u/TediCD

I bought a six inch white dildo. I'm not size queen, so 6 inches is enough for me. I fantasized that he's my boyfriend. We took a bubble bath together. I blushed as my limp clitty was so tiny next to his cock. I proceeded to suck and deep throat his gorgeous cock for 30 minutes. Then he lubed me up and slowly, gently entered my pussy. After a few minutes my pussy was loosened up and I rode his cock like a cowgirl . I was on the edge of a sissygasm but did not cum.

We moved to the bedroom as I slipped into a hot pink g string. He sat on the edge of a bench at the foot of my bed. I backed my ass down onto his hard cock and grinding on his cock for another 30 minutes edging so close multiple times. I was moaning like a girl as he cream pied me. I was exhausted and fell asleep feeling his big load oozing out of my pussy.

But we weren't done. He woke me up and demanded a blow job. I sucked and deep throated him, gagging a few times. But I was getting better at taking his cock down my throat. His cock was so slippery with my drooling saliva. My little clitty was now hard as I got so excited at deep throated. I was so close to the edge as he filled up my wet mouth with his massive load. I fell asleep with the salty, tangy taste of his cum in my mouth.

He woke me in the morning and ordered me to take a shower. He joined me, of course. He whispered in my ear I'm going to fuck a sissygasm out of you slut. I bent over, grabbing my ankles as he pounded my pussy hard and fast. I was screaming in ecstasy. He pulled me up to stand and reenter me. He pinched my nipples gently at first as I grinded on his cock. I was getting closed. I screamed, "I am a sissy! I want to cum so bad." He pinched my nipples harder and thrusted harder. My limp clitty was flopping as I reached that euphoric state as clear cum spilled from my clitty. I continue spilling cum for minutes as he cream pied me again. Finally, I had my sissygasm.

I love my dildo boyfriend.

He never complains

Always hard, willing, and able

Gives me multiple sissygasms

I have a few days alone this week, so I've been quite busy with sissy tasks. Here's what I've completed. Did a shopping spree and bought a whole new wardrobe that included wigs, bras, tops, skirts, athletic wear, shorts, panties, loungewear, pantyhose, stockings and heels. Didn't even get embarrassed returning a skirt and shoes that didn't fit. My pussy has been plugged all week. I'm wearing panties every day. I practiced my makeup - I still need more practice. I did a dress up session in different outfits and took some pics. I had some fun, girly chats with other Reddit sissies. I took a bubble bath and shaved my lady parts. I did a foot scrub, and now my feet are very soft. I wore my pink leggings and matching athletic bra while doing my Peloton girly strength exercises. That's about it for now.

What other sissy tasks should I try? Here's a few that I'm thinking about. Purchase a chastity cage. Paint my toes. Watch sissy hypno. Try to give myself a sissygasm. Chat with some alpha males. Post on r/sissypersonals (not sure if I'm ready for irl meet up). Are there any other suggestions?

How do you think I'm doing so far? What grade would you give me? And thanks for reading.

🩷🏳️‍⚧️ Sissy Tedi 🧜‍♀️🩷

Lately, I've been getting into leggings & athletic bras. Love all the colors (especially pink, ofc) and the tight fit. Do you girls love them too?

Do you have a favorite female celebrity that inspires you? Somebody you try to emulate in style and manner. Mine is Mariah Carey. I love all her looks throughout her career. Her girly looks of the early 90s, the sexier Butterfly Era, and today's diva glam almost draq queen style. The wigs. The gowns with slits down the side, revealing gorgeous legs in sexy high heels. So sissy sisters, does any female celebrity inspire you?

Into the fog again

Same old pink it was back then (apologies Alice in Chains)

It's been a long hiatus from crossdressing but this evening, I'm wearing sparkly, black fishnet pantyhose with a matching crop top. Feeling girly as I dance around my bedroom to Mariah Carey. It's so fun embracing the pink fog. Sissy Tedi is out for a night. Well, back to making beds and other chores. So far, I'm being a good girl 💋🧜‍♀️💋

I always liked calling my asshole either asspussy or rear pussy. Some like bussy, but that's really for gay boys. Sissies are not boys. So should I call it my "sussy"? It does have a connotation of suspicious or suspect. I kinda like that, though. Anyway, any other thoughts sissy sisters?

my Master

i am alone, i wait for U

Waxed head to toe

Smooth sissy for my Master

Polish my nails bubblegum pink

Naked, only a flat, metal cage

Hides a limp, baby soft clitty

Delicate foot dips in a sudsy bubble bath

Scrub, squeaky clean body

Douche my rear pussy

Spray sweet perfume on moist skin

All for U, my Master

Blonde bob wig rests on my head

Ten pretty toes peek from silver wedges

i'm ready for U my Master

Cute, girly, the way U like

Door opens, my Master is Home

He is pleased, STAND He orders

i twirl, dance for Him

Gifts a pink collar around my neck

Controls me, Owns me

Locks me in his Masculine aura

Obey every wish, command, desire

i'm here to serve U, my Master

All my thoughts are about U

Take my body

my heart

my mind

my soul

they belong to U

my Master

I drive to the motel, and on the way, I notice a nail salon, so I decide it would be fun to get a mani/pedi. I’m sure this will please Sir M and me as well. The young Vietnamese girl giggles as she applies baby pink polish to my toes and fingernails. She suggests french tips would look very pretty on my toes.I agree to her recommendation. I’m a little embarrassed but also feel strangely relaxed, calm.

