Sonya's Story Part 7 (Interactive Crossdressing Story)

Part 7

Sitting next to Matt on the sofa, at Barry’s dad's cabin, we couldn’t even look at each other. We’d just been forced to kiss and neither of us really knew how to feel about it. All that kept running through my head, was how he wanted this. He wanted me to come to this place dressed like this. He wanted me to pretend to be his girlfriend.

“Are you both still upset with each other?” Lara asks from behind the sofa. “I think a nice swim will cheer you both up!”

As I turn to face Lara, my eyes meet Matt's and we both awkwardly look away.

Lara leans down towards my ear and whispers gently. “I do have a spare swimsuit. Do you wanna go with me to try it on. We can let the boys sort themselves out.”

A chill runs down my spine as Lara says those words. How on earth was I going to hide my gender from her in a skimpy swimsuit. She’d know instantly that I was not a girl. As my chest begins to tighten, I feel Matt’s hand unexpectantly touch my knee.

“I’m up for a swim!” Matt says to the group without breaking eye contact with me. “Let me just have a quick word with my girlfriend first.”

Taking hold of my hand, he janks me up and off the sofa. I stumble to keep up with him as he pulls me across the floor and over to a more secluded area of the house. Barry and Lara could still see us. They give us both a confused expression as we bolt off.

When he finally stops pulling, I swipe my hand out from his grip and brush hair away from my eyes.

“What the hell are you doing!?” I groan and adjust my bra straps. “I can’t get into one of her swimsuits. What do you think she’ll say when she sees me in bikini bottoms. It's going to be so obvious that I’m a guy!”

Matt looks over my shoulder, in Barry’s direction.

“Nath,” he whispers and places his arms around my sides, and pulls me close to him. “I’ve got an idea how we can get out of this situation without them knowing.”

I try to resist him, as he presses his body against mine. I wanted to push him over, but I was conscious of Lara and Barry watching us.

“Better be a good one,” I complain as I stare him down. “What is it then?”

Ignoring my resistance, Matt brings me closer still. From Lara’s and Barry’s point of view, it must have looked like we were hugging. In reality, Matt was seconds away from getting a swift kick in the shins.

“I thought this might happen,” Matt says quietly as he rests his chin on my shoulder. “I brought you something to help hide your bits.

“What have you brought….?” I ask with trepidation as I stop resisting his embrace.

Matt lets out a little laugh and brings his lips close to my ears.

“I got you a gaff,” he answers.

“A what?” I reply

“It’s a pair of crossdressing underwear that can use to hide your bits,” he says softly into my ear. “If you go with Lara, stall her until I can get them for you. They are skin color, I’m thinking it’s our best chance.”

“You’ve really thought about this,” I reply a little surprised. “I guess that’s better than being found out.

“Are you coming Sonya?” Lara shouts across the room.

Still hugging Matt, I quickly turn my head to give her a smile. As I turn back to face Matt, he’s blushing like a ripe tomato. I give him a confused look as pulls a stupid smirking face at me.

“Why are you looking at me like that?” I ask impatiently.

“Kiss me again,” he says with a hint of nerves. “So that they think we’ve been making up.”

I scowl at him as he puckers his lips to kiss me. He doesn’t give me a choice. Still holding onto me tight, I couldn’t get away. Before I knew it, his lips were between mine and he was kissing me.

I did kinda feel like he deserved a little something At least he’d had some foresight into this weekend. Almost wanting to treat him, l lean in and kiss him back.

As I do, It was obvious he was getting excited by my returns of affection. He started kissing me faster and more passionately. I’d never kissed anyone before today, so I had no idea if what I was doing was right. Matt didn’t seem to mind, in fact, I think he was enjoying it a little too much for comfort.

“Sonya!” Lara shouts again breaking up our kiss. “Come on! The sun will go down before we even get out there at this rate.”

Pulling my face away from Matt’s still very red blushing face, I wriggle free from his embrace.

“Go get that thing,” I demand as his arms fall away from my sides. “Don’t keep me waiting. If they find out I’m your best friend, they will never let us live that kiss down.”

“So what,” Matt shrugs.

I frown at Matt's response as I turn to walk away.

As I give Lara a friendly, albeit nervous smile, I couldn’t help but wonder why Matt was being so risky. We were doing this to get in with the cool kids. He had seemingly forgotten that.

