Waking Holly

It’s been about a month since I told Holt, Holly the truth and moved her into my house. I never expected the side effects of what I did to her to be her to be her becoming a whole other person.

I know it sounded like that’s the point but the point is that you changed them, bent them, broke them and made them worse.

And I fucking hated Holt, I really fucking hated Holt Thompson.

A long term bully, a spoiled asshole,

And now I fucking hate that family given things I’ve learned.

Because I’m falling in love with Holly.

It’s not the sex but that’s straight up amazing and I love that aspect of her that’s exactly where I wanted her to go. Only she’s gone further and she embraces that so much deeper than she would have or I thought she would have and she uses all the hypno like therapy.

I wasn’t expecting a whole person even as affected by things like her, who is so damaged by her past that she uses everything that’s the new her, that’s Holly to survive.

I wasn’t expecting Holly to have almost PTSD from being Holt and remembering the things that he did through new eyes that haven’t walled stuff off.

I wasn’t expecting her to be so broken by her old self and so kind of fucked up and abused by her old life.

I fucking expect it now because since her father went to jail for assault and he got out but there’s charges and court for him to go to he and his family have been assholes.

I’ve been followed twice in town on my lunch break and I’ve seen them drive past our house too I think it’s her brothers.

Holly dropped all of Holt’s social media as his family and all his “Friends” turned rabid and the rumor mill worked into a frenzy at the scandal and fresh meat. It’s funny how much time that frees up and how fast people start forgetting you and what you supposedly did when you don’t have an account to follow.

It’s leveling off for us too as we’re not confronting them like they want us too.

I think her brothers are looking for a confrontation like that.

Instead what they’re going to get with the cop as witness for us is a civil suit and a wrongful dismissal suit for her dad firing her from the dealership for coming out.

One they deserve that shit getting leveled at them and Two Holly deserves to hit them back for all the bullshit.

And she deserves to get her unemployment benefits.

Also surprise, surprise Zack knew a pretty decent lawyer.

Okay that was actually a surprise because this guy Peter actually did cases like this. A lot of folks that Zack knew weren’t just druggies but folks with stuff going on like bogus claims of things at work from toxic workplaces like Tim Hortons up by the highway the place had a revolving door of staff but past that toxic workplace stuff the franchise manager was I guess a sexist asshole.

So that’s going on and we’re selling Holt’s car since she had the papers but we’re still fixing it up since it’s an old mustang and it’s valuable actually these days it’s vintage.

And Zack knows a guy and him and I make a deal.

His mom is on a shit ton of meds and things and what most folks don’t know that there are drug cards, these special authorization cards that a doctor needs to sign off on and you do kind of word it the right way so that the government auditors give it the nods and for a year some scripts get filled with only like a service fee of like ten bucks or so.

It’s not all drugs and you still need your doc to sign off on them but it saves a few hundred here and there.

And I get diabetic stuff sent to the pharmacy all the time trying to get us to buy them so I gave him to give his mom lancets and strips for free.

So we’re getting the car done for pretty much free.

She mostly is a home body right now and working on herself with dropping weight and letting herself transition and just setting in doing housework for us and gardening and working on herself.

She…she just tries so fucking hard now.

Holly cleans and she’s into that, she loves keeping a clean house and doing it herself. She wears lingerie all the time too, by choice pretty much. Seriously the programming might have pushed the start on her girliness but Holly has her foot to the gas…in high heels.

That’s another thing, heels. It’s stereotypical but she does love her shoes.

I like her shoes too, not like a fetish but goddamn a girl that can do most everything while is heels is cock stirring.

Especially in lingerie, in corsets.

She does other stuff too that’s to me pretty big things for her like teaching herself how to cook. She’s a great cook too and for a former rich kid she wastes nothing we eat leftovers some, often she makes me a work lunch from them.

And she’s getting more and more lovely, her waist slowly slimming, her ass is fucking fantastic with the working out she does for her ass and legs and to lose weight.

She’s even got me working out for real and taking Enzyte…yeah the dick builder stuff. I’m not sure if that’s doing anything except more frequent boners and maybe lasting longer but that could be the viagra or speaking as a pharmacist likely the better diet and working out.

She’s trying, trying so hard to be “better” to be Holly and someone very, very removed from Holt.

And it’s so hard to watch her tear herself down.

Actually it hurt watching her go through these Holt downward spirals.

Sarah used to get these hits of dysphoria and that really sucked when she had those. Holly has them too and she has this self hating almost abused hating her abuser relationship with herself and Holt.

It was too hard to watch her drowning in so I made her an MP-3 message like the first one but different.

I know it’s such a messed up thing but…it is what it is and we started how we started.

So yeah I made this…

“Relax, Relax, Breathe, Be happy, Close you eyes, Relax, Be happy, Be Holly, Be Happy, Holly is a sweet person, Holly is a loving person, Holly is loving, Holly is brave, Holly is kind, Holly is gentle, Holly deserves to be happy, Holly deserves to be loved, Jamie loves Holly, Jamie loves Holly, Jamie loves Holly.”

And she plays it all the time.

She plays the other ones too, Holly likes actually likes her sissy making MP-3 track.

But this one, this new one she takes with her, especially when she’s going out or nervous.

Holly is getting better about going out.

Like I said she’s kind of a homebody but I’ve been trying to get her out a little more.

So yeah four months in since Holly woke up and I’m going to try some things.

Work’s been good and money’s definitely okay so this weekend we’re going away for Canada Day.

I rent a cottage out from Muskoka and that wasn’t cheap given the rates usually but actually my boss knew a fellow that gave us a good booking.

I researched the area and found places to go see and things to do and headed home with a quick stop over at Lower Main Market which is actually a really old mini-mall that was smart enough to put their shops under one banner.

