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Showing posts with the label Feminization

Happy New Year! Bears Win!

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  The weather here has been crazy.  We'll go from single digits, to the fifties, and then back down to 30 degrees all in a week.  My sisters have had way to much fun having me in town and have gotten really good at finding ways to have me dressed without my parents finding out.  Jenna is much more vulnerable than I am and I can really see just how far he's been taken.  With the new year, my big resolution is to figure out how I can graduate in 4 years + 1 semester.  I would be fine with graduating at this time next year.  By the way, check out my legs and guess who has had to go to a tanning salon.  I hope you all are doing well and I will be writing more.

Merry Christmas!

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  Merry Christmas!  As you can see, Jenna and I got identical dresses for Christmas.  They're for New Years and my sisters are really enjoying things way too much.  It used to be that Mia was definitely much meaner than they were and being my sisters there are some things that they don't want any part of, but I think hearing all of Mia's stories has definitely given my sisters ideas as they've looked for new ways to train Jenna. Jenna has lost 40 pounds since they first started training her and is now becoming a much more attractive girl.  I'm sure this isn't something that she'd be happy to hear.

The Most Embarrassing Costume

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 Not the most embarrassing party, but definitely the most embarrassing costume. Look how easy Mia and Paige's costumes were compared to mine.

So Much Going On, But I'm Back

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  Things have been more than a bit crazy.  The new job has taken a lot of time.  It's not horrible.  I actually get to watch sports, which I don't always get to do at home.  I still have to dress like a cheerleader to watch the Bears. I wound up hogtied and gagged for three-fourths of the Raiders game.  It was a great victory but Mia is a Raider fan and didn't care for my commentary. At the bar, if customers think you're watching the game they like you more and your tips grow.  I will get back into posting more.  I know people love finding out what I'm doing for Halloween costumes.  Kylie Gable and Mistress DJ have actually done a book about our first Halloween way back as freshmen.  As usual, I need to promote it, but I certainly don't endorse it. This is the cover. I think I won my battle over them putting my name in lower case letters last time because they used a font that only has capitals.   They used AI and I think Mia i...

Shopping

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  Despite having way more money for clothing than any woman should, I still wind up having to spend time looking for bargains.  Becs and Mercedes took me thrifting the other day and I picked up yet a couple more outfits.  If this keeps up, I'm going to need a storage unit soon. It was nothing too exciting, but I'm sure you'll see me in them soon enough. There's the new purse that Mia is so thrilled by.  She insists it was my idea, but come on.  Really?  The thing that sucks about purses is how many things I carry in them that I wouldn't want anybody else to seeing.  Even if I pass as Kayla, I still don't like people seeing pads or worse handcuffs in my purse.

Fourth of July

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  This was my Fourth of July outfit, though this picture was taken before Mia's party.  By now, you probably know that David didn't have to be Fiona for the party since he was there with  Jill.   Meanwhile, I'm wearing this ensemble with wedge heels.  I don't need to tell you how unfair this is.  He doesn't have to dress up because he has a girlfriend, but I can't get a girlfriend because I have to dress up.  The party itself wasn't bad really, but I really do get irritated when I'm the only one dressing up like this. Work is going okay, but the girls are getting a lot of money to spend on my feminization and I'm not getting much for living expenses.

Crazy Legs

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So I’ve been working at the new place for a few weeks now, and it’s pretty much exactly what I feared it would be. The transition from Mom's to this loud, high-energy sports bar has been jarring, to say the least. Back at the diner, it was regulars, pancakes, and coffee refills. No one was really looking at me. Here? I can feel their eyes on me constantly. The hair, the makeup, the outfit—they all do their job a little too well, which is both validating and completely exhausting. Financially, things have flipped. My base pay has shrunk, but my tips have absolutely exploded. You’d think that’d be a win, but honestly, it’s complicated. There’s something a little demoralizing about putting in a full week of work and realizing that  all I’ve really done is “earn” a very expensive new purse. Sure, it’s a designer bag and I look great carrying it, but I didn’t choose it. It’s just the kind of thing that gets expected of me now. Pretty girl, pretty accessories. Spend some time looking g...

The New Job

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  The new job is still waitressing, but like I said before the per hour is going to be lower and the tips will be higher. I'm not so thrilled about this arrangement and I'm the only waitress working there who isn't wearing sensible shoes.  People seem nice enough and Mercedes has introduced me to everybody, but I really am nervous about football games and other big crowds.  Of course the biggest that people will find out that I'm not what I appear to be.  I'm sure there will be updates.  There are more birthday pics, but I think Mia posted the most incriminating stuff and I had a feeling people would want to see the new uniform.

