Trans School

Trans School: Daughter's Initiation

Summary: My daughter and I get LOTS of trans cock.

Note 1:Thanks to Tex Beethoven for rejuvenating this old story and illustrating all the parts. Sadly, Tex passed away before any of this series could be released. As such, this entire series is dedicated and a homage to his legacy.

Note 2:This is the fifth part of a planned marathon series about my adventures at Chateau Johnson School for Girls in southern California.

Note 3:While I do hope to continue this series, it will without illustrations although there were some made and saved for later in the series... alas the new policy will prevent that.

In part 1, A TEACHER SEDUCED, I relocate from Canada to teach at a private school in extremely rural southern California, where I gradually unravel a secret... that the students are all trans. The cat is finally let out of the bag when I'm seduced by the virtually all-powerful trans Headmistress, then learn that as a result, I've just become the Bottom Slut to all my fellow teachers when I'm used by their former Bottom Slut. I then have a romantic-ish encounter with Amanda (the Headmistress's (very) personal secretary) Amanda, (where I get to do the fucking for a change, because she's even more submissive than I am), and Chapter 1 ends with my submitting to Nicole, the school's most dominant student.

In part 2, COCK WORSHIPPING, I am initiated by the senior trans students in a marathon suck and fuck session that lasts all day.

In part 3, COLLEGUE WORSHIP, I am initiated as Bottom Slut by the entire female teaching staff, in a lengthy lesbian sex-fest.

In part 4, DAUGHTER'S ARRIVAL, my daughter flies from Toronto to come check on me thinking I have been acting strange where Headmistress Alexis explains my secret past and the secrets of the school before initiating her like she had me. I then am beckoned to the office where I cross the line of incest and end up being my daughter's pet and watch her lose her anal virginity.

NOTE: This was the chapter Tex and I were working on when he passed away in October 2024. As such, this will be a unique chapter as I am going to leave in the photo requests where I hoped Tex would later have illustrated plus keeping the illustrations that had been created before his passing.

NOTE 2: With the Literotica change in policy before this was released, there are two versions of this story. The non-illustrated presented here and the half-illustrated that you cane get from emailing me.

And now Daughter's Initiation:

Continuing immediately at the end of Daughter's Arrival....

Leaving the office, I decided to introduce Amanda and my daughter properly. "Tiffani, I'm sure you have already met Amanda."

"Yes, I have," Tiffani said.

"But, I would like to introduce her as my girlfriend," I said.

"You have a girlfriend?" My daughter asked.

"I do," I said, walking over and giving Amanda a quick kiss... both of us wearing a creamy load of cum... well, I was actually wearing two if I am being accurate.

PIC REQUEST 1: ME KISSING AMANDA BOTH OF US WITH CUM ON OUR FACE AS MY DAUGHTER WATCHES; IM STILL IN WHITE NYLONS.

"You continue to keep surprising me," Tiffani said, with a sly smile.

"Well, I am full of surprises."

"And so fucking hot," Amanda said, kissing me back.

"You two are like two high school teenagers," Tiffani teased, finding watching her mother making out with another woman quite hot.

"Well, I just can't get enough of your mother," Amanda said, cupping my ass.

"Oh, you're so sweet," I said, loving the attention Amanda continued to give me.

"You two are adorable," Tiffani said.

"By the way, in a crazy sense of irony, having just met your daughter, my parents are coming to visit tomorrow," Amanda said.

"Oh, my, do they know about me?" I asked.

"Yes, my sister has a big mouth," Amanda said.

"And a big dick," I joked.

"Mother!" Tiffani gasped.

I shrugged, "There are no secrets here."

"So you have fucked your girlfriend's sister?"

"It was actually a threesome," Amanda asked.

"So you're into incest too?" Tiffani asked.

"It's a family thing," Amanda said, revealing to me for the first time, I sensed that her incestuous relationship may be more than just sibling play.

"Have you fucked your mom?" Tiffani bluntly asked.

"Many times," Amanda replied.

"Does she have a dick?"

"Tiffani!" I said. "Manners."

"What?" Tiffani said, "You said there are no secrets here."

"No, she has a pussy," Amanda said, before wickedly adding, "although she prefers it in her ass."

"Oh my," Tiffani said, "anal seems to be all the rage here."

"It can be," Amanda agreed.

"Are your parents still married?" Tiffani asked.

"They are."

"Does your dad fuck you?"

I sighed.

"What?" Tiffani asked, "just trying to learn more about your girlfriend you have not once mentioned."

"You brat," I said.

"Yes, our family shares everything," Amanda said, looking at me. "I'm sorry, I should have told you this before now."

"I just got fucked by my daughter, and assisted her in getting her anal cherry taken," I said, "so I am not one to judge."