Holly texted me saying she’s making meatloaf so I get a bottle of Beringer red and real flowers this time blue roses since I don’t think Holly’s ever seen them and the florist puts a single sprig of lavender and tied with a satin matching ribbon. I asked the florist. “Can you cut it long enough to have her tie it for her hair?” I don’t think she thought of that either and she was texting as I left and then their bakery for cheesecake centered carrot cake cupcakes just four in a box but that really pretty made sort of thing.

Holly loves some bakery things, we burn it off and everything but before all this she never went and bought really good flowers never ate a chocolate croissant or a really, really good danish before.

She deserves better than the big box store things.

I want her to see a better world.

I never thought that someone like Holt would’ve been as boxed in like that until Holly started opening up to me.

Practice, practice, games and winning, old guy, old school everything but not in any good way. She never even got to enjoy college because of drowning in flunking and the shock of not being the best.

And coming home I think that drove them even deeper into that bastard don’t care fuck everyone but me kind of asshole.

She’s so damned different…and these days she makes my throat close with emotion as I think about her.

I pull into the yard and get out and I can smell supper from there. Rich beefy smells, something buttery too and something steaming and green and heady.

I slip into the house and she’s breathtaking.

Honestly…six foot in heels, nice black stockings leading definitely to garters and a a dress semi short black but with this lovely hibiscus flower print on it a simple number but accentuated by her black lingerie…her corseted waist flares her hips nicely and that ass…it’s getting so curvy and toned I’m stiffening just taking her in… Shoulder length blonde thick hair that brushes her collar bones now and a fair blonde face with simple make-up, smokey eyes and red lipstick to match her dress.

She’s taste sipping sauce off of a spoon her lips looking sexy just doing that…I’m hard now.

Everything else…her height, the shoulders even though she’s slimming down…the other stuff it doesn’t matter.

“Wow…I think I should have gotten red roses.”

She turns and her eyes light up in that happy to see me. That feels nice and so does the widening of her eyes at the flowers and things.

“Oh Jamie, they’re beautiful!”

“I thought they’d be nice, be something new for you.”

She comes over and she kisses met, soft and sweet and eager, I can almost feel her wanting to suck my cock in that kiss.

We kiss and sort of dance backwards to the counter and stove where we put things and she turns off the sauce and there’s her laptop there for her cooking videos and a ton of things on the counter and the stove.

“You went out for groceries?”

She breaks the kisses. “I needed some things.”

There’s something… “You okay?”

She holds up her MP-3 player and smiles at me. “I am now especially after watching and letting it all wash out today’s bullpoop.”

I slip my arms around her waist. “Tell me?”

“It started with a kinda rude taxi driver calling me a tranny…he called me one pretty tranny though.” She sighs. “I know I’m trans, I know who I am now and stuff but it just feels like really disrespectful.”

“It got worse?”

“Hayden was around I think he followed me and he followed me into the market calling me names and trying to cut me off in the aisles. He grabbed my cart even and was swearing and stuff until I fixed him.”

“Fixed him?”

“I heel gouged him in the shin and when he was hopping on one foot I took off a pump and slapped him on the forehead with it.”

I grin and try not to laugh. “What shoes?”

“My blue platforms the two inch ones.”

“Shoes okay?” I give zero fucks for Hayden or if he’s okay.

“Yeah.” She’s grinning.

“That’s my girl.”

She kisses me soft and sweet and suckling. “Absolutely…Wholeheartedly…Devotedly.”

Holly draws each word out and sinks to a crouch and unbuckles my pants and pulls my rock hard cock and I get painfully hard as she smells me, wraps red painted nail tipped fingers around my shaft and with a stroke she pumps out my pre-cum out and lets it drizzle on her waiting tongue like syrup and then she wraps her red pretty lips around my cock with this single sigh that says she wanted this, loves this, that this soothes her.

No one sucks cock like Holly, because it’s more than just sucking cock, for her it’s something important and that shows as much as the fact that she loves it, loves me.

And I’ll tell you something all those girls, women with the face full of cum don’t come as close to sexy as a poised, sexy, cum lover that can empty you of a load so god it hurts and then pack you tenderly back into your pants then kiss you and finish supper…crouched on her heels and not on her knees.

“Supper smells amazing what did you make?”

“Meatloaf.”

“Smells better than meatloaf. So…tell me how you made it?”

She smiles lighting up and I start opening the wine.

“First thing was getting the oven going and I bought dark rye bread and cut it up and rubbed garlic over it like you see the fancy cooks do for garlic toast. While that was going I cooked up a little bacon and got it crispy then used the fat to cook two packs of mushrooms all sliced up then batch by batch onions, celery, and then two green bell peppers I roasted over the burners and a jalapeno. The rest was just hamburger and some steak sauce and salt and fresh black pepper I mixed it all up with the toasted garlic bread and then back in the oven.”

I let the wine rest and get two glasses. “Sounds amazing what else?”

“Yukon gold potatoes that I boiled partway then as they sort of dried I soaked them in brown butter then when they soaked that up as best they can I steamed them the rest of the way then mashed them with salt, pepper and the rest of the brown butter and just a little cream.”

She smiles sexily tasting her sauce again. “There’s carrots roasting with the meatloaf and a side of steamed broccoli coated with lemon, butter, salt and pepper. I’m just finishing the gravy now which is lamb stock cooked until it almost went sticky in the pan then a few shakes of worcestershire sauce a shot of brandy and I’ve been bringing it back with beef stock to taste.”

She offers me some on the spoon and she’s getting so dainty, sexy in her movements too…even her hands seem like they dance sometimes.

It tastes awesome actually pretty high end. “That’s delicious.”

Holly beams. “Good! I’m making enough for leftovers so we can heat it like jou for sandwiches.”