Closely following Lara, who’s wearing a super cute summer dress, she ushers me into a spare room. As she closes the door behind us, I hope for both of ours sake that Matt noticed the room went into.

“That was quite the Kiss,” Lara comments as she picks up a suitcase and throws it onto the bed. “It almost looked like you guys had never kissed before.”

“Oh….yeah,” I reply as I stand awkwardly.

Throwing open the case, Lara starts picking out items of clothing and placing them to one side.

“I saw Matt’s face,” she continues saying as she removes another bundle of clothes. “He pulled that shocked face guys pull when they kiss a person they don’t think they’ve got a chance with. Almost like he can’t believe it’s happening……y’know.”

“Did he…..?” I ask, hoping that she’d find what she was looking for.

“Yeah…..,” she says as she turns to face me and tucks hair behind her ear. “I thought it was really cute. He must really like you.”

“I suppose so,” I reply back with a shrug. “We’ve been friends for years.”

With a content smile, she turns back around and grabs something from the suitcase. With a flick of her hair, she swings back around and holds up to different colored bikini tops. One is bright red and the other a deep black.

“The black one is a little smaller,” she comments as she holds them both out in front of me. “I’ve grown out a little since I brought it last year. I reckon it will fit you.”

I reach out and take the Black bikini top from her and hold it loose against my chest. The cups on the bikini look very small. Make sense for her to give this to me. The lumps on my chest are just caused by my sister's bra.

Watching me hold the bikini top, she brushes the hair from my eyes.

“Do you think you're going to be a late bloomer?” she asks with honesty as she looks at my flat chest.

I look up at her. I didn’t really know how to respond. Should I act offended that she’s pointed out how flat my chest is, or should I just agree with her?

As I open my mouth to answer, a loud knock on the door interrupts. Lara then ok’s that person to come in. As the door gradually opens, Matt sticks his head through the gap and looks at me with a smile.

“Babe,” he says with a smirk and a wink, directly at me. “Here is your towel.”

“Thank you,” I answer snatching the rolled-up towel from his hands.

“Your welcome…..babe,” he instantly replies back, knowing he was winding me up from the expression on my face.

With the towel in my hand, I knew he’d put the gaff inside somewhere. All I had to do was go put it on without Lara seeing me. Matt then gives us both a playful look and swiftly closes the door behind him.

Turning back to Lara, who’s holding the matching bikini bottoms in her hand, I reach out to take them.

“Lara,” I ask as I hold the very skimpy swimsuit in my hands. “I’m just going to use the toilet. Do you mind if I use the en-suite in here?”

Lara doesn’t answer, she just gives me a nod in the direction of the bathroom. Just as I move past her, she starts removing items of clothing. Getting a glimpse of her bra, I start getting really uncomfortable. This is the most popular girl in school. If she knew who I was, she'd honestly kill me.

Rushing out of the room, I swing the door closed and let out a sigh of relief. I love that she sees me as a girl, but I don’t think I’m one hundred percent ready to be treated like one.

Unraveling the towel, a skin-colored pair of briefs full the floor. He wasn’t kidding, these things were very matching to my pale skin color. Picking them up, I could instantly see they differed from the sort of Y fronts I’d worn in the past.

The inside had almost like a pocket. This was clearly where I was supposed to tuck my package. I wasn’t the biggest boy in the world, but this was going to be very unusual. I’d tried tucking before, but that was limited to fun in my bedroom while posing in the mirror. I’d never actually had to hide it before in front of people.

I couldn’t wait around for too long. Quickly unbuttoning my shorts and throwing my tank top over my head, I get undressed down to my bra and panties. Unclasping the bra and allowing the panties to fall to my ankles, I disregarded all my sister's clothes into a pile.

“Sorry boys,” I whisper to myself as I run the gaff up my smooth legs.

Taking a moment to fit my meat and two veg into the pocket, I bring the gaff right up until it couldn’t go up any further. It felt so unnatural having my package pressed between my legs and up towards my bottom. Even though the gaff was doing a fantastic job of making my crotch look flat, I was worried to move. I felt like any sort of movement would crush my package and cause me tremendous pain.

“Sonya….are you ok?” Lara asks through the door. “Do you need anything? Your taking ages”

My heart rate increases as she gently taps on the door. Thank god I’d locked it.

