd be able to complete my tasks before it became unbearable.
"Sorry Kris but you have to admit I'm not making completely unreasonable assumptions considering everything, ya' know?" In our play/training time she had absolute control over me these days, conditioning at this point would still have been impressive even if it hadn't been achieved in such a short time. Thankfully outside of that time she was more and more starting to treat me like a friend. Her previous opinion of me only coming out in moments like this.
"If this was before we got so close, yeah, but come on Liz I'd hoped you'd know me better than that." I didn't want her to take that easy out but I also didn't want to fight. I'd let that reprimand be the end of it, "I get it, but ouch."
She took it on the chin, "Fair I guess, but If that's really how you want to play it though, keep the list and avoid those entirely for a bit. Don't think it'll work out the way you want but I'll let you do things your way, for now."
With that she smacked my ass and sent me out to relearn how to have fun like I used to.
"Well fuck me sideways that's not the card I needed, what the hell even is this deck, all top end power and nothing to use to cast it?" I'd been having fun so far but I was being truthful, I needed a good draw and this was not it. I put my hand down, cards facing up and reached across the table. "Well good games I guess." Considering how one sided this game was I didn't feel like wasting their time dragging through another.
They hesitated before shaking, a bit of a blush as my cleavage was now directly in line of sight of the poor thing.
After the hand shake they seemed to find their voice, low and a bit hushed like they weren't sure they wanted me to hear. "Could'a beat me you know." They had been good company so far but it seemed they were worried I'd be upset they didn't let me win or tell me how to.
"Oh, I thought you had me up against the wall." This time I was doing the innuendo on purpose, they looked so cute blushing. "Couldn't have stopped you from having your way with me if I wanted to." wink
They sputtered for a sec but did a better job of getting back on task than I expected, "That would have been true had you not had a deck built around this years new keywords."
I squinted at the cards, not seeing the win condition they claimed, "Well that could be true, it would have probably helped if I know them." giggle "Haven't playing in awhile, bit of a snap decision to play at all today."
"I could show you if you want, even winning against you I'd just be playing next round against the same guy from last week again."
"Sure, but only if you let me buy you a treat for it."
"Ok." Good god they sounded so cute when they were being that meek.
"Great! To the ice creme shop!" I pour a bit of Camp into my voice hoping to inspire enough confidence so they don't lose their nerve on me.
And that was how we ended up striking a fast friend ship and getting ice creme. Well that and my continued flirting couldn't have hurt, I'm sure.
"So cute stuff, what does Living metal or Crew have to do with a shark deck?"
--------
My constant state of arousal and need to forget the approaching issues with Seb was how cards and ice creme turned into heavy petting at their place.
Shy as they were I near had to lead them to their own apartment, impressive since I didn't know the area, but damn where they getting meeker and meeker.
If they didn't clearly enjoy our time, and want me, I'd have called this off.
Once inside Flirting turns to light touches, small kisses to **** making out.
I lead them along, encouraging at each step, maneuvering them to be the one to take the next step and have leverage over me.
This poor thing, this all must be so new to them, never had someone lead them around by their libido.
I could work with this, I would get them so hot and bothered they would rip my clothes off to have their way with me.
At least that was the plan until I realized how uncomfortable Taylor was being on top.
They were defaulting to being passive anytime I stopped egging them on, I would get them ravenous. So turned on their eyes would lose focus.
BUT IT NEVER TURNED AGGRESSIVE, never into that place that drive that even I could if I **** myself.
I realized, when started to take their pants off that I needed to address this if either of us was going to get anything out of this.
This maybe the only person I'd ever met more submissive than me, but I could tell how nervous they were at this part and they wouldn't be speaking up, they wanted me to do with them what ever I wanted. But what I wanted seemed to be diametrically opposed to who they were.
If the way they were shaking and arms tense held on the the fabric under us wasn't a clue I didn't know what would be, they were in the moment and they were acting so cute and submissive.
I'd not had a desire to make someone my fuck toy before, but I was starting to understand Seb and Liz a bit little in this moment.
Hands on their belt I looked up at them, "Hey there cutie, everything ok up there?"
Whimper "Mmmhhm" a slight nod and then a nervous look like they wanted to tell me something but couldn't form words or full thoughts right now.
I'd have to take a page out of my owners book and lead the poor thing from thought to thought, I really wanted to be getting fuck right now but I was actually starting to enjoy this, like a rare treat that you knew would grow old if you had it everyday.
"I don't know if that's quite true, maybe I should stop if you won't tell me what's wrong. Was I being to forward? I can slow down, let you take the lead again." A trap and twist of the truth but it got a worried look across their face.
