Best Buds

This story is based on image by Gammetelier. Thank you for the inspiration (check out the variations!): http://gammatelier.free.fr/page.php?art=childhood_friend

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My best friend in elementary school was Ryan. We were inseparable. We often hung out at each other's house in our rooms or in the finished basement. One time we started talking about girls and sex. Being eight years old didn’t help our discussion much as we discussed ‘big boobies’ and how hot it was to get hugged my classmate, Sarah.

Well one topic led to another and we ended up, as kids do, with our pants down around our ankles and comparing the size of our prepubescent dicks. At the time I had absolutely no idea why we were doing this and to be honest, I think this was the result of following each others’ inexperienced leads. It started to feel weird after a couple seconds, however, and we both quickly got dressed again. Long story short, we both had nothing to write home about.

After a few moments of awkward silence, “You ever wonder what it would be like to be a girl?” Ryan asked, starting strong and ending in a soft mumble, self-conscious of what he just said.

For a second I was in shock, but at the same time fascinated by what my best friend just said.

“Sorry, dude, that was fucked up.” he corrected himself.

“Eh--umm...maybe a little, but I don’t care. You can tell me anything. Like, you want big boobies?” I chuckled holding my hands way out in front of me.

“No,” he trailed off, “like I just want to know what it would be like to be...one...for a day. But then change back...duh” He disclaimed.

“Oh...right...duh.” I agreed. The silence in the room was palpable but I was curious, “So you want to know what it’s like to have a pussy or something?”

“Oh shut up, I knew I never should have said it!” Ryan punched me in the shoulder and wrestled me to the ground. He was always somehow able to pin me to the floor.

We made new friends over the years and matured in our own ways. At the start of 8th grade I heard a rumor that he came out as gay. Not a month later he left school and moved away to a different city. Apparently his dad got some fancy new job and he was going to a private school. Although I hadn’t spoken with him in over a year at that point, it was still kind of sad to learn your friend has changed and suddenly leaves. I missed my old friend.

Senior year I searched Ryan’s name on a new site, Facebook. There were a few Ryans, mostly college guys, with the same last name, but none matched. It wasn’t a week later that I received a message on my Facebook profile from someone named Rylie. She had the same last name  and her photo looked like she could be his cousin. I chuckled at the thought of what Ryan told me years ago about how he wanted to be a girl for a day. This girl seemed like the girl version of him. I knew he didn’t have a sister though.

Immediately my heart dropped as I expected the worst. Ryan’s definitely dead and this is his family contacting me to break the news. When I finally caught my breath, I clicked the message...

Jay! Bud! XD

It’s been so long! What’s new? Have you gotten to lay Miss Walter like we talked about? ROFL

Im in town with my girlfriend next week visiting family. We have got a LOT to catch up on, and out of everyone back home, I hope I get to see you the most.

Hope to hear back from you...like I said--lots of catching up <3

Who the fuck was Riley? And how did she know my secret wish to fuck our 5th grade teacher, Miss Walter (god she was hot)?  It tried as I might to  work out the logic in my head, but I just couldn’t come to the simplest solution that my best friend from elementary school had somehow turned into a girl.

Technology was pretty awesome in 2006 but I couldn’t recall ever hearing about a machine that can magically transform someone into a girl. And why was Riley’s profile photo so hot? Wouldn’t a dude who decided to be a girl be just kinda super manly? The image of a bodybuilder wearing a princess dress popped into my head. I laughed at the silliness of the image, and immediately got sad. Is that what Ryan did? Did he (or she now?) decide to be a girl for some reason? Why? I decided I needed to play dumb just in case the message came from some ass hole at school playing a prank on me.

Yeah fucking right. How did you know about Miss Walter? Did Ryan pay you to send this?

I clicked send. It wasn’t more than an hour later that I got a reply.

Sorry this took me so long. Some things take a lot longer for me now. I AM Ryan. Well, Riley now. Maybe we should meet?

It took him (fuck...her) and hour to write that?

If this really is you, then meet me at the back forest.

If it really was the right person, she would know exactly where that is.