We set the table and we actually use mom’s tablecloths and her good dishes. Holly’s idea since they really didn’t get used a lot that mom would have liked seeing us eat with all of this and make the time and money she spent worth it.

I kind of love that she went there with that and uses the things that we did keep.

I don’t think I had meatloaf like that before all these strong flavors but all go with the plain old hamburger. “I think the kind of bread and the peppers really stood out.”

She looks so happy. “It was all amazing Holly, though the potatoes were so good they nearly killed me.”

I ate and had seconds and we killed the wine and I get up and kiss her and we both do the dishes together in the sink.

Holly is careful that the good dishes don’t get damaged in the dishwasher so we handwash those as the dishwasher does the pots and pans and she put all the dining cloth in the washer as we’re done so the cup towels and washcloths and table cloth and napkins get regular cleaning too.

After that I head downstairs to work some of the supper off while she says she’s going to get cleaned up and take a soak.

An hour later I head upstairs and go shower while she’s playing music and she’s dancing in our room.

Four inch heels and pastel blue.grey stockings and garter belt with black lacy panties and a bustier corset that’s pushing her boobs up and she’s wearing this over and over loop of faux pearls she’s playing with as she’s dancing and swaying as she’s singing along.

I’m instantly hard watching her.

She turns on her toe just really gracefully and sees me and she smiles.

We walk towards each other and we actually dance together a little and then she guides me to our bed where she uses the stereo remote to play this song called “who makes you feel” I think it’s by Dido, she’s into Dido.

She dances for me, lap dances for me.

Definite sex club, stripper moves.

“Should I buy you a pole?”

“Yes, please, please seriously I’d love a dance pole in the gym.”

“Done…” I chuckle.

She traces fingers over my hard on.

“Yes, soon you will be handsome.”

She dances a little more and all the way to that squat on her feet in heels as she pulls out my cock and wraps her lips around it.

She mouth-muffle-laughs with that happy sound folks make when they’re eating something they love.

Everyday Holly gets better, more in love with sucking my cock.

And I stopped doing everything with her against her will a while ago.

She looks like she’s caught in between prayer and rapture as she savors then swallows my cum.

She looks up at me adoringly as she sucks me hard again…fuck…she took those fake pearls and wrapped them in her hand to do this rolling thing as she strokes me and the feeling is fucking amazing.

Oh, oh Holly I’m getting you real pearls honey.

Once I’m hard again she moves to the corner of the bed and grabs the foot and she bends over in this really sexy way.

“Please Jamie fuck me, please baby, I’ve been a good girl, please, please I live for that hard big co…ck.”

It takes little time to lube her and sink into Holly’s ass.

Slick, hot, tight…her muscles relax on my way into her then ripple and grip on my pulling back stroke…I feel every inch of her insides…in she relaxes…then grips and over and over until she cums.

“Gnnnh…Oh Jamie, Jamie…lover…the best cock…I love that cock…feed it into meeeee!”

I stop as she shivers and her insides vibrate around my cock as her muscles spasm with her cumming.

“Up…on the bed.”

Holly changes her position crawling slowing on the bed and I get on too, it’s a game not to pull out of her as we move. Once she’s on all fours she bends down into this yoga like downward facing dog ass up in this beautiful position that feels great and looks amazing.

I run my hands over her ass as I flex my cock inside of her ass.

“You’re so tight Holly, such a perfect ass, such a perfect sissy.”

“Mmmmm…you’re bigger, I can feel it Jamie, thicker, I can feel your pulse thumping inside of me baby, I love this, I love this, thank you baby, thank you so much for making me your girl, I love being your sissy girl.”

“I love you too Holly, you’re my best girl, my sweet girl, my sweet sissy girl.”

I start moving but I know her spot, the sissy button inside of her and start slowly and steady with full strokes bumping, fucking her spot until she lets out a long sexy moan then I shorten those strokes until I’m just moving in and out fucking her right there over and over and over.

“J..Jamie! Oh…Oh! Aunnngh! Jamiiiiie!”

She’s getting vocal.

I love it.

“Fuck me Jamie! Fuck, fuck, fuck my sissy bum, fuck me! Remake me…fuck the stupid boy out of me, fuck that dirty masculine life out of me, harder! More! Please!…oooooh!oooooh! More cock! More h…hot…hard!…hard…god…I love cock! I love dick! I love your dick!”

I go harder until Holly’s creaming in pleasure as I fuck her hard and fast with longer and longer strokes.

She’s becoming everything I want and more…that ass, her body getting smoother, rounder, more femmy as the days have passed and the blockers and hormones have added that layer of girl fat under her skin making her jiggle just right as each thrust drives deep.

I’m moving her body with it and driving her against the sheets and pushing her tits over the fabric and pulling her back, it’s just inches but it’s over and over.

“Jamiiiiie…oh my titties, god my titties, I love my titties!…Oooooooh!…fuck me!”

Then over and over she’s chanting as we’re getting more into it, that fevered, sweaty, trance like sex.

“I love your cock, I love your cock, I love your cock, I love your cock, I love your cock…”

“I was made for your cock, made for your cock, made for your cock, made for your cock…”

“I’m your girl, your bimbo, you bimbo sissy girl, bimbo sissy girl, bimbo sissy girl, bimbo sissy girl…”

Holly’s chanting this rolling her ass meeting my thrusts and rolling her head in this tranced out almost club dancing zoned out way.

“Made for Jamie, Made for Jamie, Made for Jamie…Jamie, Jamie, Jamie…”

“Bimbo sissy girl, bimbo sissy girl, bimbo sissy girl…”

I bury myself deep into her and wrap an arm around her and pull her up, and up and off her knees and she sinks on me as far as possible and I bite her neck, nuzzle her ear and Holly turns her head and kisses me over her shoulder as I fill her with a load that nearly hurts blasting out of me.

