College Chronicles Ep. 15 Pt. 01

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

"I wonder what your fam would think if they heard us... bet they wouldn't be mad... think their little boy is... laying pipe... How do you think they'd react if they knew YOU were getting railed?"

As if to make her point, she lifted her head and let out a loud moan.

"Ohhh, Saaaaammmmmm..."

It was actually in a low speaking voice, but close to my ear and in such nighttime quiet that it seemed like a shout. I went to lift myself up in panic, but her hands were on my shoulders, pushing me down, and she picked up her pace a little, driving me into the bed.

Jaxx had fucked me with long strokes, pistoning his length in and out of me. Cindy was taking a different approach, staying buried deep inside, grinding and wiggling in my hole to stimulate the base inside of her. Pushed down under her thorough exploration, I could imagine the wide grin on her face, rubbing it in, dominating me like she'd promising, making me her bitch.

Helpless, skewered... there was no use in fighting, she'd won. So I gave in to the rising; the bubbling cresting pressure deep inside me that urged me to rock back in to her, help her reach my deepest crevices. I gripped the mattress tightly, for moral support as much as to provide leverage to arch my ass up and out for her. She noticed the change, and pointed it out in my ear.

"I fucking knew it... You want it so bad... You're made to be a sissy..."

My moan of shame was muffled by my gag and the mattress as I tried to sink into it. But I couldn't escape her cruel, inflaming words, or her driving, grinding plowing. Then she put one hand on the back of my head, threading fingers through my hair.

Then she yanked my head up, and her cock rubbed a spot deep inside me, the feeling overwhelming all of my senses. Explosions went off behind my eyes; I was vaguely aware of my muscles contracting, limbs spasming, but moreso her thick presence in my asshole. I must have made a noise-- Cindy fell forward, hand clapping over my mouth, still pulling my hair, still grinding away.

I could vaguely feel my clit leaking into my pillow, but it was an afterthought to the incessant pleasure of her defilement. Incessant was the word, because like always my finish wasn't hers; well after my pathetic dribble was spent, she kept fucking me, deeper and deeper into my bed and my own mess.

As she went on she lost her composure, stopped speaking in my ear aside from occasional grunts, hisses, and garbled curses when she leveraged herself particularly well. But she had said enough. I couldn't shake how inescapably right she'd been, her intent achieved. She'd ruined me, demolished any last facades of virginal innocence. I'd tried to keep grip on my 'before,' reserve space for Sam no matter how token or artificial. But it had been futile. There I was, whimpering like a bitch in my own cum, fucked near to tears as she kept rutting me from Sam to Sami, toying with me in my most private space, always secure before. I knew; there was a new security, one that came from Jaxx and Cindy and the undeniable truth that was creeping up me like vines, more apparent each time I looked. I was Sami. I'd been flirting with that new, simpler life for months. But it was time to take the plunge.

When Cindy's noises became less aggressive and a shiver ran through her body, I knew she was close. I was just starting to feel my own second rising when she moaned definitively. Her hands landed on either side of my head as she lost herself in grinding, working her own g-spot until she bucked on top, unable to control herself. Her movements began to slow before my second crest, and I was a little tempted to urge her on, push back and beg for more... but I knew better than that, held my tongue and my body still as she slowly came to rest.

Even Cindy at rest was a whirlwind, and as she lay on top of me she gave my neck long, lingering kisses that made it even harder to resist my naughty desires.

"FUCK baby... you're too fucking hot..."

I tried to respond, and realized my panties were still in my mouth. Pulling the damp lump of fabric out of my mouth, my brain couldn't catch up with my mouth, especially with her hard dildo still lodged inside me.

"Ufff... I... Ughh, Cin..."

I was trying to ask her to get off of me, and though I couldn't verbalize it, she understood, sounding surprised too catch herself lagging.

"Wha... Oh! Yeah."

She crawled off slowly, sliding across my sweaty skin, but I was more concerned with the feeling of her large cock vacating my anal cavity. The thick head caught at my sphincter, and I gasped, barely holding in a cry of surprise. Then she pulled again, and with less effort she was out.

I lay in shell-shocked stillness as she reoriented herself lying at the head of my bed. After a minute, she tapped me lightly with her foot, and I jumped before looking to her, wide-eyed.

