After just a few minutes of her hard girl-cock abusing my throat she pulled out and stepped back. The look of disappointment on my face registered with her immediately.
“We have all the time in the world, babe,” she said reassuringly. “Besides, I want to go get dressed for you — properly dressed.” I leaned forward and kissed her girl-cock on the head.
“Mmm, great idea, hon,” I said. “Let’s get dressed!”
Jaymie picked up her bag and headed to the bathroom. I started opening drawers in the living room area and pulling out the outfit I had selected — a plum bra and panty set that featured garter panties with an open crotch.
I stripped out of my drab clothes and reached for the bra first. It was a longline-style bra with padded cups trimmed in dark purple lace with a contrasting trio of vertical stripes, and a cross-crossed ribbon detail between the cups. I filled the cups with my fake boobies. I absolutely loved how feminine I felt with the added weight of boobs.
Next, I put on my pink “pussy” chastity cage. It had the word “SISSY” above the slit in all caps. A pink cage strap stretched around my waist. I loved the profile it made in just about any pair of panties, and to me, nothing said “sissy” more than this. I wasn’t sure how Jaymie would react, but I hoped it would help cement my plans for the rest of the evening.
I pulled my black Cuban-heel seam stockings up my legs. Without a proper mirror, I had to do a few gymnastics moves to make sure my seams were as straight as possible. The garter-panties had a panel of satin in front, also criss-crossed with a ribbon detail that matched the bra. Two bands of lace trimmed the front panel, and the rest of the full-back panty was the same dark purple as the bra.
The back of the panties had a wide, half-oval opening trimmed in lace and criss-crossed with more ribbon detail. My caged clitty was safely secured, but bending me over would reveal ample access to my true sex organ — my sissy pussy. I attached the stockings to the garters and stepped into my 4-inch black patent heels.
Finally, I stepped into a faux-leather red micro skirt. It closed with a button and zipper in the front and barely covered my stocking tops. My beige charmeuse blouse was a pull-on with short, flouncy layered sleeves and a sexy keyhole detail in the front. I suddenly remembered a mirror by the door and went to check out my appearance. Jaymie must have heard my heels clicking on the tile in the kitchenette.
“I’m almost finished, Stacey,” she called. “Why don’t you have a seat? I have a few surprises I want to share with you.”
“Your wish is my command,” I said. I sat down in the armless leather swivel chair in the desk area and waited. I turned toward the bathroom area, watching expectantly. I wasn’t disappointed.
She stepped out from the bathroom area, a stunning vision in black and white. Her perfectly made-up face looked fresh and clean, almost like she wasn’t wearing makeup. Her soft pink lipstick made me want to jump up and kiss her. Her blonde shoulder-length wig cascaded in gentle curls around her face. Her smile was electric.
She was wearing a white satin blouse with a leather-look pencil skirt in black that ended just above her knees. She was wearing stockings, but I wondered if they were pantyhose, stay-ups, or actual stockings. Her heels were lace-up platform “granny” boots with a zipper and two gold clasps on each side.
Her arms were behind her back, holding what I presumed to be my surprise. With her arms in that position, her blouse was stretched tight against her forty-inch chest. I had little trouble making out the outline of whatever black lingerie she was wearing underneath it. I could hardly wait to find out what secrets were under those clothes!
“You look amazing,” I said. “Perfect.” Her face flushed.
“You’re making me blush,” she said.
“It makes you look even cuter,” I said. I could feel a tightness in my cage. She pulled one hand from behind her back. She was holding a makeup bag.
“First, surprise number one. I’m going to do your makeup. You already look so sexy, babe, but I know how much you want this. I want tonight to be absolutely perfect!”
“Jaymie, I...,” I began. I could feel a catch in my throat. She shushed me with a finger. She revealed her other arm, this one holding an auburn wig.
“You’re always depicting yourself in your online stories as wearing an auburn wig. I decided I wanted to see the real Stacey.”
She spun me around in my chair and proceeded to fit a wig cap first, and then the wig. I could see a bit of my reflection in the hotel room window, and I was amazed at the effect just a wig brought to my visage. She pulled over the ottoman from the couch and then turned my chair again until I faced her.