“I’m okay,” I answer back cheerfully. “I’m just finishing.”

“Okay!” she replies. “I thought for a second you might be coming on.”

“Coming on?” I naively question.

“Yeah…..,” she replies confused. “You're not getting your period……right?”

A shiver runs up my spine. How did I not realize that was what she was on about. My eyes dart around the room as I try and think of an answer to why I’m taking so long. That’s when I lock eyes with the toilet.

“I’m………..,” I start to reply without thinking “Just having a poo.”

“Arrgghh Sonya!” she says with disgust. “I didn’t need to know that.”

“Oh….” I say gently through the door embarrassed. “Sorry!”

Lara doesn’t answer me back but I can hear her shuffling around in the room. Knowing I needed to get a move on, I run the bikini bottoms up my legs and adjust them so my gaff couldn’t be seen. I was pleasantly surprised, as I looks down at my body in just Lara’s bikini bottoms. I was looking very feminine with my hairless body and my flat female-looking crotch.

Twisting my body to look at my backside, I could even see that my bottom was filling the female clothing quite well. Raising my eyebrows in surprise, I actually start feeling good about myself.

Reaching for the black bikini top, I put my arms in and do up the clasp. With my flat chest, it made me look like a ten-year-old girl, but I didn’t mind. I was just so happy I looked so convincing as a girl,  in her swimsuit.

As I open the door and re-enter the room, I couldn’t help but smile. All my worries about not being able to hide my male body had all but disappeared. I felt good. I felt feminine.

“Wow!” Lara cheers as I stand in front of her in nothing but a swimsuit. “I knew that would fit you so well. Matt’s a lucky boy!”

I start blushing like crazy. Not only was I a little embarrassed by her reaction to me dressed like this, but she was almost standing half-dressed with just her bikini bottoms on. Her perky chest laid bare for me to see.

I stare directly at her chest and I could feel my male instincts surging within. I had to be really careful not to get too excited by this or I’d expose myself. I honestly couldn’t believe how amazing her breasts were. I couldn’t wait to tell Matt about this. I guess one of the perks about pretending to be a girl.

“Hello….Sonya?” Lara comments with a waving gesture to snap me out of my staring. “Can you help me with this? It’s one of those tie-up ones. I really struggle to get them on?”

“S-sure,” I reply as I walk up behind her and take hold of the Red bikini top.

I reach around her body as she holds her long blonde hair up. I wrap the bra around her and with one hand, she nestles her breasts into the cups.

“Sonya?” Lara asks as do my best to ignore the situation and concentrate on the task at hand. “Does Matt ever pressure you into anything?”

Taking hold of the straps, I start tieing the bikini top together, as I wonder how to reply. Doing the tightest bow I could, Lara bounces on the spot to test out the support.

“Pressure me into?” I question as I grab the neck strings and tie them up behind her neck.

“Barry’s been really on me recently to have our first time,” she tells me as she allows her hair to drop and cascade down her back. “Have you and Matt had sex yet?”

A little shocked at how open she was being with me, I stand silent behind her.

Lara turns and gives me an apologetic look.

“Sorry,” she says rubbing her arm. “That’s none of my business and I know we’ve only just met.”

“T-that’s ok,” I reply

Lara claps her hands together and bounces on the spot with excitement. I watch on as her breasts bounce around directly in front of me. At least I’d done a good job and her bra stayed on, I think to myself with a smirk on my face.

“Shall we go find the boys?” she asks as she grabs my hand.

“Sure……” I squeal as she pulls me out of the room.

As we re-join the boys, who had both got into their swimming shorts, Matt looks at me in sheer disbelief. He comes running over to me with a huge smile on his face. Lara lets go of me and allows Matt to embrace me.

“You look….,” Matt tells me with pure excitement on his face. “Amazing!”

“Thanks,” I say actually blushing from his compliment.

A Matt pushes his half-naked body against mine, he brings his face close to my ear, as he’d done earlier.

“So,” he whispers in my ear. “That gaff really does work. If I didn’t know any better, I’d say you really were the beautiful girl I see standing in front of me.”

“I know,” I whisper back thrilled. “I couldn’t believe it either. Thank you for getting them for me.”

Matt puts his hand on my shoulders and moves back to look into my eyes. He gives me a loving smile.

“That’s ok……babe,” he jokes. “Let's go swimming…. Shall we?”