Tales of a Secret Femboy Ch. 02

(All characters are 18+, and any resemblance to real life is simply coincidence.)

I woke up and stretched my soft body in my bed, tired from staying up to write papers last night. Suddenly, I remembered it was Saturday, and I felt so happy. Finally a day off.

I rubbed my legs together under the warm blankets, sneaking a peek to see the cute pair of baby pink cheeky panties I wore to bed after changing out of the the messy undies I had soiled yesterday. This made me realize that I had to try and figure out if Alex had seen my girly panties in that package, and my heart sped up a bit. I was so nervous about the entire situation, and yet all those little things my girlfriend said were flooding my mind. Why didn't he say anything if he had opened it and found them? Did he find it cute that I wore panties?

As I posed these questions in my mind, I felt my small cock growing in the panties. I shook my head, knowing gay thoughts were simply because Sarah had corrupted me.

I stood out of bed, pale butt cheeks exposed by the soft fabric of my panties that had ridden up my ass during my sleep. My soft bum gave a light rebounding jiggle as I stepped around my room, finding some clothes for the day so I could shower and use my day off wisely. I caught a glimpse of my booty in the mirror, and couldn't help but turn towards and give a little shake. It made me giggle to see how girly it looked now.

And I had Sarah to thank, the person who helped me realize who I truly was, and get started on estrogen supplements. Ever since starting them, my hips have rounded out and all my calories go straight to my butt. It made me feel so pretty, and proud. Though I wasn't brave enough to start living my life outside my room as a girl.

After my shower, I decided on a pair of purple and black cheeky panties, my bulge perfectly cradled by the soft material. I bent over in the mirror, hands on my knees and took a picture. I uploaded it to my secret femboy social media account, where I had nearly triple the followers of any of my actual social media.

"Boy butts just wear panties better." I captioned the photo, smirking at how worked up my followers got by my bum. Lots of them left comments desperate for it, many of them filled with spade symbols and talking about how I was "built" for BBC. I just giggled at how depraved other boys could be online.

After my little foray into social media, I got dressed in a pair of comfy dark grey sweatpants and a black hoodie with a Jack-o-lantern on it. I loved wearing Halloween clothes this time of year, it felt so special.

I finally stepped out of my room, walking down the hall to find my roommate making coffee shirtless. I couldn't help but notice his slender frame, studded with those skinny-boy abs. "I bet his dick is soooo big." I thought to myself, knowing the skinny, tall guys are always hung. I shook my head, needing to stop all of these silly thoughts about him. I'm in a relationship with a GIRL. I don't actually like boys, it's just a fetish online.

"Good morning Alex." I say, stopping by the counter in our kitchen. I sit on the high top stools for a moment, still waking up a bit.

"Oh hey Sammie. Get your papers done?" He responds, always mindful of my studies.

"Yeah, but I had to stay up pretty late to get them all finished." I say, my mind wandering to the memory of me spurting in my panties without being touched. I blush slightly, remembering it all involved him in my thoughts.

"Well at least you got them done." He said with a smile, pouring a cup of coffee. "Do you want some?"

I perked up at the offer of coffee, smiling. "Yes I would love some please. Do we have any cream and sugar?" I ask softly, my brown hair that flows down to my shoulders covering my face a bit.

"Oh don't worry, I know how you like it." He says with a wink and begins to prepare my coffee. I can't help but blush at this. Hearing those words in a different context would have me so worked up. God, I'm a mess. I thought I was straight and all the "gay" stuff Sarah talks about me doing was just a fetish for our sexting. But here I am, blushing over a guy I live with.

"You're the best!" I say, taking the cup of warm, creamy brown coffee from him and sipping it gently.

"Oh don't mention it. Anything for a cutie like you." He says with a charming smile that nearly melts me. He picks up his coffee and walks over to the couch, turning on an anime to watch.

I'm lucky he walks away, as I don't think I've ever been more red in the face from embarrassment. What does he mean by cutie? He must know about the underwear, OH GOD. Or maybe he was just being nice? I mean he's a really nice guy. I've been getting cuter lately, maybe that's all it was? Harmless?

My mind swirled with possibilities. I was far too nervous and sober to ask about what he saw in the package right now, but I was hopeful to try and figure that out sometime. I grabbed my cup of coffee, and poured it over a cup of ice in my travel mug. I needed to get headed out.