She proceeded to apply makeup to my face, using everything in the bag — foundation, powder, and blush. She moved on my eyes — eye shadow, eyeliner, and mascara. My lips were last; she first lined my lips to give them a more feminine shape and then applied lip color. A few spritzes of finishing spray, and she was done. She chatted as she worked.
“I know that you wish you had more time to practice doing this yourself. I think we should get a few pictures together once you’re all finished. I can’t wait to ruin this makeup job!”
“Come on,” she said, standing up and offering me both of her hands to pull me to my feet. I was afraid I would tower over her, but even in heels, we were almost the same height. She held my right hand in her left and pulled me to the bathroom.
I was speechless as I saw my real inner self revealed for the first time. I couldn’t believe my transformation.
“Well, say something,” she said. I gaped.
“Stunning,” was all I said. A smile brightened her face.
“Well, I’ve always thought so,” she said, smiling wider.
“You, I, I mean, together... we, umm... we both look stunning,” I was babbling.
“Let’s get some pictures now,” she said. “I know the best way to stop you babbling is to kiss you, but I don’t want to ruin your makeup just yet.”
“Thank you,” I said. I hoped my appreciation for her efforts was conveyed in my voice.
We took a lot of pictures — pictures of each other in various poses, both sitting and standing, pictures together using a timer, and finally, we started to get very handsy with each other.
“I have a surprise for you, too,” I said. “Sit down over here.” I pointed her to the ottoman. I set my phone up to take a timed photo while she looked at me quizzically.
“Now close your eyes,” I said. When I was sure her eyes were closed, I pulled the item from one of the small pockets on the rear of my skirt. I set the camera and leaned over her, hanging a silver chain around her neck, but pausing for the camera with the necklace visible.
“Wait,” I said. I set the camera again and kneeled in front of her, just in the frame of the picture. The camera flashed again.
“Okay, now you can look.” Jaymie opened her eyes and looked down. Nestled between her breasts on a silver chain were the keys to my chastity cage.

“Hold the keys up,” I said, leaning over to set the camera one more time. The last picture was of her holding up my keys while I kneeled in front of her.
“Oh, Stacey,” she said. “You didn’t need to do this.”
“I’m your sissy girlfriend,” I said, smiling. “Whatever happens tonight, you hold the keys. I’m yours to do whatever you want with!”
She leaned forward, meeting me on her knees on the floor. She kissed me and I kissed her back. We had already kissed earlier, but this was completely different. It was hungrier. It was full on, girl on girl, open mouth, tongue chasing unbridled lust.
I could taste her lipstick. As we pressed our bodies together, I could smell her perfume. The feeling of our chests pressed together was intoxicating. The feeling of her satin blouse under my hands as we made out was bliss. I was in heaven. I could feel her knee sliding between my thighs, and I humped against her.
“Mmm, I can feel your pussy cage,” she said. “Is somebody just a little horny?”
“Not at all,” I said. “I’m a LOT of horny.”
“Well, let’s find something to take care of my horny little sissy slut,” she said. As she stood, I could see a bulge under her skirt. I reached out to rub it.
“Here’s something,” I said, squeezing her.
“I like how you’re thinking, babe, but that’s not exactly what I had in mind. Get up here on the couch. On your back.” As I crawled onto the couch and got myself situated, she walked back to the bathroom area. I ogled her with lust in my eyes.
“You look so fucking sexy,” I said. She was carrying two handfuls of sex toys and an economy-sized pump bottle of lube. I pulled my knees to my chest and spread my legs wide. “Is some of that for little old me?”
“Crotchless panties?” she said. “You went straight for slut, then.”
She dumped the pile of toys onto the ottoman and then reached over to stroke my ass. She squeezed and caressed it, causing me to moan involuntarily. She tugged my skirt up above my waist.
“Ohhh, yeah,” she said. “I have waited sooo long to get my hands on this ass.” She pressed a thumb against the jewel of my buttplug while her fingers rubbed my “pussy” in the front of my panties. I moaned even more. Her teasing hand withdrew, and then I saw the paddle in her other hand.
I recognized it immediately — it had been on my Amazon wishlist for over a year. Made of stitched black leather, it was about twelve inches long with a shaped handle and a wide head. One side of the head was smooth and flat. The other side had the word “SLUT” cut out of the surface with the letters in reverse.