Head shake "Nuh uh."
A small kiss on their belly and a breath sends visible shivers through them. "Then what's the matter, you seem to be ready for me to play with you, I see it, something wrong behind those slutty eyes." Another shiver at that, seems I was right or at least on the right track.
They seemed to be shutting down in a haze of arousal, Moan.
I ran my hands down their sides and tummy, brushing against something under their shirt where a bra would be, but with no sign of one above the shirt, 'maybe a binder, are they a trans-man like Seb?' as I hooked my fingers under the belt like I was about to pull them off with ****, 'there it is again, worry breaking through the haze.' "Worried I won't like what I find down here?"
Nod "I..."
"Come on cute stuff, whats the worry? Afraid of little ol' me? I'm not one to judge." Be a bit hypocritical if I was at this point. "Don't want a hot sexy girl like me to serve you because you're worried I won't be impressed?"
A nod aborted into a head shake and I think I confused the poor thing, maybe this will get them to speak like a good slut. "No, I mean yes,.... God what are you doing to me-"
"Only the best things." Wink
Shiver "Kris, please, I want you so bad right now, I can't think straight, but I don't you to think less of me when you see me, all of me."
"Oh don't worry, I'll have fun with what ever you are packing. Cute thing you are I can think of many ways to have fun with you either way." I punctuate with my nails running down them, my hands under their shirt again. 'Totally a binder under there.'
moan "Please then, stop teasing me and take me, I need you, please." That last part sounded so weak and needy I could do nothing but oblige.
To my surprise dispute what was clearly a binder up top, I found something contradictory as I unbuckled their pants.
"Oh cutie is this all you were worried about, its adorable!" I kissed the small mound right above where they had tucked themselves though the sexy blue panties I found.
shiver "Don't make fun of me, I know I'm just a-" for the first time in a bit Taylor moved while she protested. To pull pants back up or grab my hands I didn't know because I didn't let them finish. I recognized that fear, that self hate smothering any love for themselves, ready to sabotage anything good at the first sign. I saw it in the mirror less and less these days but it was still all to familiar.
"You are not 'just' a anything, you are cute and sexy and MINE for the night, if you'll have me." My hands so forceful on their arms at the start to get their attention, turns into a reassuring thing as I lace my fingers though theirs. "Or am I not sexy enough to break through to you-"
This time they were the one to stop me mid track with a small hesitant but firm hand squeeze. " NO...no, I want you, I want this, I want the one person to know and not hate me to have me. Please, I'm sorry, you're perfect."
Who hurt this cute thing in front of me?! "I'd never hate you, not for this." I started my fingers raking across them again as I slowly finished taking off their pants. "But-" Their body locked up and not in a good way when they heard that single word. "None of that now slut, you are mine now," I whisper loud enough to be heard but close to them that the hot breath brings a moan out of them. "but, I want to know, is there anything else you are hiding from me." I've crawled up to be face to face again, my knee between their legs, knowing from experience that even tucked or lock it would still be a turn on to have light playful pressure there.
I lean back and take my shirt off first letting my massive tits be free from the tight shirt for the first time tonight, they got a hungry lustful look in their eye at that. "I noticed a chest binder, but why have one when you clearly want to be a cute girl like me." wink
At a gesture from me they seem to get the message and start to take off their shirt and binder, and I notice why immediately. "T-this is why."
"Cute little Taytay was hiding these from me and the world, already at B cups, how long have you been working on that I wonder." 'I hope the little teasing is still going over well, trying to be careful to avoid any land mines that my make them close up emotionally again.'
I can barley make out their answer to my rhetorical question, but I can make out enough. "....not on anything yet... hide....laughing ... don't call me Taytay!"
Well that's got all the hallmarkings of a can of worms anyone smart would avoid like the plague.
I roll over, dragging them with me and pulling their head into my chest. I want them to feel comfortable and safe. "Ok, no worries I can just use Taylor, you can tell me why that hurt you if you want or not, I'll respect that choice too."
