Chapters tagged crossdressing

by vyksin

Chapter 1

Breaking free from a world locked in, a couple of middle-aged empty-nesters find themselves aging & liberated and wanting to celebrate life with their friends. Through months of preparation, they plan and scheme how they could pull off a wondrous, fun, and celebratory Halloween p...

by vyksin

Chapter 12

Katie’s taunting had taken on a sober tone when she finally looked closer at his neck. “I was afraid of that.” Vyki nearly forgot about the costume keys in her hand as she held her hand up to her throat trying to figure out if it was falling apart when Katie. “It’s that d...

by vyksin

Chapter 15

With Molly resting off her migraine, Vyki figured she would go check on Katie as she sounded like she was in a frantic rush. Hearing the familiar click-clack of her stilettos on the hard wood over the trek she had made over a thousand times during training was oddly comforting an...

by vyksin

Chapter 16

Katie caught about a third of that as she was just trying to keep together that she was listening to Paul and that it really did come out of his mouth. Stepping back, she tried to look at him with new eyes. She’d known him for years and had been taking him through each stage of t...

by vyksin

Chapter 18

Vyki reached in and pulled out the box with the custom fox artwork on the front. Opening the container, with the elaborate white satin covered padding is the distinctive empty shape made to perfectly fit a medium size metal anal plug; however, there was no plug there. Feeling he...

by vyksin

Chapter 19

As the doorbell rang through the hall to the living room, Vyki abruptly stopped dancing. Suddenly the reality of one of their friends who wasn’t involved in the buildup or plan seeing Paul done up in all the makeup, attachments, clothes, and accessories caused a rush of anxiety a...

by vyksin

Chapter 20

Thinking back about Lou and everything he’s done just in their circle of friends, Vyki is reminded how much a truly kind & nice guy he is. While he looks like the ex-linebacker he is, the guy was always ready to drop what he’s doing to help someone out and more than once gonna so...

by vyksin

Chapter 21

“How about I drive you up there?” Lou volunteered. Vyki was really caught off guard by the question, “Wha?” “The place looks great, Molly is resting, it’ll be a while before anyone else gets here, you can’t drive and I’m an excellent chauffer,” Lou said standing up, straighteni...

by vyksin

Chapter 22

Lou pulls into a spot near the building. Thankful that he was there to give her a lift, Vyki didn’t want to waste any time so she announces, “Thanks again for the lift; I’ll be right back,” and gets out before he can even put the car in park. Stepping out of the suburbanite ve...

by vyksin

Chapter 23

Vyki was feeling more comfortable with Lou by her side as he guided her through the door. She bent down and grabbed a hand basket to carry the drinks in. “So, where to first?” Lou asked, “I got no clue about this stuff.” “Got to get a little bit of all the hard liquors, so...

by vyksin

Chapter 24

Surprised by her sudden exclamation right after pulling onto the dark road, Lou reflexively slams on the brakes to abruptly stop their acceleration sending boxes of bottles sliding forward. Looking around quickly to see what the problem was but spotting nothing around the car, h...

by vyksin

Chapter 25

Vyki wanted to have some fun, but the trip to store proved that going out in public proved problematic and she wasn’t sure she wanted to risk getting separated from Lou. And there were definitely some hard NO’s in that list, but thinking back to all the ads she’s seen for the loc...

by vyksin

Chapter 26

Pulling into the lot, the line for Haunted House wasn’t as substantial as it normally would be the day before Halloween. As it was a renovated shopping center, the queue was outside and completely unprotected. The storms earlier had driven off the crowd that had been waiting and...

by vyksin

Chapter 27

At first, hearing the spoiled brat’s insults did start to make Vyki feel like this was possibly a bad idea. She was already being critical just because she was possibly twice her age, but she worried what she would think if she new her natural gender. Or if her inhaler suddenly w...

by vyksin

Chapter 28

Still riding a high, she followed her partner's direction and with a dopey grin on her face, she turned and saw the crowd of strangers all staring at her with smiles of their own as a chorus of cheers and wolf whistles rang out. This quickly brought Vyki crashing back to reality...

by vyksin

Chapter 29

“Dang it!” Vyki screams out as she looks down at her dress in tatters. Glancing over, Lou can see large swaths and gaping holes in her dress. “Oh, shoot! Are you okay?” Vyki sighs a whine, “yes, I’m fine but my dress is ruined!” “Can you fix it, babe?” “No, \_Lou\_, this is u...

by vyksin

Chapter 30

“You like any of these, baby girl?” Lou asked. Vyki looked at all of them and she wasn’t sure she was comfortable with any of them, but something in her said it wasn’t so much what she would be comfortable in rather what would someone like to see her in. “I don’t... really know,...

by vyksin

Chapter 31

Vyki heard the woosh of the sheet as she opened her eyes and caught sight of the red headed princess in the mirror looking at her with a shocked expression. “Wow!” Lou said enthusiastically as he held down the button on her app to ensure she accepted it, Vyki couldn’t help but m...

by vyksin

Chapter 32

Lou turned to Vyki with a serious look on his face. Vyki was getting lost in his soft eyes as he said, “Vyki, I know you’ve been a little apprehensive about being out in strange crowds. There are some other Haunted Houses around, or there was a hay ride, or we go chill back at yo...

by vyksin

Chapter 33

Staring out the window of the minivan, Vyki is surprised at the eclectic group assembled entering and exiting the club. At first, her eyes are captured by a few scantily clad model like women and body builder like men. Her apprehension grows at seeing them all. Then she spots the...