A Song for Sissies

Chapter 3

Nature's role for boys who act like girls

"The physical changes are the easy part. In one afternoon anyone can remove body hair, enema their asshole, and put on a thong. But that's surface level. If you think that's all it takes, you don't know, because you haven't done it.

The hard part is ignoring all the crap in your head telling you "Hey you shouldn't be doing this." Or "What would my dad think?" It's so much easier to feel disgusted by your actions and remove the panties. Get off the ride and return back to a 'normal' life. Because that's the framework you're used to.

But you can't return to a normal life. Not anymore. You're in too deep. No matter how hard you try, these thoughts will always be with you. This is not a phase. This is your Nature.

So if you're reading this, I BEG you to indulge your fantasies. Get face fucked by a big cock as balls slap your chin. Let men climax in your ass and feel the reward of warm cum leak out of you. Dress as slutty as you've always wanted. Playboy bunny outfit with long ears, sheer lingerie with knee high stockings, cheerleader outfit with pom poms, whatever. Just please stop holding yourself back.

The hardest part was making myself commit to all the crap I dreamed about. The things you truly want never come easily. Cast your hesitations aside. Real men, the ones who do the fucking, are waiting." -Henry K. Pasadena, CA

Ashlen, C. (2024). A Compilation of Sissy Voices. Spheniscidae Novels.

--Young virgin seeking mature cock to fill asshole--

I'm a 19-year-old boy seeking a mature man to hook up with. I like wearing panties around the house and being submissive. I am looking for a man to take charge and teach me how to please him since this is my first time! I'm 5'9" tall, weigh 145 pounds and have a 5" long penis. My ideal man is taller than me, keeps in good shape, and I'd love a guy with a nice big dick too! I live in the Kansas City, MO area and am willing to drive. I'm interested in blowjobs, anal sex, and getting cummed in and on! Looking forward to meeting you ;)Attached: Picture2.jpg

I can't believe I posted it! I read it over again, realizing how ridiculously horny I was while writing. It reads like a porn video and I'm the porn star. A 19-year-old soliciting sex from mature men with lurid text and a photo I took with the webcam showing what I hide underneath my clothes. Giving anyone on the internet a clear view of my soft body and penis.

Navigating to the Desktop I delete my other nude pictures. I didn't post the one with my spread ass facing the camera. Too shy to reveal my young, pink-red fleshiness to the world. Double-clicking the Recycle Bin icon, I made sure to delete the photos from there too. Now they were really gone. Except for the potentially hundreds of online strangers that will see me exposed.

Re-reading the post I sighed. What a silly boy I am. I sit naked in the wood chair at my desk. My erect penis points eagerly at the screen, it bobs up and down with my heart beat and begins to glisten with pre-cum. Like a dog waiting impatiently for a treat.

Would anyone reading this actually take me seriously? The silence of the room made my worried and hesitant thoughts louder. Oh god, I'm taking it down! Fear raced through me as I hurried back to the post and hit "Edit" and then hovered my cursor over "Remove post."

I stopped. Before I delete it it,ll see if anyone has contacted me by e-mail. I opened up the new account I made for this purpose "wantingcum2004@hotmail.com" and rolled my eyes again at how slutty I portrayed myself.

Four e-mails in my Inbox and none of them spam. I read through them with excitement as more piled in. I won't lie to you, many of the responses were pretty sketchy. One guy told me he was helping to renovate a church and said we could do it in the bathrooms or even the pews if I liked. Another asked if he could come over to my place and the thought that he would know where I lived freaked me out a bit and made me realize how 'real' all this was. He could have been a psychopath... I guess any of them could have been.

I committed myself to matching with someone that was a perfect fit - a sane person with a physique like I wanted or else it just wasn't worth it. So I kept searching and the thought of deleting the post disappeared.

A few more average e-mail responses arrived and a few from some guys I liked but the ability to meet wasn't going to work easily. One guy was perfect, but he didn't have the physique I liked. Hmm... I'm very selective. I laughed out loud at the thought.

My whole life I've had limited success with women but a day after I put on my sister's panties and have the confidence to make an advertisement seeking help from an actual man, now I've got a collection of men to sleep with. It was amazing how quickly I went from being lonely to feeling needed.

The next day the e-mails slowed, and it felt like I had to make my choice because I didn't want this opportunity to pass. As I was responding to one guy a final e-mail came in. He had the house to himself often and lived about 20 minutes from me. He was 6'2" and didn't give me his age but from his picture he was in great shape, slightly muscled, and little body fat. He was also completely erect with his shaft curved skyward and I believed him when he said he was a little over 7" long. I swallowed more frequently because I was salivating. The last one was a winner for me. He said that we have to be super discreet, because he has a family and a job that can't know about this.

He suggested we park in a distant spot from his house, get in a car together, and then he'd take me back to his place - I figured he had the same worry as me about keeping his address secret. I nodded and gave him extra points for sanity.