"Although you haven't eaten your daughter's pussy yet," Tiffani pointed out.

"Jasmine," Amanda said playfully, "you haven't eaten your daughter's sweet ripe pussy yet? What kind of mother are you?"

"Well, it was on my list," I said.

"Tiffani, hop up on my desk and let your mother rectify that issue right now," Amanda said.

"Okay," Tiffani agreed, hopping on the desk and spreading her sexy nylon-clad legs.

"You want to watch your girlfriend eat her daughter's pussy?" I asked, even as I moved to her spread legs.

"Yeah, I want to see you lez out with your hot daughter," Amanda said.

"Eat my pussy, Mommy-pet," Tiffani ordered when I was staring at her pretty pink peach.

"Yes, Mistress," I replied, before I began to cross perhaps the final inappropriate taboo sin I could as I began licking my daughter.

"Mmmmmm, yes, Mommy, eat your daughter's pussy," Tiffani moaned as I started pleasing her.

"Yes, baby, lick that pussy," Amanda encouraged, as she caressed my ass.

PIC REQUEST 2: STILL IN WHITE NYLONS, DAUGHTER ON DESK, ME EATING HER AND TIFFANI WATCHING OR CARESSING ME FROM BEHIND (NO DICK IN VIEW YET)

"Fuck her," Tiffani said.

"You think so?" Amanda asked.

"Yeah, but first let me see my mom's girlfriend's dick," Tiffani said and then added with a playful laugh, "not a sentence I ever imagined uttering."

"And yet you love it," I chirped in as I didn't stop my leisurely licking of my daughter. Like I said, I didn't ever seriously imagine committing incest with my daughter... none of my mom-daughter stories were about her. Sure, I did fantasize being either of my sister's submissive sluts and had written a couple of stories about them... but now that I had crossed the forbidden line I was more than comfortable with being an incestuous slut.

"Like you love my cunt, don't you, Mommy-slut?" Tiffani wickedly asked, really enjoying being able to swear and be so dominant with me.

"Yes, baby girl, your cunt is fucking delicious and I love being her submissive Mommy pet," I wickedly replied, using a sentence I was used to writing, not living. Plus, hearing my daughter use the word 'cunt' added to the overall nasty reality.

"Shit, that is hot," Amanda said, as she revealed her hard cock.

"Oh my, that is a nice cock," Tiffani said, "you are a lucky girl, Mommy."

"I am living the dream," I replied, continuing to lick my daughter's pussy and smiling to myself that this did all feel like a dream... the wildest most unbelievable dream ever. Sometimes reality was stranger than fiction... and hotter.

"Come let me suck that cock," Tiffani said.

"You okay with that, baby?" Amanda asked.

"Get that dick up here," Tiffani ordered firmly, "I'm in charge here."

"Y-y-yes, Mistress," Amanda stammered, quickly shifting into her natural submissive mode.

"Yes, baby," I said, without moving my face from my daughter's pussy, "obey my daughter."

"Okay," Amanda said.

About a minute later, Tiffani said, "What a great cock," and I looked up from between my daughter's legs and saw my girlfriend standing on the desk with her knees bent a little and my daughter now bobbing on my girlfriend's dick... in the most surreal threesome I could imagine being a part of (my second with my daughter in a matter of minutes)

PIC REQUEST 3: IF POSSIBLE ONE OF ME EATING MY DAUGHTER IN THE SAME POSITION AS THE LAST ONE BUT AMANDA NOW STANDING ON THE DESK WITH MY DAUGHTER SUCKING HER. FEEL FREE TO HAVE FUN WITH THIS ONE AND I'LL REWRITE LATER IF NEEDED.

For a couple of minutes, I licked; Tiffani sucked.

Tiffani then instructed, ending the leisurely moment of the threesome, "Now go fuck my Mom."

"Yes, Mistress," Amanda obeyed, as she got off the desk, which took a moment, moved behind me and slid her dick in my sloppy wet pussy without any foreplay or teasing. Clearly watching me eat my daughter's pussy while she got a blow job from my daughter had her turned on as fuck.

"Oh yeah, give it to her hard," Tiffani encouraged, as she watched me get fucked. "Destroy that pussy."

"Yes, pound me, baby, show my daughter how good you give it to me," I moaned, as she placed both her feet onto my shoulders and moved one up and down my back.

PIC REQUEST 4: PICTURE OF ME STILL EATING MY DAUGHTER, PERHAPS SHE HAS MOVED HER LEGS OVER MY SHOULDER OR ONTO MY SHOULDER TO GET A GREAT VISUAL OF HER SEXY TOES WHILE AMANDA GIVES IT TO ME FROM BEHIND. PS: COULD BE A DIFFERENT ANGLE WHERE YOU SEE MY FACE; OR A TOP DOWN VIEW. PERHAPS EVEN TWO PICS.