This close I see her eyes widen, her pupils dilate and then get glassy then go half lidded as she cums in her sissygasm around my boiling cock. There’s no Holt there anymore.

There’s this deeper than crushing, deeper than attraction, deeper than anything look in her eyes there just for me there, she’s just for me.

Holly has eyes that look at me so sweetly, strongly, deeply that it gets me hard again pretty fast.

I start removing more lingerie, her corset, unlock her cage and rub her clitty.

The cage is working really, really well with the hormones and everything but the cage holds things back, cuts down the blood flow it increases atrophy.

She’s getting smaller.

Holly looks down gasping and twitching as I rub her clitty and giggles. “It’s small, yay…! It’s small!”

“You like it smaller?”

“I do, sissies have little clitties.”

“Happy?”

“Yes…” She over the shoulder kisses me again. “And proud, I really do love this, me, changing, it getting tiny, it’s the way it should be Jamie.”

“Good…good girl.”

We kiss again and I start fucking her again, upright both on our knees one hand on her breasts and the other on her clitty.

Holly’s ass is slick, full of my cum and lube making it so smooth and I start focussing again on edging each other, those fast smaller strokes fucking her sissy spot so well, hard, over and over…these little catches in her breath between her whines.

Her chanting sexilly, breathilly.

“Happy bimbo sissy, happy bimbo sissy, happy bimbo sissy…”

I take her to the edge, me to the edge over and over stopping to play with her titties or her little sissy dick. There’s no going back, it’s too small, she could never reverse this ever, not even if she ever wanted to.

And given Holly’s taken over her training that will never happen since she’s even more hardcore than I was with her.

How much though she wants this, loves this, chants stuff like that…So, so hard on inducing.

She’s moaning hitting higher pitches and getting non-verbal too in these long little wails and whines…I feel her tiny sac tighten.

“Hold it, hold it baby…” I tell her.

I pound in harder, thicker, hotter strokes… “Hold it Holly, hold it…I’m…I’m cumming with you.”

“Aaaaaahhh…ff…fuck…please Jamie..cum, cum in me, flood me…breed me.”

That’s all I need and I drive home into her sissy spot and start cumming and flooding Holly’s insides making her scream out loudly and she cums a single strong little spurt in my hand and she sobs after that… “Squirt-sissy–squirt-sissy…oh..oh fuck…both…both…”

She must have because as tired as I am she’s going limp and boneless in my arms.

This was some of the best, hottest sex we’ve had.

Then comes the better part of things and that’s the post everything curl up and cuddle…wrapping the sheets around us and I drink in her smell as we spoon and I wrap my arms around her and hold her tight.

That for a little while as we just soak in being us and cooling down off some of that semi-frantic sex.

Then there’s little kisses here and there and I eventually roll her over so we’re facing each other and kissing slowly and more intimately.

“I have a surprise for you I hope you like it?”

Holly’s eyes light up. “More!? Jamie you’re spoiling me.”

“You’re worth spoiling Holly.”

“But you do it all the time Jamie.”

“Well I’m in love with you all the time Holly and you just…just move me, you try so hard all the time.”

Her eyes have that shine of happy tears there and I kiss her. “I got us a place for the long weekend.”

She looks surprised. “Oh…oh wow really like…what?”

“I rented us a cottage up at Muskoka.”

Her eyes got big. “No way.”

I laugh. “Yes way, actually it’s out of the way so we’ll have some privacy for fun and there’s a bunch of toys there for us to use while we’re there and I’m told we’ll have a good view of the fireworks from the water.”

Holly hugs me. “I can’t believe that we’re doing this! OMG! I’ve never been cottaging!”

“Really I’d think that you would with the cash your family has?”

“Oh heck no, Holden has a lake camp he bought when he started working for dad but us…the Family. No, we went on big vacations that Dad could post pictures up and brag about and everything like Aruba and Cuba and Disney when I was little…”

Her voice trails off and she gets quiet.

“Holly?”

She sighed. “I just realized how much of my childhood was advertising.”

“Your Dad’s an asshole.”

She does this sort of sad nod and shrug. “So was I…was Holt…when he was older…he was not a good person, especially to those poor local girls.”

“Well you’re not him…trust me I look into your eyes everyday and all the time and Holt’s gone…”

She kisses me and snuggles. “Tell me more, tell me about our getaway.”

I hold her and she’s doing that brought herself to hurting because of Holt’s bullshit…her old life kind of snuggles.

I get my phone and I’m telling her about it but I have things for there on my phone and bookmarked so we look through and see the different things and places and she slowly comes out of the the funk as she’s starting to find that this will be way more about her and all these first for her.

A really big step in her new life and for our relationship too.

We end up falling asleep while sort of talking with what we’re going to do and my phone alarms wakes us pretty early.

We actually skip the usual morning routine except the breakfast shakes in favor of getting ready and on the road.

I look at her. “No corset today hon, none of that other stuff we’re going away and winding down.”

She bites her lip. “But I like all of that stuff?”

I look at her and smile. “Well I was thinking we adjust some weekend doses in your hormones but you just let everything go for the weekend and eat and drink whatever.”

“I’ll get fat.”

“Babe, you want fat for like other parts right? So a full out long weekend and build up some reserves, some of those curves…after that you can work them down later.”

“Oh…Well I never thought of that! I would love to round out my ass more and like totally feed the girls.” She was staring at her boobs and smiling.

We start with upping her hormones and her progesterone some more and after that we get dressed pack some things and we head out to the car rental place where I rented us a nice fully loaded mini-van and then we go for coffee at one of the indie places in town and she gets a lot of stares as we ordered and bought some churro bites.

Holly’s actually still something to look at…okay her shoulder and some things but still her hair’s grown out even longer and the hormones actually help her with that and she is good at doing her hair.