I truly thought about being with this man and wondered will this be the first guy to know my darkest sexual secrets? Will this be the first guy to see me in my sister's panties? Will he fill my asshole with cum? Will I be safe with him? Can I trust him? These questions swirled in my head as I responded to his e-mail and hit "Send."

The only e-mails I cared about were from my well-hung Stranger. We e-mailed back and forth until we felt comfortable to share phone numbers. Which yes - was super scary! I sent the first text to my Stranger:

Brett: Hi, is this who I think it is? ;)

He replied almost immediately.

Stranger: Yes, hey there! Thanks for contacting me it's great hearing from you ;)

Brett: Of course lol. By the way what should I put you as in in my phone?

Stranger: You can put me as James, that's my name :)

Brett: Hi James, :D

James: Hey lol! What's your name?

Brett: Brett!

This short and cringey conversation started everything and was our first and last PG-rated conversation. We were super playful to each other, and I thought it was cute. It was clear from every text we were super horny for each other. Seeing his text notification sent my heart racing and my hand reaching for the phone. As we waited for an opportunity to meet, tension built, and we discussed what we would do when we finally met.

A small part of me still had a tough time believing I would follow through with it. What things in reality are better than you imagine in your head? What if he saw me and just wasn't interested? What if he was dirty, or ugly, or lied about himself?

With so many unknowns, should I really do this?

It was scary in my head. But I made one promise to myself, that I would prepare myself as much as possible so later when I decide if I will follow through, that I have no excuses. No reason to turn back. My goal was to make myself as sexy as possible so that I wouldn't worry about him not liking me.

I was going to wear the baby-blue thong I borrowed from my sister Valerie's dresser that emphasized my white ass. But I had to borrow from her again. A hand mirror, Venus branded razors, and moisturizing shaving gel from under her bathroom sink. I carried the items back to my room like a thief. Critical equipment to prepare for fucking.

In the privacy of the shower, I laid on my back with my legs spread wide. The hand mirror stood near the tub drain to get a better view of myself. I placed a dollop of moisturizing shaving gel on my asshole and rubbed gently watching the fine hairs around my ass become coated in foam.

The Venus razor had a gel handle making it easy to grip the pink handle even when water from the shower splashed. I shaved myself completely removing whisps of hair from my asshole, balls and penis until I was completely smooth. My skin truly was bare. I glided my hand to feel how smooth I was. It made me feel even more vulnerable.

I made a homemade enema from a plastic water bottle to clean myself. I carefully tilted the bottle filled with lukewarm water until its mouth pressed against my asshole. Gently squeezing the bottle made the water disappear as it flowed inside me and making Glug, Glug, Glug sounds. The mirror reflected my curious face as my stomach began to grow slightly. I held the water in until I grew weak. Rinse and repeat, until my dirty boy asshole became a perfect girly fuckhole.

My asshole gaped slightly and rouged from the attention it received while being cleaned. I spread my legs wide and grabbed the razor again, this time holding it upside down, with the gel handle pointing towards my asshole and pushed firmly. The pink handle penetrated my vulnerable ass until the word Venus written in cursive wasn't visible. Resting deep inside my fresh fuckhole.

In this position I reached for the phone and texted James.

Brett: I'm fantasizing about wearing a pair of my sister's panties that I got from her bedroom. I hope you like them. They're baby blue and super cute. I can't stop thinking about showing up at your house and seeing your face lol...

I relaxed my head on the tub's edge and felt my asshole grow comfortable with being filled. My phone vibrated and went BzzBzzz.

James: That's so fucking hot. Just imagining you all horny searching through your sister's clothes is turning me on right now. Did you find anything else in her room to practice with? ;)

Brett: Hell no! LOL! I drew a hard line at borrowing her panties! Let alone borrowing a vibrator!

James: Haha no worries, I can get you one sometime lol. I keep getting hard thinking about our first time together. ;)

Brett: Oh my god me too... what do you want to do when I'm there?

James: I'd love to make out with you a bit and then drop your pants and inspect your smooth body in your sister's panties and taste every part of you. I'll get you on the bed and warm you up and stick my cock deep into your asshole and we can make love together.

In the tub my penis grew stiff. My ass gripped the pink handle tighter. With legs spread wide, I pushed the handle in and out of me slowly and used my other hand to respond back.

Brett: That sounds so fucking hot!! I'm a little nervous about my first time so you may need to take things slow. But I do REALLY want you to pump me full of your hot sticky cum straight into my virgin asshole and mark me as yours forever. <3

James: Oh my god I would love to watch your face as I fill you with my cum. Fuck, we need to meet up really soon. And I understand it's your first time, I'll guide you as we make love sweetheart.

My asshole twitched at reading the word sweetheart. It made me feel so girly and young. A flash of pink and the word Venus kept disappearing and reappearing in the mirror's reflection as I fucked myself faster.

Brett: Thank you <3 I appreciate you being so sweet. I really want to learn how to please you.