I leave the salon. continue my trek to the motel and check in to my room.I place my bag on the king-size bed and open it. It’s like opening a treasure chest overflowing with panties, bras, stockings, pantyhose, heels, wigs, skirts, tops, corsets, breast forms, jewelry, makeup kit, and dresses. It’s already past 6 pm, so I start prepping for this adventurous evening. I give myself 3 soapy enemas, so my bussy is squeaky clean. I put on my headband and start doing my makeup in the bathroom mirror. I apply concealer. light powder and cream blush. I use a violet eyeliner to make my big brown eyes pop. It does. I do a blend of violet & charcoal eyeshadow to give my eyes that dreamy, smoky look. I apply false eyelashes and heavy mascara. Finally, I put on a cherry red lipstick and add lip gloss that give my lips that wet, whore look. I snugly pull on an Auburn wig that nicely flows down past my shoulders. The auburn color flatters my brown eyes and complexion. I stare at myself in the mirror. I’m a Tedi. Sir M’s obedient sissy slut.

I walk to the motel bedroom, take the smallest anal plug and insert the amethyst jeweled plug into my rear pussy. My tiny dick is still locked up in the metal chastity cage per Sir M’s instructions. I slip on a pair of silver, strappy heels. I admire how pretty my pink french tip feet look so feminine in heels. I gaze again at myself in the bedroom mirror. I see a tall (I’m over six feet in heels), sexy sissy in the reflection naked in heels. My clitty throbs but is restrained by the metal cage slightly painful but pleasurable. An odd new submissive feeling envelops my spirit. I’m titillated thinking of giving myself up to a strong, alpha man like Sir M. I slide into a matching fuchsia bra and thong panty set. I insert my breast forms into the pockets of the padded bra. I have boobies. What an incredible feeling! I get goosebumps feeling the lycra stretchy fabric of the thong & bra against my skin. I slip on a pink, plaid micro miniskirt and a tight white blouse. The top is cropped and shows my smooth, flat tummy. I definitely look the part of a slutty schoolgirl just as Sir M requested. I take pics in different poses and send them to Sir M.

It’s 8pm. I turn on my webcam from my laptop and begin a Zoom session with Sir M. I pose for him. He tells me to twirl around and dance for him. I obey. I am very flirty, girly dancing for him. I am lost in the pink fog and ready to please this strong masculine man. He tells me he is very pleased with my smooth sissy body. And loves that I got my nails polish. He tells me I’m a good girl, and asks if I'm ready to be his sissy, slut for the night. I nod my wigged head .enthusiastically. I’m bursting with excitement wondering what Sir M has planned for me.

“Bend over sissy! And spread your ass cheeks, ” commands Sir M. His voice is louder, stronger more authoritative like a high school gym coach.

“Very cute, Sissy! I like the purple color but you are going to have to do better than that. Put in a bigger plug now!”

“Yes, Sir M,” I stutter sheepishly.

I obey and insert the medium size anal plug for him. He instructs me to suck one of my dildos. He’s getting more demanding, as he asserts his dominance over me. I grab an 8” white flesh dildo and stick the suction cup of the dildo on one of the motel room walls. It dangles waiting for me. I kneel down before this dildo and start licking, sucking it as Sir M watches me. I pretend this dildo is Sir M’s cock. I feel vulnerable, anxious, but extremely sexually stimulated as I perform a dildo blow job.

“Spit on it! Get that cock good and wet with your sissy saliva!”

I obey Sir M. I spit on the dildo. I suck it deeper. The dildo is now very wet in my drooling mouth. I continue to tightly suck it with my whore, red lips. This blow job goes on for 15 minutes when Sir M tells me to stop. He tells me to login to Reddit and look at r/sissypersonals. I obey and see a post with revealing pictures of me. The post reads “Slutty Sissy all dolled up in a motel room. Ready to please men orally and anally”. I get real nervous. Has this gone too far? I thought he was joking about whoring me out to other men. Sir M tells me several men have already responded to the add. He demands my room number. I pause and ponder whether I should do this. I’m so turned on but also scared. He senses my hesitation and raises his voice.

“Your room number, slut! I got one horny, eager guy with a big load ready to come over now!”

I acquiesce and tell Sir M my room number. While I nervously wait for the guy to arrive Sir M tells me to put the biggest plug in my bussy. I comply. He laughs wickedly.

“Let’s get your sissy ass ready for a good pounding! I want a full report when you are done”. He ends the Zoom call.

About 30 minutes pass which seems like an eternity when I hear a knock at the door. My heart and head are pounding as I teeter slowly in heels to answer the door.

To be continued in part 3.