Tomorrow. Deal. See you 5pm, back forest!

That night I couldn’t sleep and imagined all the shitty scenarios that could happen when my mannish lady friend showed up in a miniskirt wearing a bra wrinkled against her flat chest. Fuck. I was so not looking forward to this, but I owed it to Ry...lie, and most of me really just wanted to know how my friend had gotten along in the time since we last were friends.

I was a couple minutes early and didn’t expect her to show up immediately. I waited for almost a full half hour and was ready to head back home when I saw two people round the bend. Two girls--one was in a wheelchair. Why was Riley with someone in a wheelchair?

Both girls were petite from what I could see. The able-bodied girl was short too...much shorter than I remember Riley being before she moved away last year.

They came closer. Slowly I recognized the girl in the wheelchair as the person I was messaging on Facebook. If she was standing she would probably be about as tall as the other girl. They were both wearing school uniforms, which I guess made sense because I remember he went to private school after moving away. The arms of the wheelchair girl’s jacket hung from her shoulders but I couldn’t see any hands reaching out from them. Maybe it was just the angle? There were no footrests, or feet for that matter, extending past her seat. All I could see were the pleats of her school skirt lightly hanging over the edge. I was quickly distracted noticing just how shapely and attractive they both looked, despite one being disabled. I shook my head and recalled the principle of the matter.

What a fucking bitch, I reminded myself. Some crippled legless girl poses as Riley on the Internet as my best friend and now has the gall to meet me face to face!

“Hey there hot stuff! You’ve grown up a lot since elementary school!” Riley said with an evil smirk.

My anger was hard to contain, “Why are you guys even doing this? And what...she can't type or something and you helped her? You’re accomplices?” I confronted the brown haired girl walking with the crippled girl.

“Nice to see you again too, I guess? And my accomplice here is Leah,” The crippled girl said, introducing her friend.

“Yeah, well…” Maybe all this girl had in life was to mess with people on the Internet? “I don’t see why you had to go posing as my best friend like that. Is this like a prank or something?” I looked around for cameras in the distance, hoping it was some new YouTube show.

“I warned you about this, didn't I, Leah? He really is a bit slow to catch on!” Riley twisted in her chair to speak to her friend. The friend nodded in sympathy, running her slender fingers through her hair to comfort her.

She turned back to me, “I know this must be hard for you to process. A lot’s changed over the past year! It’s me, bro. I used to be Ryan.”

I had to take a few breaths before being able to think again. She did look a lot like Ryan but her features were very feminine. And as far as he could remember...Ryan had fucking feet.

“You’re...you, like...you got a pussy or something?” I stammered.

Riley burst out into laughter. “You know what, I don’t even blame you for how stupid that sounds. You’re even pretty cute when you’re being retarded. You haven’t changed a bit! Let’s just say I’ve lost a few things but also grown some others.” Riley fluttered her eyelids and lifted her shoulders coyly.

I took notice of her apparent lack of limbs. I felt like I might faint.

“It’s a bit chilly out here, and a bit hard for me to keep warm these days.” Riley’s friend reached down and rubbed her shoulders to create warmth.

“Uh...yeah...well why don’t you come to my parents house? They’re away for the weekend so we can all be alone.”

“Sounds like a plan,” She winked. It was a sly evil smile. I’m not gonna lie...crippled or not, dick or not, she and her friend made my dick twitch and I blushed hard at the fact that they were coming over to my house. I did what I could to act cool, but my thoughts had already started to take over my actions.

“Oh wow, this brings back so many memories!” Rylie said, as her girlfriend picked her up out of her chair and placed her on the floor of my parent’s finished basement. She looked even smaller now than in her chair. She balanced on her empty hips with what looked like no effort. It looked like no legs or thighs at all remained. It was evident too that she really had no arms. Her sleeves hung empty except for where the shoulders of her jacket were filled out. My eyes widened a bit at what was simply a sight I had never seen before.

As children, Ryan was actually a little bit taller than me. Now, he barely even broke three feet. She hardly came up to my hips while we were all standing! An image rushed through my mind that made my loins stir. I shook my head for the hundredth time.