Girls' Day with Jenna

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So, the girls decided this was a good day for Jenna and me to hit the town for some quality girl time.  We did a lot of shopping, from clothes, to party decorations to makeup.  It kind of reminds me of when Fiona first started because I've been dressing pretty much every day for almost 3 years now and Jenna is still very new to it all.  My sisters have made her dress at college, but she hasn't done the extensive work I had to do on movement, voice, and mannerisms that I have.  As a result, I pass much better and though Jenna is fairly feminine looking despite wearing extensions, she is much easier to read.  It makes me very nervous because if she gets read, the chances are very high that I will be read too.

They're Here!

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  My sisters arrived along with my friend Jenna (formerly Jacob).  I know that Jenna was thinking of coming here from college, but after the girls gave him the feminization treatment, he decided to go to Southern Illinois instead.  He's quite a ways away from me, but he's being trained by my sisters Kim and Holly.  Jenna is so much fun, but I'm realizing she has a terrible habit of pissing off girls.  She pissed off Mia and her friends and evidently also pissed off my sisters who wanted a sissy of their own and had plenty of ready made blackmail thanks to the girls here.  My younger sister Holly who is a sophomore in college is her primary feminizers but Kim enjoys it too.  They've been making her send them selfies from college and then when they are home from school, Jenna is totally in their clutches.  Even worse, it's hard to say the selfies are forced when nobody is at your college. I just don't know how you explain that when you don't go to c...

How I Spent my Internship - The Coffee Shop

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  Here’s an old pic of me from my internship. The office was located on the second floor of this quirky little building that had a coffee shop, a drug store, and a few other small businesses on the ground level. I used to love the atmosphere—there was always this subtle buzz of activity. You’d hear snippets of conversation from the café, a door chime from the pharmacy, and the soft clatter of heels on the stairs as people filed into work. The coffee shop downstairs became my morning ritual. They knew my name (and my order) by the second week. I’d always stop in before heading up—usually something simple like a vanilla latte or cold brew if I was running late. On slower mornings, I’d sit with my cup and people-watch for a few minutes before the workday officially began. It made the internship feel less like a humiliating grind and more like something I had chosen for myself.

Karaoke Double Date

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  Ashleigh showed up at my door like she owned the place, already dressed in tight jeans and a strappy top like she’d just walked off a reality show. “You’re coming with me,” she said, pushing past me. “Karaoke night. Double date. And no, I’m not dragging any of my friends if your guy turns out to be awful. That’s your job, princess.” Before I could even protest, she was already flipping through my closet. “Where’s that little silver skirt? You know, the one that makes your legs look ten miles long?” She found it. Of course she did. Twenty minutes later, I was in that ridiculous sparkly mini, and my cropped black turtleneck. I did my makeup quick but decent—winged liner, red gloss, the usual. Ashleigh just nodded, satisfied. “Perfect. You’ll look amazing on stage.” I was about to argue that I wasn’t singing, but we both knew that was a lie. The bar was already packed. Ashleigh’s guy—Liam—was charming in a too-much-cologne, opens-doors kind of way. Mine? His name was Carter. He spe...

Choosing Heels

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I never used to think about heels. They were something girls wore to prom or maybe graduation, not something I’d ever have to understand. But here I am, with a growing collection under my bed and actual opinions on kitten heels versus stilettos. Life comes at you fast. The first pair I wore was brutal—black patent leather pumps with a heel that felt like it reached the clouds. I wobbled like a newborn deer. I didn’t even make it to the end of the hall before kicking them off. But no one let me quit. They actually tied me up to stop me from removing them. The lesson was clear: heels aren’t just about looking cute—they’re about control, posture, and yes, sometimes punishment. Since then, I’ve learned to match heels to outfits, and weirdly, it’s kind of satisfying. Short skirts and dresses need something sleek, like a stiletto or strappy sandal. It keeps your legs looking long and distracts from how awkward you feel. Longer skirts? That’s wedge or block heel territory. You need the heig...