"Fuck, that is so hot," Tiffani moaned a minute or so later as I licked her while getting fucked good and hard.

"Get your baby girl off," Amanda encouraged, sounding like she was as turned on by the incestuous act as I was.

"Yes, Mommy-slut," Tiffani concurred with a moan, as I slid two fingers inside her pussy and began to finger bang her as I sucked on her clit. "Get your daughter Miiiiiistress off."

"Yes, Mistress," I replied, furiously finger fucking her while devouring her clit and tugging on it like it was a chew toy.

"Oh, yeah, eat that pussy," Amanda encouraged, giving me hard deep back shots.

"Oh fuck, yes, you nasty Mommy fuck toy," Tiffani moaned, her hands going to the back of my head.

"Make your daughter come," Amanda ordered, although not in a dominant way, but instead an excited one.

"Don't stop, Mommy-slut, don't you fucking stop," Tiffani demanded, her moans increasing and about to come.

"Come on your Mommy's face," Amanda said, really into watching the incestuous act right in front of her... really giving me a good dicking from behind making another orgasm rise inside of me.

"Yes, yes, oooooooh, Mooooooommy," Tiffani screamed, as her creamy cum flooded out of her and into my open mouth as I pulled my fingers out to catch the river of cream (hehe a play on words of Billy Joel's 'River of Dreams').

PIC REQUEST 5: A PICTURE OF TIFFANI COMING. COULD BE A SEMI-CLOSE UP.

"Oh shit, that is so hot," Amanda said, not slowing down with her deep pounding.

"So delicious," I said, in a lustful incestuous daze, lapping up all my daughter's cum as fast as I could even as my orgasm continued rising inside me.

"Isn't forbidden fruit delicious?" Amanda asked.

"So fucking good," I agreed, my orgasm rising from the good hard fucking and the naughty act I just performed.

"You should have been eating my peach years ago," Tiffani scolded.

"If I could go back in time," I said, regretting the wasted years of my own sexual desert.

"You will be fucking making it up to me," my daughter assured.

"Any time," I promised, meaning it as I knew I would obey any order my daughter ever gave me, like I obeyed every order almost everyone here ever gave me.

"Yeah, you will," Tiffani said, as Amanda moaned, sounding like she may come before I got to.

"Come in me, baby," I moaned, thinking that feeling her dick pulsate and fill me up would trigger my orgasm."

"No, don't you dare, I want that cum," Tiffani said, before she gently pushed me back, got off the desk, dropped to her knees and said, looking hotter, hungrier and more believable than any porn star, "give me that cock."

Amanda pulled out of me, and my daughter took the dick, slick with my pussy juices, into her mouth and bobbed.

I stood up and watched as my daughter sucked my girlfriend; like submitting to my daughter, watching her suck my trans girlfriend right in front of me was not a concept I ever imagined being a reality. Yet, here I was.

PIC REQUEST 6: TIFFANI ON HER KNEES (CUM STILL ON HER FACE) SUCKING AMANDA WHILE I WATCH (NOW STANDING).

It was only a couple of minutes of deep throat cock sucking, my daughter as good as me at sucking cock it seemed (was that a hereditary trait passed down from mother to daughter?) before Amanda warned, "I'm about to come."

Tiffani didn't slow down and with cum on her face she swallowed my girlfriend's load.

"Fuck," Amanda groaned, as she unloaded in my daughter's eager mouth.

Once spent, Amanda pulled out and my daughter stood up and said, "I took a load on my face and on my back but God I was craving a creamy load in my mouth."

"Well, now you have it," Amanda said.

Headmistress Alexis came out a moment later and said, "Nicole is waiting for you back in your room, slut Jasmine."

"Okay, Headmistress," I nodded, still quite horny since I had just committed a wicked sin and got fucked good, but Amanda pulled out before I could get off.

"Hurry there," she said, before adding, "and Amanda come see me once you are free."

"Yes, Headmistress," Amanda nodded.

"Oh, shoot," I said, noticing a rip in my left nylon. "I got a tear."

"Why don't you put on a purple pair like your daughter and look like slut twins," Amanda suggested, going to the cabinet of hosiery.

"That's a good idea," I agreed, as I pulled off the white hosiery.

Amanda grabbed a new pair, handed me the package and said, "Have fun."

"I imagine I will," I said, Amanda kissed me and headed to Alexis's office. I called out as she disappeared into what was likely a good fucking, "you too."

"You two are absolutely adorable," Tiffani said, as I sat down and put on the new pair of purple stockings.

"You think so?" I asked, now that we were not in the throes of passion and lust we could have a real conversation.

"You are completely enamoured by her and she by you," Tiffani said.

"She is amazing," I agreed.