"Hey thanks for the coffee again... I'm visiting Sarah today, but I'll be home tomorrow." I say to him, my voice nearly shaking with nerves.

"Oh alright, well have fun. I'll see you tomorrow then." He said with a smile.

"Sounds good..." I stood awkwardly, swaying side to side a bit. "Okay, um, bye Alex!" I add, feeling so stupid as I sound like a nervous wreck. He's just your roommate, chill out. I grab my car keys, turning to the door and leaving the dorm. I let out a small breath of relief, realizing I was holding it the whole time. I need to get this under control. I took out my cell phone and texted Sarah.

"Hiiiii Babe, good morning. I'm all showered and headed to you." I send with kiss emojis, excited to see my girlfriend at her apartment.

"Hey baby cakes, I can't wait to see you. Did you pick out some cute undies to wear for me?" She asks with suggestive emojis. I can't help but smile like a total dork.

"Yesssss... you know I always do. Just for you." I send with a heart.

"Awww... and, well, like 4,000 other boys." She says with a laughing emojis, referencing my social media soft boy account. She must've seen my post this morning. It makes sense, as she was also the reason I started that account. Her guidance has been invaluable.

"Omg... I suppose that's true. But only you get to grab it!" I say, adding a blushing emoji. "On my way." I text. I climb into my Subaru Forestor and take the little less than an hour car ride to her place.

* * * * *

As I pull up to Sarah's apartment, I can't help but feel a tinge of guilt for how Alex has been making me feel. This confused and torn state in my mind isn't a fun place to be. I haven't decided how honest I'll be about it all, but I feel like Sarah is the one person I trust with my life. I could tell her anything.

I hop out of my car, fixing my hair in the mirror, and lock the door. I walk up the stairs to her personal apartment on campus and knock lightly.

As she opens the door with a big smile, I'm still always stunned by her beauty. It never ceases to escape me how lucky I am. Her dazzling red hair runs down to her mid back, with streaks of platinum blonde like lightning has struck her, but she just absorbed the energy. Her face is so pretty and symmetric, one of the few ladies who doesn't need any make-up unless she wants to be even more radiant. Her full lips and cute nose always put me in a trance, but even her small beauty spot by her nose was the perfect accent to her distinct and goddess-like looks.

She kept her body toned with exercise, but she still ate good, leading to her having the sexiest curves. A perfect hourglass shape, with a sculpted, strong, butt. Soft, and yet full of muscle tone. It was her butt that could make me do any dirty thing in the world without question. I loved it that much. I worshipped it, it was the altar for all my sins.

Her perky boobs were just the right size, with small, adorable nipples. Thank god she likes femboys.

"Baby!" She said, throwing her arms around me and pulling me into the apartment. I smiled so wide, intoxicated by her body smell mixed with perfume. I could pick that out in any crowd.

"Oh my, big hug!" I say giggly as I haven't sent her in a couple weeks. I hug her back tightly, as she's very strong so I have no hope of really escaping her arms.

"I missed you, my soft boy." She says with a warm smile and kisses my cheek. I feel her hands roaming my body, settling down on my soft butt. I gasp a little, still not used to the feeling of being groped on my bum.

"Oooooh you've been doing those workouts I sent you, haven't you? And taking your supplements? Cuz this thing feels soooooft." She said, carrying out the word to tease me. I blush warmly.

"Yes omg, I've been a good boy, okay? I've been doing everything." I say, embarrassed about my body transforming but also extremely excited by her teasing. She's a master of it.

"Just checking, love." She says with a smile, giving my butt a quick smack that earns a small yelp out of me, but I immediately giggle.

"Omg stop it!" I say, meaning the complete opposite of my words. I smile and sit down on the couch with her, snuggling against your warmth. It felt so good to be next to her always. "So what do you want to do today? You said you had something special planned." I ask.

"Oh yes, I have quite the day planned for you." She says, laying her hand on my thigh gently, letting me know it's there. "First, I was thinking we could discuss what happened last night at your apartment. Then, I was thinking we might take things to the next level for you..." she leaned in close to my ear and whispered the next part. "Shopping for girl clothes." I gasped with surprise. Although I was very much loving becoming feminine, I had stayed squarely on the side of being a femBOY. It made it more fun. This seemed to be another step up from that.