“Oh, no,” I said.
“Oh, yes,” she said. She rubbed the smooth side of the leather paddle against my ass. “I know you’ve had your eye on this for a long time. I also know that your fear of what it would feel like has kept you from ordering it. You’re simultaneously turned on and afraid. But the most important thing I know is your biggest fear — that it will feel too good.”
“Jaymie,” I said. She cut off whatever I was about to say next.
“Pull your panties down and your legs back toward your chest.” She tested the paddle lightly against her calf. I wriggled my panties down my legs and did as she instructed. She started rubbing the smooth side of the paddle against my bare cheeks.
“Please,” I begged. She looked down at me with sympathy, but she had not stopped rubbing the cool leather against my ass.
“Please, what?” She paused. She could see in my eyes the turmoil in my mind. She recognized my decision before I could voice it. She turned the paddle over.
“Please mark me as your sissy slut,” I said.
They didn’t call it a “slap” paddle for nothing. The first stroke fell. With a resounding smack, my left ass cheek was on fire. Another stroke fell and my right ass cheek burned as well. She stopped and leaned the paddle up against my ass.
“Just a few pictures to memorialize this moment — to remind you,” she said. She grabbed her phone and took a few snaps. She set her phone aside and picked the paddle back up. “Besides, I don’t know how visible the word SLUT will be after I spank you a few more times.
“Since ‘Stacey Day’ last year, you have posted no fewer than thirty-seven sets of pictures to tease me. Now I don’t expect you to take that many licks of this paddle, so maybe let’s say one smack for every five sets of pics you teased me with; plus one for good measure.” She lined the paddle up against my left cheek.
“Be sure to count them out for me, babe,” she said. The first stroke fell.
“One,” I said. I could tell she wasn’t leaning into it, and I was grateful because that paddle really hurt.
“Let’s try again,” she said, lining up against my right cheek. She jingled my keys at me. “Try ‘Miss Jaymie.’” This time she hit me!
“Two, Miss Jaymie,” I howled.
“Interesting, I can still see the word SLUT each time. Pretty cool.” She lined up against my left cheek again. “Remember, dear, I said ‘let’s try again.’ This is one.” She smacked me a third time.
“One, Miss Jaymie,” I said through gritted teeth. She alternated with each butt cheek as she landed seven blows. I counted them each out. Tears were running down my face by the fifth. I was sobbing by the seventh.
“One more, babe. You got this.” She landed the last blow.
“Eight, Miss Jaymie,” I moaned my relief. I heard her taking more pics and felt her probing my stinging cheeks.
“Wow, it still says SLUT,” she said. I knew I had actually taken twelve total smacks of the paddle. She leaned in to me and caressed my face, dabbing at my tears.
“Thank you, Jaymie,” I said. “I wouldn’t have wanted to live out that fantasy with anyone but you. You really do get me.”
“Ohhh, we have so much more to experience together,” she said. She helped me pull my panties back up, being careful with my tender backside. When she had me put back together, she unbuttoned my skirt.
“Let’s just get this out of the way,” she said as the skirt slid down my legs. “Oh, what the hell, lose the blouse too.” I slithered out of the blouse and now lay there in just my bra and panties.
“Every good sissy gets her reward. Are you ready for your reward, babe?” The mischievous glint in her eyes was unmistakable.
Jaymie reached over to the pile of toys on the ottoman and held up a rubbery toy that looked ridiculously long. It was made of a pink gel material and covered in bulging veins. It was a two-headed dildo. She and I had traded pictures and videos for years, talking about how much we wanted to share a double-ended dildo.
“First you, babe,” she said. She pushed my legs back up towards my head and pulled the buttplug from my ass. She leaned down, and I felt her tongue on my puckered hole. She licked and slobbered all over it, getting it wet. I felt her tongue pressing its way inside of me.
“Ohhh, Jaymie,” I moaned. She tongue-fucked my hole for a few minutes before filling her left hand with lube. She greased my hole first and then applied some to one end of the dildo.
“Now don’t you be a greedy sissy and take all of this,” she said playfully. “Remember, half of it is for me!” She lined it up against my pussy-hole and pushed.