"So, she is okay with the whole fucking other trans?"

"Yeah, this is an open campus and our relationship is also open," I said, finishing putting on the first stocking. "I mean you just sucked her dick."

"True, true," she nodded, "and she encouraged you to commit incest."

'Yeah, we are in a wild real life version of Jasmine in Wonderland," I joked.

Tiffani laughed at my joke before asking, "Who is Nicole?"

"Headmistress's niece and a senior here who rules the roost," I answered, as I put the second stocking on.

"I see," she nodded.

"Yeah, odds are she is going to want to fuck you when she meets you," I said, unsure if Nicole knew my daughter was here or just beckoning me for a cum dump as she often did. There was no doubt I was her favourite as she never went more than two or three days before she used me in the evening.... besides my daily morning visit for a homemade breakfast sausage.

"Does she have a big dick?"

"Not as big as the Headmistress," I said, smiling at my daughter's question and the surreal reality of what was going on, "but she will give it to you good."

"Nice," she said.

"So, what made you come visit me?" I asked.

"Truth?" she asked.

"No, lie to me," I sarcastically said, standing up.

"I thought you may have joined some cult."

"What?"

"You were acting so weird and, oh my God," Tiffani said, a light bulb going on in her head, "were you getting fucked last time I talked to you on the phone?"

"Um, yeah." I admitted.

"Shit," she said, shaking her head. "It all makes sense now, but at the time I was super worried about your odd behaviour."

I laughed "So, you really came here worried I was part of a cult?"

"Well, it seems you are," she said, "just a really hot one."

"I never thought of it as a cult, but more an elite club of feminine exploration, self-discovery and sexual liberation."

"Look at you finding a positive in being a fuck toy."

"Don't you feel more liberated discovering who you are?"

"I feel better knowing who you really are."

"A slut?"

"A Mommy slut."

"I do like the term."

"And I like being a mother fucker."

"We better go," I said, looking at the clock, "Nicole is not a patient woman."

"Okay," Tiffany said and then complimented, "By the way, I like the new hairstyle."

"Thanks, it was time for a new look," I said, taking her hand and leading her out of the office.

"Well, it makes you look fucking hot," my daughter complimented.

"Thanks," I repeated, appreciating the compliment.

"So, you fuck all your students?"

"All the senior students, yes," I admitted.

"And all the teachers fuck all the senior students?"

"Yes," I nodded, as I took her to my classroom where my keys were, although I doubted I needed them at the moment if Nicole was waiting for me.

"That is so unbelievably wild."

"Yeah, I still have a hard time believing it," I admitted, hearing the crazy world I was living in coming out of my daughter's mouth, making it more real just how crazy it was.

"And the other teachers?"

"I'm bottom slut," I answered.

"Meaning?"

"I also am to obey and please every teacher on staff," I explained.

"Jesus."

"Yeah, I suck a lot of dick, eat a lot of pussy and get fucked all the time," I said, oddly feeling proud and little relieved to have someone outside of the school to talk to about my new reality.

"You may be the biggest slut in the world and also the luckiest woman in the world."

"I guess I am," I laughed, at what should have been a major insult, but was the truth.

QUESTION: WHO SHOULD THE TWO STUDENTS BE WHO FUCK ME AND MY DAUGHTER; FEEL FREE TO PICK OR SUGGEST.

NOTE: TEX NEVER GOT TO MAKE THIS CHOICE SO I DID.

"Who is this?" Aya, the black beauty, asked.

"My daughter," I answered.

"Shit, I see Headmistress Alexis has met her," Erin, a hot as fuck redhead, said.

"Yeah, she fucked all three of my holes including taking my anal virginity," Tiffani said, not at all ashamed to be naked in a hallway with cum on her face holding her mother's hand.

"Shit, she is a lively one," Aya said, walking to her.

Tiffani moved her hand under the dress of Aya and said, "Mmmmmmm, nice."

"So she is fair game?" Erin asked.

"I guess so," I said, "Headmistress didn't say she wasn't."

"And Headmistress already fucked her," Aya said, "so I think we can use her as we please."

"Please do," Tiffani said, dropping to her knees, taking Aya's dick in her mouth and beginning to suck.

"Shit, like mother, like daughter," Erin said, moving to me.

I dropped to my knees and took her dick in my mouth.

PIC REQUEST 7: OF BOTH OF US, ME NOW IN PURPLE STOCKINGS, BOTH WITH CUM STILL ALL OVER US SUCKING THESE TWO DICKS

"Yeah, indeed like mother, like daughter," Aya moaned.

After a couple of minutes, Erin said, "Swap."

They did. Tiffani looked at me and said, "This is fire."

"So, fire," I said, knowing what that term meant.

Soon, we both had a mouthful of cock again.