Sun hat with ribbon from the roses tied around it and she’s wearing tight jeans with a cropped top and it’s low cut enough to just show her very flat stomach and thanks to her corset training she has curves and she’s kinda just showing the top-back part of her panties and you can definitely get glimpses that tell her decent sized B cups breasts are going braless right now.

Someone might get that she’s a trans woman but a pretty one, Holly definitely can pass for a strong looking girl.

And she’s wearing sandals too so she’s not towering over folks.

I know, I think there’s people that know Holly was Holt.

Good.

I want that honestly.

I want them to get just how different she is now and how that people can change.

I want assholes like Holt used to be to think that for all the jockness and bravado and macho bullshit that they too might end up a pretty, sexy, cock loving woman and I hope that scares them.

We leave and drive and drink coffee and casually nom on things until we get to the mall and do some shopping for cottage wear. It’s shopping so Holly’s both nervous and happy especially as I don’t stop her from getting whatever she wants.

And that’s a fair amount of stuff and granted it’s expensive but it’s literally things we don’t really have like beach bags and towels and all the things that you should have while going out for something like this as well as clothes for her and me.

“We should get our groceries here. The summer BBQ prices will be bad enough here but up there it’ll be cottage high.” she says.

I kiss her. “That sounds like a plan beautiful.”

We just go to the SuperStore and it’s most fruit and veg but there’s meat too for the grill and we go a little all out with that with some custom cuts and all but we spend more on the booze with us getting wine and vodka and some beers and coolers and we load up and we take off driving and playing tunes and yeah that’s mostly her music and everything.

We stop here and there looking at interesting things that are on the way and that’s from little roadside stands to things that just look nice.

I get some really nice pictures of us together at a spring that comes out of the rock on the side of the road where someone built a little cistern. And the water tasted really good so we filled up our bottles too.

There’s another set of pictures with her standing in this really big patch of wildflowers under some maples and they’re up to her knees and things so she gets changed and we get some pictures of her in a sundress and then we do one set of her with the sundress fallen down around her waist exposing her breasts and another one like that with her holding a bouquet of flowers.

We keep the flowers and she’s thrilled with the pictures.

I am too actually and not just the part nudes though if we do prints of those some should definitely be in black and white.

Holly after that gets a blanket and lube and things and we make love out in the wildflowers and the sunshine for the first time.

It’s the first time I’ve done that outdoors and the same for her and she’s vocal and she’s happy and she’s crying, good tears.

Even laying there on the blankets afterwards we’re catching our breath and she just has her eyes closed and tears leaking out the sides and she’s smiling and stretches out in the sun for awhile.

I pick all the flowers we trampled under the blanket and take them with us.

Then we’re back on the road and yes we’re taking the longer non-highway route and everything so we’re taking a much longer trip but we’re having fun.

And we pretty much stop at most places one for the bathroom because trans girls have to go more.

Plus it’s just looking around too.

We buy things at these places too. Strawberries mostly as they’re ripe and local and in season we get three pint boxes because we eat one feeding each other in the store. I get a whole stack of newspapers and we get gas and ice cream and while she holds the ice cream I take all those wildflowers and press them in between the newspapers and set some of our things on them to weigh it all down.

And I get rewarded with Holly looking at me like her heart’s breaking in a good way.

And I learn that french kissing is a way fun way of sharing ice cream.

We do that all the way to Muskoka and we go to the cottage first.

“Let’s get unpacked and take stock and see what we’re going to need if anything.”

She nods. “Sounds like a plan hon.”

It’s a quick stop at the renting office to get the keys for the place and then we’re off.

We get there though it took longer than I thought and oh…oh yeah it’s worth the money I’m paying with there being a nice cabin and a pretty modern one and there’s a nice deck in the front and in the back a big patio that literally leads to a dock and there’s two jet skis there and a canoe there too waiting for us

There’s even two quad bikes there in a garage for us to use the trails around the camp if we want.

Yes I paid a lot of money for this weekend.

Well the credit cards are paying for it but you know what I mean this’ll be the likely one big thing for us this year aside from Christmas.

Inside the cabin is well done, very clean and worth the money and it’s homey if small.

Holly’s looking through everything and she makes a list and she’s very obsessive with the list looking at it a lot, checking it a lot.

“Holly? You okay?”

“Hmm what?”

“You keep checking your list.”

“Oh, yeah I do that, if I don’t do that I forget stuff.”

“Since when?”

“Since always…if I don’t stay right where something is or something I kinda get lost in other things. I have to literally like be on top of stuff to get it all done or like be doing something that’s got like a lot of stuff going in like one thing.”

“Okay…”

She shrugs. “It’s me, it’s why I flunked college and why school was always so hard. I just could never get that stuff, just couldn’t focus on like books and just sit there and do all that stuff without going nuts. I learn better from videos and people telling me and engaging in stuff.”

I look at her. “Holly…that sounds like you have ADHD or ADD.”

She looks at me and she smiles a sort of sad smile. “You think?”

I look at her. “What’s wrong?”

She looks at me. “If it is that then that just…I’m a Thompson. We’d never be allowed to be like that.”

“Your father?”

“Dad, Grandpa…I’d never have been allowed to be less than perfect.”

“You okay?”

She gives me this sad smile and nods. “I will be.” Then she puts on the headphones and turns on the MP-3 I made for her.

She might be alright but I’m not.

I fucking hate Holt but what if a whole lot of everything that made Holt the rabid asshole he was…not his fault?

We get back in the van and we drive into town and we stop to get a few things that Holly has on her list like a pitcher and some vases and I make a call and I get a script filled for Strattera a non-stimulant ADHD medication and I get her to take two to start her off.

We walk around pretty much and we hold hands and we’re getting looks but not that many looks because of things like Holly being trans. She’s scared though, this whole revelation actually might have thrown her because she’s holding my hand pretty tight even though she has her earbuds in and everything.