“You’ve grown up a lot since elementary school!” Rylie observed.

“Six one,” I replied.

“Wow! Damn, to be honest, I probably would be around there, if not just a little taller if it weren’t for hormones and, well, the obvious. I guess you could say I, on the other hand, have changed in all ways except height!” She looked down at her chest and shrugged her shoulders. The move put her off balance and she thrusted one hip forward about an inch to compensate.

“About that...I don’t think I ever would have recognized you on the street. What...happened?” I asked as we took seats in old beanbags, Riley decided to stay standing.

She smiled, probably glad that I finally believed that she was my old friend, “Well the girl part, that was totally intentional. I mean...do you remember when we used to compare our dick sizes back in elementary school? That was just the start of a long journey for my gender transition. To be honest, it was the whole reason we moved in 8th grade. My dad decided to find a new job for me, I took on a new name, and I started in a private school for girls.”

Rylie and her girlfriend smiled at each other, “Leah’s been by my side pretty much since day one. We met my first week of school and she’s supported me every inch of the way. Even for my surgeries.”

“Especially for her surgeries!” Leah echoed with a big smile. Riley blushed.

“What surgeries...exactly...sorry, should I not ask?”

“That’s okay! Aside from Leah, you’re the only other person I truly trust with everything,” She gestured downward again, leaning back on her legless hips and bending her torso just a little.

“After starting on hormones my boobs grew a little but not enough for my tastes. I got these puppies the same time as my bottom surgery...yes, I did get a pussy, ass hole. But it wasn’t without issue…” She trailed off.

“Other things?”

“I mean, yeah. During my surgery I got a bone infection that required the removal of my arms and legs as high up as possible.” She shrugged her shoulders and waddled in place.

“Holy shit, dude. I’m so sorry. So you don’t have...like…anything left?” I was dumbfounded.

“No femurs, no arm bones. They were all removed from the joints. The doctors call it a quadruple disarticulation or something like that. I mean I can’t complain though. I’ve learned to accept who I am now. What’s left of me turned out pretty fucking awesome.” She was absolutely right.

“You bet your ass you can complain! Holy shit, you can sue for something like that.”

“Dude, you don’t think I know that? I'm not here today looking like this without at least making bank! Trust me, I sued, and won.”

“So you’ve transitioned to be a rich limbless girl?” I asked. Our laughter relieved much of the tension in the room.

After a few seconds, Riley seemed to identify and take advantage of the new type of tension in the room, “Why don’t I come over there so you can get a better look at me. Maybe then you can recognize me a bit better.”

She seemed to use every muscle still left in her body to keep balance but Riley started to waddle bit by bit toward where I was on my bean bag. The tension in the room was palpable as she inched forward, using her totally armless shoulders as counterweights. The folds of her well tailored jacket and pleats of her skirt left little to my imagination. Leah stayed put and smiled, confident that Riley wouldn’t fall.

It took a full minute for her to finally get within about a foot from my crossed legs. She made a bad timing decision and her eyes opened wide as she fell forward. Nothing she did could prevent her fate and her face hit my groin. Her shiny blond hair plumed across my lap. Worried I would hurt the poor disabled girl, as well as from fear of touching a girl inappropriately, I lifted my hands and left her to struggle for a couple seconds.

“Mmmfph...a little help!” he muffled voice came from my crotch. The strategic position I took to hide my confused boner was definitely lost as I felt her head struggle against my crotch. I quickly grabbed her shoulders, the first grip I could find. I could feel through the jacket material where her arms once were. Now they were just squishy divots. Riley moaned. I was utterly embarrassed. Leah was laughing loudly in the background. I finally lifted her into a standing (sitting?) position.

Riley winked at me with that evil grin of hers, “Ah, so it seems you really have grown!”

She kept her eye on me, calculating what to say next, “Whoever is going to help this poor limbless girl to get my jacket off? It’s getting a bit hot in here,” she batted her eyes.