"Are... you sure? Like shopping for girl clothes... in public?!" I asked, my voice rising with anxiety. The thought of being humiliated was exciting but I didn't want my social life ruined.

"Don't worry baby boy, we'll be careful. Plus you're an hour from your college. You don't hardly know anyone but me around here." She said, kissing my cheek. I blushed at the contact and relaxed from her words, which were making sense. I couldn't really run into anyone I knew here.

"Alright... I trust you, and I want to take this next step with you." I say, reaching out for her hand on my thigh and softly squeezing it. I smiled.

"Such a good boy. I love you." She said, and kissed me on the lips.

"Well I love you even more." I replied, kissing her back. Suddenly our mouths were hungrily seeking more kisses, her tongue finding its way into my mouth, exploring and dominating mine as she usually did. I happily let her control the pace. Our mouths disconnected, saliva stringing between them in an erotic way.

"So... your roommate found your new undies, huh?" She asked with a little smirk on her face. I blushed brightly as she brought up the topic.

"Ughhhh... maybe. I'm not sure. It just seemed like the package you sent was re-taped after he handed it to me. I'm just worried he opened it on accident." I say, nervous about the whole thing. I can see Sarah's smirk only growing.

"Why are you worried? You clearly like the idea of some boy knowing you're a bit of a softie." She says, her hand slowly sliding up my soft thigh in my sweatpants. I began to squeeze my thighs together a bit, already feeling my small cock expanding.

"No... no I don't... that stuff is just for our sexts." I say, echoing the same sentiment I've been telling myself lately.

"Hmm...are you sure?" She asks, a hint of sexy tease in her voice. Her hand slips further up my thigh, landing on my tiny bulge. I squeeze my legs together hard, whimpering as she makes contact. With her free hand, she slips behind the couch and retrieves something I can't see. Suddenly, I feel a pair of goggles going over my head and I panic a bit. "Baby, calm down... just try these on. You're a gamer. I'm sure you've heard of Virtual Reality." She says, and I gasp as I feel Oculus Rift VR headset settle over my eyes. It's totally dark inside them.

"Oh my... what are you doing? How did you get these?" I ask, totally perplexed by what's happening.

"I won them in a student raffle on my campus... thought they might be perfect for a soft boy like you who can't seem to admit his feelings." She says in my ear gently. She grabs my hands and guides me to her room, my feet shuffling slowly as I can see anything. She stops me in front of her bed, pulling my hands behind my back and I feel her put handcuffs on them. This takes me by total surprise.

"Hey woah... I didn't agree to any of this. Be careful, ouch, those are tight!" I say as she locks them shut on my wrists. I feel a swift spank to my soft ass cheek. "Mmmph!" I whimper out.

"Don't tell me how to take care of my soft boy, alright? You'll be fine. This is a test, okay? You're gonna be a good boy and help me with my experiment, right?" She says, close to my ear again, feeling her warm breath on my skin. I nod my head, submitting to whatever she has in store for me.

"Perfect! First, let's get these off." She says, and begins to tug down my sweatpants, exposing my purple and black cotton panties. Sarah let's out a satisfied sound. "Oh yes, look at these... so cute. And they cradle your little bulge so well!" She snickers, taking one finger and poking my tiny cock. I squirm in pure delight, unable to see anything with the darkness of the VR headset covering my eyes. And with my hands cuffed behind me, I've lost my ability to touch anything. It was delicious torment, Sarah's specialty.

"So like I said... this is an experiment. Due to your persistence that you don't have any feelings toward boys, we're going to test that out with a little time trial." She says, with a wicked tone in her voice. I barely can stop myself from making pathetic sounds.

All of a sudden, the darkness lights up in my headset goggles. After a moment of my eyes adjusting to this new light, I can only let out a moan at what I see. Sarah has loaded a video of two very cute, pale femboys cuddling in bed. Since it's VR-enabled, I can look around the entire scene. The room is cute and filled with gamer decorations, a lot like mine. Both of the boys wear striped knee socks and soft panties, both in a different color. One in pink, and one in purple. They look so warm and comfy in the bed together, and I watch as they begin rubbing their bulges together in their undies. My cock twitches and grows even harder, reaching an excitement I've never felt before in my own panties. Sarah notices this reaction and pounces like a cheetah on her prey.