"Hey, go clean up."

"B-but..."

I couldn't say the words. 'But didn't you just fuck me? But what if someone sees? But what if they know?' She knew every anxious thought whipping through my head, banished then with a wave of her hand.

"Use a towel, silly! Just relaxx. It's YOUR home, Sami!"

They were just words, but the gentleness in her voice was like silky smooth balm to my soul, soothing me. She was so confident, so reassuring, so right. She'd defiled me, and it had been okay. I was Sami. I was where I belonged.

"Okay."

And it was okay. I went to the bathroom, cleaned myself, made it back to the safety of my room unexposed. Cindy,also in a towel (and minus her fake cock) followed. Lying in bed waiting for her, I felt strangely at ease. I looked around the familiar room at my old posters and toys and collectibles; everything felt right. Nothing had changed, and everything had changed. And it was all okay.

When she was back, she took her place next to me on the bed, and that felt right too. We lay in silence for a second, before she turned, threw a leg over me, and cuddled in close.

"So, your dad is kind of a dick, huh?"

"What?"

It was the absolute last thing I expected her to say, my mind far from thinking about my parents. But she continued with some passion, as if she'd been thinking about it all night.

"I mean, he didn't say hi, didn't ask you how college was... like... He barely even looked at you."

I couldn't help but snort in stifled laughter, relieved she'd seen the same thing, glad to find my early worries totally wrong. She gave me a puzzled look, and I tried to answer, but struggled.

"Oh... I'm sorry... It's bad..."

"Come on, tell!"

"Well... I was... A little... little worried... You might... Uhm... like him..."

She gave me another weird look, clearly not understanding what I meant.

"I mean, he's fine, but--"

I cut her off, trying to explain without saying it explicitly.

"--No, I mean... I mean... Like, like him..."

"Oh. What? Ew. No offense."

Her face twisted into a exaggerated look of horror, and I couldn't help but laugh, more from relief than actual comedy.

"No... None taken... He is a dick."

"Right?... You should tell him that."

"What?!"

But she continued unabated at my surprised question, flowing freely into a separate, related topic.

"Your mom though... I definitely 'like like' her..."

A touchy subject; one that didn't sting too much, but was a good reminder to call it a night.

"Oh my god, Cin. You're so bad!!"

I spun over and snuggled close, and she left it alone, spooning me until I fell asleep. I couldn't have known how right I was, and how Cindy would push me even further before we went back to school.

PS- Keep an eye out for part 2 of episode 15, in which Sami will have a couple shocking confrontations with her past.

Please rate this story
The author would appreciate your feedback.
  • COMMENTS
Anonymous
Our Comments Policy is available in the Lit FAQ
Post as:
Anonymous
13 Comments
AnonymousAnonymousover 1 year ago

OMG!!!! I want I NEED GEMIE MORE!!!!!! PLEASE!!!!!!!

Smutwriter238Smutwriter238over 1 year agoAuthor

😂 ikr?! You'd think after 100k words there'd be a preferred fast pass 😜

RopeFan2RopeFan2over 1 year ago

verification process on the next chpter kills me every time

Smutwriter238Smutwriter238almost 2 years agoAuthor

Thanks so much for the views!

It's so validating that people like Cindy; I also really love the 'secret life of girls' bits where Sami experiences a whole different side of life. You're definitely right, there's more where that comes from!

As for current progress, it's going well! Sami is attending a New Year's Eve party, which is flowing easily, but there's a lot to it. I'm hoping I'll have it finished in about a month, but I definitely can't make promises. Hope you can be patient, I'm feeling like it's one of my best yet.

AnonymousAnonymousalmost 2 years ago

any update on the next chapter?

Show More
Share this Story

Similar Stories

To New Beginnings Ch. 01 Stephen joins a gym and gets assigned a personal trainer.in Transgender & Crossdressers
Better as Riley Ch. 01 Ryan discovers everything is more fun as Riley.in Transgender & Crossdressers
My New Trainer Workouts will never be quite the same.in Transgender & Crossdressers
To New Beginnings Ch. 05 Stephanie completes her transformation.in Transgender & Crossdressers
Conditioned by My Girlfriend Young man starts getting feminized by girlfriend.in Transgender & Crossdressers
More Stories