Shopping takes things off of her mind some with us checking out the local candle making shop and buying some and there’s a glass blowers place too and all these little curio shops of things and we get some things here and there but we stop and we get a local ice cream made big chocolate milkshake to share.

I have no idea if the chocolate thing is psychosomatic or if it’s a hormonal thing but that definitely seems to help her out and so does us holding hands and walking the dock there and watching the boats and we even see the one of the restored steamboats that they advertise.

We head back and she kisses me. “Grill something Jamie for supper I’m going to go and shower and stuff.”

I get the grill going outside and I’m not a great cook but I take out the steaks and I use a pair of scissors to chop up some rosemary and then add olive oil and lots of salt and pepper to the steaks and let them sit and do their thing while I make sure the grill is good and clean before putting them on.

Actually I grab stuff she bought for a salad too and just…toss stuff on the grill for a few moments like the romaine and things just to get a few marks on them and the peppers too the rest is pretty easy with cucumber and tomatoes and a little onion too and I make that salad.

Hell after I check on her and she’s on the bed watching the videos she’s saved on her laptop and drowning out things while listening to the MP-3 player I leave her alone and I cook all of supper.

The steaks will be last so I did the salad and I take some of the strawberries and just mash some of them up with sugar and I start in on the watermelon too. Some for later goes in the fridge but some get sliced like pie wedges with the rinds cut off and the strawberry mash between.

Kind of looks like a cake wedge when it’s done.

I make a pitcher of sangria with some of the strawberries and some lemon slices and some of the wine. A bottle of the red we brought and I added some of the vodka too for some kick and it’s cooler out here on the lake so I go and I get things ready by checking out the gas fireplace and I set out a lot of the candles we bought inside and I light them and I put on my MP-3 player with the stereo they have in here and go to start the steaks while Eric Clapton’s “Wonderful Tonight” starts playing at a pretty good volume.

Table set, glasses out, candles on the table but other places and I’m grilling the steaks as she comes out from the bedroom and she’s looking around.

She brings her hands up together over her face and she starts crying.

I smile at her. “Feel better?”

She’s staring at me. “A thousand times better…god Jamie I love you…I’ve never had this, never had this once in my life…ever.”

I set the steaks off to rest and go over and I take her hands away from her mouth and I kiss her.

“I love you Holly, all of this is for you because I love you.”

“No one’s ever loved me before Jamie, not really, not ever…”

“Well from all of things we know you have never had the chance to be the real you…I want the real you Holly.”

She kisses me back. “It might sound weird given how we started but I feel more real now than I ever have before Jamie and it’s all because of you.”

We dance a dance before I seat her for supper and she stays seated for a minute before she gets her purse and her phone and takes pictures of things before blushing and smiling at me.

“Sorry, I just want this memory like forever.”

We eat and it’s kind of funny how she makes such a huge deal out of me cooking.

We do the dishes and drink and clean up and drink some more and we dance.

Then Holly guides me to the couch where she does a lap dance and eventually drops her dress and I’m really hard and she sinks to her knees and takes my cock in her hands and smells me, licks, kisses the shaft, kisses the head, sucks on my balls.

Whispers. “So perfect, so happy.”

Her eyes close as she sinks her mouth over my cock and there’s this look of sheer bliss on her face.

Oh yeah Holly, this is you, this is the real you.

It’s a long, slow, sweet blowjob and even as I pump a load into her sweet mouth she’s slowly savoring it and keeps sucking me driving me nuts as she gets me hard again.

I turn the fireplace on and we get in front of it and she’s on all fours as I sink into her beautiful ass.

I love how she moans, coos even as I sink into her…Holly’s insides flutter as she squirts immediately gasping.

“God Jamie, God I love this. I love your cock, love you inside me.”

“I love you Holly, your ass is amazing girl…so tight, so fine.”

She’s already lubed herself so I sink in easy.

But god her muscles inside of her. And she’s so aware of them, so practiced.

Holly moves with me but works her ass like a goddess.

Relaxing and moaning sweetly as I sink inside and then she clenches as I’m pulling out and her ass holds me so tight it’s making me feel every inch of her sweet insides.

Even though she squirted she’s so much more into getting fucked, getting off like a sissy.

“I love this Jamie, I love this, fill me with that big cock, more and more. I was made for you cock.”

I love the way she says these things, even as we’re fucking it makes me feel harder.

But I shift my strokes. This isn’t just about sinking my cock in her. I want to take her to that place. I shorten my strokes as I nudge her sissy spot and she moans then I start doing that doing her like that over and over until she’s cumming in a sissygasm.

I count in my head too every dozen nudges to her spot I sink in deep with full strokes three times then back to pound away at her sissy button.

I love the non-verbal sounds coming from her. I love she’s loud, that she tosses her head and her hair.

I love when she does get verbal she’s chanting. “I was made for you cock, I was made for your cock, I was made with your cock, I was made for your cock…”

Yeah, yeah…that takes me over the edge and I cum hard filling her insides and I push my cock to her sissy spot bathing it in hot load.

Holly screams repeatedly over and over just raw, orgasming, girly sounds.

We move together as her body shivers and she keeps moving and milking my cock.

I stay buried in her as she massages my cock with her insides and I kiss her back, her neck.

Moving hair out of the way and we over the shoulder kiss.

Holly’s eyes are so bright, shining even.

I get harder all the quicker for the full on love and devotion there in her eyes.

We roll her over and I start moving again inside her as I start getting hard again.

Holly wraps her legs around me helping to pull me in more.

This goes slower, much slower with the kissing and there’s foreplay.

I love her breasts, the best thing about the breasts of a trans woman are they’re younger, perky and with Holly still growing so they’re so sensitive.