Catching Up

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  I have a lot of information from the internship that I need to share with you soon.  It's finally over and I actually wound up with a few outfits that I got at work much to the girl's delight.  There was a fashion showcase thing, not a full fledged fashion show, but they always have the interns do some modeling and I will post when I get them from the internship. The work situation is a bit crazy.  At Mom's I made about $11.35 an hour plus tips thanks to a few raises.  That sounds like pretty good money, except I was able to keep the hourly pay to spend as I saw fit and the tips would be used for Kayla.  All those outfits and makeup cost money.  That was about $6000 that were available to spend on Kayla this past year. When I turn 21 in less than a month, I will be getting a new job.  I'll have more details about this, but Mercedes has pretty much put in a word for me and I will get the job.  My pay will drop to $8 an hour but my tips will ...

Internship Pics

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  These aren't new pics as toy can tell by my heavy sweater, but they're new to you.  Just a few pictures of me at my internship.  It's going to be over very soon, which means that there will be more hours in my day and more blog updates. I may have a surprise for you that I'm mortified by and the girls are delighted by, but until I find out if it's going to happen or not I don't want to talk about it.  Mia is talking about changing my hair color again, which I really don't want.  I'm hoping that maybe I can negotiate with her into allowing me to change the style instead of the color.  They don't always play fair.  When I went blonde, they kept it going way too long.

Valentines and Update

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  Yes, the girls did set me up for Valentines Day.  I was not expecting it and thought I dodged a bullet because of how swamped I've been.  The date went fine and yes there was kissing, but nothing more than that. The romantic restaurant really was embarrassing, but the guy seemed nice and I just had to wonder why you have a first date at a romantic restaurant on Valentines Day.  I might not have the best game in the world, but even I know better than that. The internship is going and that's a big part of why I haven't updated.  Yeah, presenting as female in this setting is a huge challenge, but seriously it's just a lot of work in addition to a full-time class load. I just learned that a lot of students reduce their courses when they have the internship.  I'm basically doing light office work, but I am learning a lot and while it's fashion, the marketing knowledge does transfer to other stuff.  Expect a much longer posting about my internship soon.

They Won

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I don't have any idea how this will work, but I am going to be doing my internship as a woman. I'm not even sure how they can do it.  I understand that I have my new feminine ID, but my social security number is under Kevin not Kayla. This is one of the outfits for my internship, but they all are kind of similar though with slightly different detail and a range of colors.  I never thought this could happen and I don't know how I can present myself to all my coworkers as a female.  I am now going to be attending more classes in girl mode than in guy mode.  I'm still stunned.

Break Has Been Different

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  If you remember way back in spring, my friend Jacob came visiting and I was very worried about him finding out about the whole feminization thing. Well, I needn't have worried. Too much freedom meant he was very drunk and very obnoxious and pissed the girls off enough that he got the girly treatment too. It did guarantee that he would not be going to DuPont for college which was both kind of sucky and a relief. I thought that was the end of things with Jacob. As you can tell from the picture, I was wrong.  My sister Holly has never been able to stand him and she begged the girls for the pictures of Jacob all dressed up.  Of course, Mia and the gang were happy to comply.  I thought that was the end of it and assumed that she enjoyed rubbing his face in it.  Well, she began over summer and over the course of first semester, she's been basically giving him a correspondence course in being a sissy. In addition to occasional visits.  Their schools are less tha...

Sleeping is a Problem

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  There's a lot going on and I'll do another update this week with more information on things, but I know it's been awhile and I thought it would be a good idea to post.  One of the biggest things I worry about at home is one of my parents coming into my bedroom when I'm sleeping.  I put on the makeup in the morning, but this is basically how I'm dressed when I'm sleeping.  This could be a very difficult conversation. Making things worse, I like to sleep cold so even if I pull the covers up over the straps, I'll lower them when I'm asleep.

Sorry It's Been So Long

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 I'm sorry that it's been so long since I have posted, I'm not actually even in any trouble for it.  I had a chance at straight A's this quarter and my grades the first two years weren't exactly stellar.  I blame it on the major changes that I went through, but the girls have other reasons.  Anyway, I went out shopping today with my sisters and my mom decided to come along which meant that I didn't have go as Kayla, but that didn't mean my sisters were going to let me shop for what I wanted to.  Here I am with about 1,000 women buying shoes as part of a big post-Christmas sale. I have an internship next semester and I've already had to work on finding a placement.  Unfortunately, Mia and the gang think I'll be doing some sort of fashion design internship as Kayla.  This is a strictly Kevin class because there is no way, I would be able to do the paperwork to take this class as a girl and also that would be too difficult an environment to pass in. ...