"Uh oh... that doesn't bode well for your time trial." She says, taking one finger and gently rubbing the end of my tiny cock in the soft cotton, making my legs tremble with pleasure.

"It's... not fair. They look so cute..." I say in my defense, not really helping my case. I watch closely as the boys continue to cuddle and rub together, being delightfully gay in their bed.

"Now... here are the rules little man." Sarah says, pushing me backwards and I fall onto my back in her bed. My arms are trapped behind me and my poor, vulnerable little cock is poking straight towards the ceiling in my undies.

In the video on my headset, the boy in pink panties snuggles up against the other boy's side on the bed. At the exact moment, Sarah takes up the same position against me. It's like she's timed out all of this, down to the very second. I let out very feminine sounds.

"You're going to watch that adorably gay video playing in your headset right now... and we're going to see how long it takes you to make cummies. If you spurt in under 3 minutes, you're totally a little gay boy. If you make it past five, I suppose I'll start to believe that maybe you're only into girls. Got that?" She says with a smirk in her voice, and I squeeze my thighs together involuntarily. I nod my head yes, afraid to speak up anymore in this vulnerable state.

Soon enough, I watch as the two soft boys get even more lewd in the video. I've never sought out gay porn before, and the sight of two bulges in soft panties is driving me crazy. It's like I've found a new drug that's been injected straight into my veins, producing a totally exotic and new high.

The boy in pink panties slowly pulls down the other boy's undies, his excited femboy cock springing out. So smooth and shaven, just like me. Not a single manly thing about him... well except the penis. I watch with my mouth agape as the pink femboy's hand slowly trails down his stomach to the other femboy's eager cock. At the same time, I feel Sarah's hand begin to make the same exact path down my soft, pale tummy and towards my worked up little cock, tucked away in my panties.

"No no no... oh god." I let slip out as I realize Sarah's plan. She's making me live a very gay moment through the magic of VR. My trepidation is at the fact that I can tell this time trial will be a record for fastest ever recorded.

"Whaaat baby? Worried you'll like it too much?" Sarah whispers quietly as my jaw goes slack while I watch the cute femboy grip the aroused cock that's on display and begin slowly pumping it with his hand, in the most deliciously gay moment I've ever witnessed.

I didn't know the impact it would have on me, as my mind races in every dirty, homoerotic possibility. Sarah's hand has deftly slipped inside my undies, gripping my meager cock and beginning to jerk me off with what feels like only two fingers. I grasp the sheets below my restrained hands, looking for a life raft in a sea of pleasure.

"Ohhhh god, oh god, oh fuck." I moan out, my sexy, powerful girlfriend knowing exactly how to pump my little cock for maximum pleasure. The femboy in the video begins jerking him so fast, my ears are full of desperate soft boy noises. The sounds of a femboy who wants to cum so badly, and cover another boy's hand. I groan, feeling my own cum load very close in an extremely short time frame.

"Uh oh... remember this is a time-" Sarah says, and is cut off with her own gasp as my cock begins spraying ropes of cummies into my undies. I cry out like a girl, experiencing a life changing squirt. My thighs and legs quiver and convulse in a seizure of pleasure, as I feel Sarah's fingers staying completely still as I spray instead of continuing to jerk like you would for for a real man. The denial in my most desperate moment has my eyes rolling in my head. The amount of gooey, hot jizz dispensed in my panties instantly embarrasses me as I start to come down from such a high. I pant for breath, my heart rate beating like a drum in my ear. The video continues to play, and I almost can't look at it for shame but it's glued to my eyes.

"Hm... official time trial record... 34 seconds." Sarah says, and I cringe as I hear her say the number out loud. I can feel my goggles fogging up with the heat going to my face as I blush. Sarah delicately extricates her hand from my panties waistband, wiping them on the side of my underwear. "I think you might have a thing for boys, Sammie." She says emphatically.

"Look... you, just got me, like, all worked up? Okay? It wouldn't be like that in real life. I wasn't expecting the headset." I say, trying to make some excuse to my beautiful girlfriend about why watching boys jerk each other off had just made me cum faster than any time I had been inside her. She pulls off the headset and kisses me deeply.

"It's okay... I love that you're so gay for me." She says with a genuine smile, and I can't help but blush and smile as well. I'm still not sure how I feel about that gay label, having been strictly straight up until the last few months with Sarah. But I was so happy to do anything that made her excited.