James: You're so innocent and inexperienced it's fucking HOT. I want to blow your beautiful dick and feed you your virgin cum while we make out. But only if I get to swallow some too. ;) Just imagining doing that is getting my dick hard lol.

Overwhelmed with images of James fucking me and sucking the cum out of me was too much. I texted him one last time.

Brett: I can't wait daddy.

I dropped the phone and used my left hand to rub myself as I fucked my ass with the pink handle until strings of 19-year-old cum sprayed over my chest and up to my neck. My body shook and moaned with pleasure.

I got myself dirty after spending so much time cleaning up. Gently, I removed the pink handle from inside me seeing the name of the Goddess of sex and fertility written in cursive on the toy I used to fuck my ass. I caught my breath and saw James texted me.

James: Let me look for a time as soon as possible. Talk to you soon sweetie.

We talked every day about what we wanted to do with each other and how badly we want to see each other. It made me feel loved. It wasn't lost on me that I was talking very casually about taking his 7-inch-long dick in my ass being filled with his cum like I was an actual porn star. In reality, I was just an expert in writing about these things in my stories. It still felt natural talking to James like this even if I did need training.

Part of the training was James sent links to a porn website that showed smooth boys having sex with older men. The boys had long hair like mine and their faces flushed red while being fucked in all kinds of positions by strong men. Their small penises were either erect, suggesting how clearly turned on they were, or remained flaccid even while being fucked in the ass. I thought both were really cute and wondered how my penis would act when we finally meet.

The boys looked so small riding the cocks of men that would be close to their father's age. I was amazed by their ability to repurpose their body to please superior men with bulging muscles and unending demands. How did these boys' bodies not break from the huge cocks inserted into them? How come they never complained? It seemed almost impossible to reach that level of being a sex object.

I scrolled further down the page and saw a block of text to introduce the website.

"From basketball practice or working at the golf course, these smooth skin and impressionable boys seek attention from mature men. Desperate for recognition they seek to please using any and every part of their body. They never say "No," as they get fucked in nothing but their gym socks! Featuring new boys each week - watch as their white skin turns rouge from being roughly handled and their face flush red from ecstasy. We don't tell them they have daddy issues, but we know they do and benefit from it!"

This was James' secret desire. Young smooth boys who flush red from sex and whose soft skin rouge from too rough of grabbing, spanking or fucking. He shared his secret that he kept hidden from the rest of the world. We both shared a secret.

Then the day came that I had been waiting for. My phone went BzzBzzz.

James: I finally have the house to myself this Saturday how does that work for you sweetheart? Are we still good with you parking in the neighborhood around 5PM for a pickup ;)

All of this was an out of body experience. I thought "I should back out of this crazy shit and go back to living a normal life." I did not feel like myself imagining this leaving my mind, leaving my stories, and becoming real... it seemed so unnatural, so unlike me.

My hesitation grew. How should I respond to his text? As I stared at his message. I thought for a second about how easy it would be to block his number and just move on with my life. I got enjoyment already from texting him. I came several times from the website he sent me. Isn't that good enough? My hesitation was interrupted by my phone vibrating again.

James: I hope this inspires you, Brett. Only look at if alone LOL!

I pressed Play on the video. It began with the face of a boy looking up into the camera after clearly being decorated with the cum from multiple men. His expression was of total complacency as the cum on his face began to dry. His young blue eyes searched the room, and his body language clearly indicated that he was available to sexually provide for any man that needed more from his tiny frame. As the satisfied men ignored him, he kneeled quietly and began to clean his face using a finger to scoop the white cum into his mouth before swallowing and slurping on his fingers.

Dumbfounded, I wondered where are his parents while their son is treated like a whore? What would his sister think that men use him like a pathetic set of holes to cum in without worrying about pregnancy? Did he worry about how humiliating it would be if his friends saw videos of him fucking men?

"I thought boys were supposed to grow into big, strong men?" I asked the empty room.

The cameraman zoomed in close on the young face still glistening with the genetic material from multiple men. The boy smiled softly and genuinely into the camera.

"Wow you're special, aren't you?" the man holding the camera joked with the boy, but it seemed like he was replying to my question.

I felt inadequate compared to the young pornstar that James sent me. He had so much more sexual experience than me, using his hands, mouth, and asshole to satisfy men without hesitation. His hairless body was in perfect shape, a tight butt and tone thighs made him have a woman's curves from the waist down. He also had a state of complete submission that allowed him to satisfy the sexual demands of the most challenging men.

Can I transform my body and mind to satisfy men? A jealous feeling formed inside me.

I want to make dominant men reach sexual climax. I want my face to glisten with their seed as I smile satisfied with my work. I want to be a sex object too.

Coming back to reality, I finally texted James back. Stabbing the buttons on my phone.

Brett: 5PM this Saturday, I can't wait!!! <3 <3 <3

A Song for Sissies Ch. 03

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