After a few seconds she winked at me harder, “That means you, ya doofus.”

“Oh...um…” I gently unbuttoned her jacket. She feigned falling forward again and I caught her by the shoulders once more. She wiggled what was left and I could feel the musculature that would have controlled arms, now did nothing but give her shoulders some shape.

I pulled her jacket from her shoulders and she stood there in a white button down. It’s sleeves were perfectly tailored shut over her shoulders, the pressed seam traveling directly down the middle of her stumps.

“Wow...Riley...you’re…”

“I'm hot? Yeah, I know. Why don’t you show Leah why I know?” referring to what was in my pants.

I was frozen with fear. Her girlfriend was going to find out that my boner touched her girlfriend's face and I knew I was going to get slapped.

“It’s okay, Jay,” Leah said, “We’re open. Riley’s told me a lot about you too, you’re a sweet guy.”

I could have never guessed this would be my first sexual experience. Emotions were exploding in my head, from getting to see my best friend again, to meeting a super hot limbless girl, to possibly getting slapped by a girl, but also possibly getting a threesome. Resigning to the fact that my reasoning capabilities had gone out the window, I stood up, Riley in front of me, and removed my pants. My rock hard dick bounced sprung happily from beneath my underwear.

Riley was still only about a foot in front of me, and her face was almost perfectly level with my dick. Her eyes were wide, like a kid on Christmas morning. Leah, silently giggled in back.

Riley looked back at Leah, “Hey, I know you don’t like dicks but you don’t have to be a bitch about it!”

Leah pushed her laughter down, “Ok, ok, I’m just here to help. Okay?”

“To help?” I asked.

“Yeah. In case Riley needs anything. What, you think she’s gonna jump at the chance to suck your dick with no legs?” I almost fainted. I quickly sat down on the beanbag to catch my breath. They both laughed.

“So…” Riley pondered, “Whadaya say?” She stood in front of me, looking sweet and pitiful, like a kid asking their parents for candy.

“You want to give me a blowjob?”

“God you’re dense. Yes!”

Finally getting the picture, I grabbed Riley by her waist and pulled her torso close to me, kissing her madly. My mind was awash with strange feelings and questions but one thing was certain: I wanted to fuck my best friend.

I carefully picked up Rylie and placed her on her back where I had been sitting, on the bean bag. I worked to unbutton her shirt while Leah joined in on the fun and they began to make out. Pulling off her form-fitting shirt revealed very faint scars on her shoulders.

Leah reached down, pulled down her skirt, peeling off her panties along with it. Without any bone or thigh in the way, they came right off. Her hip stumps had the same look, but larger. I gently caressed them, eliciting a moan from Riley as she pulled away from her girlfriend.

“When they first had to amputate, it was an urgent emergency. I had huge scars. I had them revisioned to be more smooth. Do you like them?” She flexed the muscle in the hip I was touching.”

“I love it. I’m sorry this happened to you, but...you seem to like it?”

“I had to get used to it. But I think everyone has their own special beauty and my body is unique. I bet you a thousand dollars you’ll never find anyone who can say they fucked a limbless torso trans girl, like you get to.”

I kissed her again as I picked her up by the waist and turned her over onto her belly, her head in front of my cock. I was in a cloud of sexual energy I had never felt before. Kneeling down, I grabbed the sides of her face. She crossed her eyes as she focused on the tip of my dick as it entered her mouth.

I was in complete control of Riley, even if I was only holding on to one part of her body. Her complete helplessness caused me to explode into her mouth. She gagged and cum gurgled out of her mouth as she refused to swallow, one of the few functions she still had control of.

“Who’s a good girl?” I asked, drunk with my power over her.

She looked up to me in a drunken haze, covered in my cum.

I came again within two minutes and Rylie was covered in my juices. Leah had made Rylie and herself come with her own hands. Rylie was nothing but a sentient facilitator of sex at this point and as she looked up at me, she looked so happy.

Leah comforted Rylie by softly rubbing her back, as if to support her decision to let me fuck her mouth.

“So how’s Jason been lately?” She asked about our other friend.