I will literally stop deep inside her body as I roll her breasts under my palms and gently knead the soft skin and play with her nipples when I’m not sucking on them.

I do that enough I make her cum.

And I make love to her until we cum again and then we just kiss and cuddle until the floor is too hard for doing that.

That’s when I carry her to the couch and clean the floor up fast as we open another bottle of wine and just wrap ourselves up in each other and the blankets as we listen to music and sit in the light of the candles and the fireplace.

There’s a lot of touching, kissing, fingers exploring each other her just as much as me. It’s Holly’s eyes though, so bright, so blue that they do stand out. It’s what I see there though in them, her, just her this devoted, hot, sexy girl.

We do this for another hour or so before she has me hard again and she straddles me and guides herself onto my cock.

Her hair’s a mess and she’s biting her lower lip guiding herself in and her make-up is barely there and her breasts are just so perky and the nipples are pointy and very hard.

All of that in candle and firelight.

I love the look in her eyes as she moves her body up and down on my cock.

The little flicker in her eyes of her programmed thoughts taking her to this intense love of getting filled, getting fucked…every inch of cock, every stroke just building her more and more into being forever Holly.

All mixed in with her happy smiles, her laughing some as we just make love and have fun.

We get off again then test the shower together and that…well we ran out of hot water but that was fine too.

It made for better snuggles that way.

The next morning was perfect.

Us sleeping in and the smells coming in through the windows and Holly waking me up with a blowjob and sucking me past getting off and until I’m hard again and she climbs on top and guides me into her perfect ass.

“Uhhh Nnn…oooh…Jaimie!”

As soon as I sank in her freed little dick spurted out its cum.

Perfect, she comes from just being filled once it’s that much of a thing she needs now.

I fuck Holly on top for a little while before rolling us over and pulling her up…her body pressed into the bedding and her knees bent and her ass up.

I find her sissy spot and I fuck her hard…really hard with all that morning energy until I get her screaming and non-verbal.

Stroke after hard stroke on her sissy spot over and over focused on making her sissy and when she does then I shift to full strokes as deep as I can go fucking her deeply.

When I cum I fill her insides.

A nuzzle on her neck and I go for a swim in the lake.

I get out after fifteen minutes and just lay there naked in the morning sun and I smell food starting and I get up and Holly’s making breakfast.

I get our meds her hormones and blockers plus her progesterone and my enzyte and vitamins and the shake mixes and add some fresh strawberries and I take my viagra too since it’s going to be that kind of weekend and go join her and pass her her shake and the ADHD pills which she pops and we drink our shakes and turn on the radio as we make breakfast.

A little bacon, oatmeal, scrambled eggs and the best was the toast which wasn’t store bought bread and neither was the jam. I get her to eat her fill as it’s a cheat weekend to feed her breasts and her ass.

And I do the dishes as she goes for a swim and does thing whole workout for her ass apparently because she really, really is into that no matter what.

Holly comes in sweating and takes me by the hand and to the bedroom to fuck her freshly worked out butt and all those muscles.

She spurts again as I sink in and she’s really tight despite the lube we’re using and she’s very turned on by the idea and the sex is great, really loud, hard, fast, passionate sex.

After that it’s showering the lake off of each other and doing the sheets.

We take off and go canoeing while it’s cool out and Holly’s way better at that than I am but it was just nice. A real couples thing with us taking some water and our camera and getting some really nice nature shots.

I get two stunning ones that are just headshots but with her hair catching the sunshine and lighting up.

Then we get back and fix the bed and I get some chicken going really slowly on the bbq and Holly goes back to the dock with a pillow and blanket, lotion and her MP-3 player and since we’ve the privacy she sunbathes naked.

I just let her chill and do that while I take one of the quads out for a spin. The bbq is fine I set everything for long and slow so I have hours.

Getting out was fun I’ve never driven these things much but I can’t help but think of Holly all shiny from the lotion and smelling nice and my rock hard boner guides me home.

I get us back and changed and make some sangria and go out onto the dock where she’s been sunbathing and changing sides and faithfully applying lotion, she’s not burned but she has this glow from it all going on.

Holly looks over her shoulder as I get there. “Drinks?”

She has that bubbling over happy to see me glazed look in her eyes. “I’d love drinks bur cock first, please, please Jamie?”

It was asking and not as she turned and moved to her knees and pulled my cock out and made this in love with it cooing sound mixed with this happy overjoyed full mouth sound as she started sucking my hard aching cock.

Holly’s been listening to her hypnotic recording again, likely all morning and she’s involuntarily or rather voluntarily reacting to sucking cock making her happy.

It’s such a fucking turn on and the thought that Holly does this on purpose now is just.

There is no feeling like a woman that just loves to suck cock sucking your dick. It’s even better when she’s in love with your dick.

It becomes sublime, it becomes a next to god like kind of experience a literal art form.

She squirts doing it before I even cum.

Holly cums again when I fill her with my first load.

She’s so proud of all of that and loved sucking my cock so much she’s alive, lit up, glowing.

We settle in with our drinks and she brought lube…heck Holly was plugged the entire time and we spend a good part of the afternoon in the sun making love.

Tanning and massage fucking her, missionary, cowgirl, doggystyle four times I fill her insides as we take breaks to tan and doze while we empty the pitcher.

We’ve definitely earned sunburns off of that afternoon.

We go back and shower and some more shakes too while I check the chicken and finally turn the heat up.

It’s not fancy just a tin roaster with drain holes in it so it didn’t burn from flare ups and a store bought bbq sauce after I tossed a good amount of salt and pepper on the bird first. We work together on grill the veggies and baking potatoes and we have a nice meal.

And then actually take an after supper nap.

I’m woken up by Holly sucking my cock again after a few hours and thank god for the viagra.

We have sex again and I fuck her hard again and after we recovery from that we get dressed up and we head into town, or rather the village.