"mmmhmm," seems my chest was the right choice for a pillow, "Taytay is what they called me when I started getting these." A Gesture at their chest to punctuate before she continued. "I...I like them when they first started growing, I wanted to be like my big sis and this was something that felt like the universe was saying I could be. Until they made me regret that hope, I know it was just words, most of the time. So I hide them and everything else they made fun of me for, but it didn't help as much as I wished, anytime I did something embarrassing or anything really that could be made fun of, they'd bring that name and what they knew I was trying so hard to hide, up in their jokes.-"
Seems that now I got them to speak I would actually get the whole story, 'Poor thing, I wonder if this is the first time they are admitting this out loud, they seem almost **** to get out what just a few moments ago I probably couldn't have gotten out of them with a metaphorical crowbar'. I held them closer and hoped it was helping,
"-it was all 'oh can't count on Taytay, you know he throws like a girl.' and 'sorry Taytay you can't join us, its for real guys only.' but if I tried to join the girls it was 'No,eww, Taytay, you're a boy, boys can't do this, girls only.' Failed at being what I wanted and failed at what they told me I was or needed to be. No mater what I did, it was never enough and that name followed me til I moved, so please don't, just don't, I don't even like Taylor anymore but at least it means I'm respected enough!" They took a deep breath before finishing much quieter, but I caught all of it this time, our faces much closer. "Maybe the universe knew I'd fail at both and gave me this stupid name that no one can tell if I'm a guy or not."
I started running my hands though their hair. "Its ok, its ok, we'll make it ok." I whispered sweet nothings as they teetered on the edge of tears. "Is there any name you would have like more? Something more decisive, not for the world but for yourself? I'll treat you however you want, you can tell me."
"uuhh... maybe," A pause as they seemed to make a decision, "promise not to laugh?"
"Of course sweetie."
"Sarah, can you call me Sarah, you can call me Taylor anywhere else but here, here can you call me Sarah."
"Absolutely, I can call you that whenever or wherever you want me to."
"Just here....for now." that last part I'm sure I wasn't supposed to hear.
"Ok cutie, just here. Sarah, I'll make sure to yell it while I ride you." A mischievous look across my face as I noticed she had become un-tucked at some point and while still soft I could tell what ever hormone imbalance that gave her B-cups didn't effect for her development down below at all.
"Wha?" was all she got out before I was using everything I'd learned from Seb and Liz to get her raging hard. Teasing, nibbing, licking, sucking, and racking across her body, playing for all it was worth. As I positioned to reverse cowgirl her. It was all moans and whimpers until I took my bottom and panties off. That's when she found her voice again, when she saw my cage. "You're...-" I was worried she was about to be a hypocrite and lash out, sometimes hurt people did that. "You're like me?" Luckily I was wrong in that worry she was proving to be a kind, if hurt, soul. I shouldn't have worried.
"Yes baby, now focus, I know you probably dislike being in the lead or topping but I have been left on edge for too long I'm having trouble concentrating and If I don't get fucked I might just go insane. My owner isn't here to fix that nor is Liz so unless you don't want me, I AM going to use you as a sex toy. Join in, take control, or don't and just lay there and enjoy it." I'm lined up above their rock hard cock, its as big as some of my bigger toys. I can feel myself leaking more and more in anticipation, nipples hard as rocks, and brain trying to slip into subspace. "So yes or no slut?"
"Owner...?" At a response not yes or no I tease her cock a bit moving my ass back and forth over it and grab her hands, leverage for the answer I knew I would get out of her. "uuuhhh, I mean Yes, please! ohhh ahh!" As soon as the word I was waiting for hit, I made her enter me and stopped for a sec, first mini orgasm of the night washing over me while letting myself get used to the size, "Use me, make me nothing but a cute little fuck doll for your pleasure!"
At that all bets were off, I let my mind go keeping just enough to manage using my new toy.
I spent the night using her as I would a toy like I would when putting on a show for my master.
The limit was how few toys there were and lack of any equipment, but that wouldn't stop me.
'When I'm done, both our brains will happy and empty mush. I'll take this slut with me as I lose myself in her.'
At the end, even with all my skill to keep her from cumming until I had my fill, she came after my first real orgasm.
Moan "Oh god, Kris I'm ab- uhhhh ahh ghn- oh god!"
Still not bad for what I learned was her first time.
It was while we were cuddling in the afterglow that I realized something important. Or she made me realize it anyway.
"So what does that make us? I don't want this to just be tonight...."
In my pursuit of a temporary escape from my oncoming relationship troubles and complications, I had just added another one to the pile.
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Loving A Lesbian
(Re)New(ed) Plan
You've fallen in love with your best friend, sadly she does not feel the same way and things get awkward. When you find out its because she is into girls the same way you are, it gives you an idea, to fix the friendship you broke, and at least get one date, you enlist the help of your college roommate to help you get feminine. Its not really any crazier than any of your other plans to be truthful. -Doing a Rom-Com this time, sexy scenes will still happen, its still me writing it after all. ;)
Updated on May 2, 2026
by OathkeeperPath
Created on Sep 3, 2024
by OathkeeperPath
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