It’s just to go out, to see the quaint little sights and hold hands and kiss and window shopping and just having fun. And Gravenhurst is nice too, well lit, music playing, there’s an active boardwalk.

Holly’s got this glow from us making love all afternoon and before coming here and the sun and it doesn’t seem to matter if maybe some people realize she’s trans she’s happier than most of the women out tonight and I add to that, push it.

I get the little trinkets here, carry the shopping bags, kiss with her and hold hands, eat ice cream sharing it with her.

She gets lots of jealous looks I think or envious at least.

I want them to be jealous of her.

And I make a bit of a deal in the high end old school jewelry store they have here getting her a few real bits of jewelry to go with some of her favorite outfits or colors she usually wears making her cry and get all super happy flustered and she leaves wearing a cute little pair of diamond stud earrings and a matching drop pendant.

Yeah that’s a lot of money but it’s worth it.

Holly’s worth it.

The reaction to the old guy that was running the place to the two sales girls that couldn’t believe that I was buying her that much at once.

And the way she just floated after that and the looks from some of the locals or other tourists was so perfect.

We stopped once to get a memory foam pad she wanted and then went back to the cabin and settled in.

Candles lit again and Holly dressed to amazingly in her really expensive lingerie and we turned the fireplace on and had more drinks.

Blankets and that padding on the floor in front of the fireplace.

Even the sex toys too.

Holly making love to me all night long, crying everytime she gets moved by what happened today and tonight.

Wanting me to fuck her still even past my limits with the toys and her chanting in between things over and over in self hypnosis.

“Gnnnh…Oh Jamie, Jamie…lover…the best cock…I love that cock…feed it into meeeee!”

“Mmmmm…you’re so big, I can feel it Jamie, thicker, I can feel your pulse thumping inside of me baby, I love this, I love this, thank you baby, thank you so much for making me your girl, I love being your sissy girl.”

“I love that you love me, I love that you spoil me, I love being made for you.”

“My soul wants to keep being made for you Jamie.”

“Fuck me Jamie! Fuck, fuck, fuck my sissy bum, fuck me! Remake me…fuck the stupid boy out of me, fuck that dirty masculine life out of me, harder! More! Please!…oooooh!oooooh! More cock! More h…hot…hard!…hard…god…I love cock! I love dick! I love your dick!”

“I love your cock, I love your cock, I love your cock, I love your cock, I love your cock…”

“I was made for your cock, made for your cock, made for your cock, made for your cock…”

“I’m your girl, your bimbo, you bimbo sissy girl, bimbo sissy girl, bimbo sissy girl, bimbo sissy girl…”

Holly cries, literally is crying these happy bawling sissy laughs mixed with cumming gasps and she doesn’t sound sane…she sounds like perfection.

“Made for Jamie, Made for Jamie, Made for Jamie…Jamie, Jamie, Jamie…”

“Bimbo sissy girl, bimbo sissy girl, bimbo sissy girl…”

We almost fall asleep there but instead I carry Holly to bed and crawl in with her and we cuddle and spoon close as she whispers. “Hold me Jamie, hold me please baby.”

We drift into this truly exhausted and deep sleep.

She moves a couple of times I think and each one’s some variation of her burrowing closer to me.

We definitely sleep in deeply this time just not eightish but almost noon.

Holly wakes me with a blowjob that was almost prayer.

We’re still pretty spent and we’re definitely sunburned and we take care of each other.

Our meds and shakes and just dozing together on the couch for hours not doing a damned thing.

I swear I can feel Holly changing though, getting deeper and more awake as her.

Because we sort of sleepy talk.

“I’m going to sell my car Jamie.”

“You don’t have to.”

“It’s Holt’s car I don’t want it.”

“Anything you want hon.”

“I want face zapping, the good stuff, the electrical stuff. I want to never have to guy shave ever again.”

“We can do that.”

“I want face surgery too, and the voice thing Jamie. I want to be feminized, I want to be perfect.”

“I think you’re perfect as is.”

“I know but I really, really want this.”

“Breasts too?”

“I dunno mine are coming in really good I think. Do you want me to have bigger boobs?”

“Not really, I like these just the way their coming in.”

“I don’t want bottom surgery…I’ve read or well sort of seen things online and it’s all kind of iffy.”

“I’m good with you as you are Holly.”

“Good, besides when your perfect cock makes me squirt it’s kinda the best.”

“Really?”

“Oh heck yeah it’s proof for me this is real and right.”

“So what else do you want?”

Holly’s quiet for a bit. “School…I think, I think you might have been right with what’s wrong with me so I was thinking after I get my ID’s all changed and everything else done I’m going to go back to school and try community college.”

“Wow that’s pretty big.”

“Jamie I love you, I’m so head over heels in love with you but I want more. I want to be Holly and that means actually having me start my life.”

“Good idea, what are you thinking of taking?”

“Cosmetology. I want a trans friendly little shop maybe.”

“You think that’d fly?”

“Maybe not in town but out at our place, maybe a mini-home or something brought in so it’s all private.”

“That’s going to all take time and money hon.”

“I can wait, I’ve waited to wake up like my whole life Jamie.”

We talk about that for hours actually even getting out our phones and looking up these things from surgeries to pricing a mini-home. We look up her symptoms too with Holly more and more sure like I am she was left hanging and that along with her family led to a lot of the horrible stuff that was what Holt was all about.

And we make plans, plans for therapists and other things so she can start fixing the damage.

That night we ordered chinese from the local place and watched a few movies online and when it got dark.

We took the padding and blankets with candles out on the dock and made love out under the stars. I think our sounds carried but we didn’t care. We ended the night snuggled together on our backs watching the fireworks pop off over the water.

That was probably one of the best days and nights of my life.

Monday we packed up early to go home.