Emily and Sara Time

It was date night on Saturday for Emily and me in February. B was gone for the night, so it was dinner for the two of us. I was wearing a cute pinkish/mauvish short sleeved skater dress, nude hose, and heels and was waiting for Emily to finish dressing.

I heard her heels on the wood floor, looked up, curious what dress she was wearing, because she wouldn't tell me, made me leave the bedroom after I dressed and wait for her.

I looked up, curious, and was surprised. She indeed was wearing heels, what I saw matched what I heard, but it wasn't a pretty dress that adorned her wonderful body, instead it was black trousers, a white shirt, and a black tuxedo jacket.

"Emily," I managed to say.

"You like?" she asked

"That...that's a tuxedo jacket," I said, my eyes of course going to the button, that and the cut making it obvious it was a woman's jacket. "You're wearing tuxedo?" My tone was obvious, meaning, you're not wearing a dress?

"I'm taking my pretty girl to dinner," she said, "I wanted to dress up. What do you think?"

"It's very..."

"Masculine," she smiled, "maybe butch? It gives a vibe, doesn't it, a who's in what role vibe?"

"You still look pretty," I said.

She smiled. "I intended to," she said, "just in a different way. I want it clear who's the girl tonight."

I looked at her crotch, I tried not to, but couldn't help it. My eyes just went there. She laughed. "Trust me, I wanted to," she said, "but these trousers are too tight."

I obviously had a look on my face which made her giggle. "You know, I'm not sure if I should be happy or mortified that the first thing you look at is whether I have a cock in my pants."

"Emily..."

"I'm not  criticizing," she said, "just commenting. Besides, I think it's cute my girl has cock on her mind."

"Emily, I don't have that on my mind," I said, my eyes still between her legs.

"So I shouldn't, what do they call it, pack when we get home?"

I blushed, maybe I had it on my mind more than I wanted to admit.

Dinner was good, even great. Our waitress was great, smiling at us when Emily ordered for us, intrigued by the weirdly queer couple she was serving.

It was unexpected when we got home. Not unexpected, unexpected, but like I wasn't sure how or when unexpected. One minute we were walking in, holding hands and the next minute we were kissing and she pulled me to her, pressed against me, and I felt a familiar hardness, a familiar bulge against my leg.

"When..." I started to ask, but she cut me off with her kisses. 

"No talking," she said between kisses.

"Emily..."

We kissed, just normal foreplay, at least our kind, one of us in trousers and a tuxedo jacket with a bulge, the other one, me, pretty and soft and hidden. Emily then said she was going to freshen up and said I should do the same. "What should I wear?" I asked.

"Just your hose," she said.

I assumed I knew what that meant but I didn't. Regardless, I was on the bed waiting when she came back into the room.


She was as I expected, mostly. She had on hose like me, but there was something missing. 

"You're...you don't have..."

She smiled. "What's it say about my pretty sissy that the first thing she looks for is cock?"

"I just thought...I mean...usually you...well...you know...you have..."

"Cock," she smiled. "Disappointed?"

"N...no," I said.

"Don't lie," she teased me, "we both know too much about each other."

"I..." I started to say.

"You're so bashful," she teased, "like you're still trying to hide it from me."

"I am not," I lied.

"You are too," she said.

"Why are you smiling?"

"Because we both know if I told you that you I'd get my cock if you begged for it, you'd literally beg for it."

"So," I said, knowing it was no use.

"So nothing," she said, knowing she won. "Just proving the point about what you like."

"So...are you...?"

"No, today's your turn," she said.

"My turn?"

"Usually you give the massages," she said, "today you get one. And I don't want you thinking about cock right now, I want you to just relax, just enjoy."


She climbed onto the bed, on top of me; I felt her nylon covered legs on mine, her nylon covered pussy on my ass as she worked her oiled hands into my shoulders.

As she massaged me, she leaned over, kissed my neck, whispered in my ear. "You always give, love, sometimes you deserve to receive."

I lost track of time, lost focus as she kissed me, massaged me, my shoulders, my back, my ass, my legs. I felt her rub against me, knew when she slid her hose covered pelvis down my leg she was pleasing herself as she pleased me, maybe more so.

As she massaged me, she moved her hand around my nylon covered ass, massaging me as I did to her, hands from ass to thighs, outside, in, teasing, toying. I was breathing softly, pushing my rear up and back.

She continued, but eventually I felt her move back up, straddle me, felt her breasts push into my back. "You're such a girl," she whispered in my ear.

"What?" I said.

"Every time I touch your ass, you respond just like a girl, spreading your legs, pushing your ass up, just like a girl showing a man how much he wants him inside her."

"I...I can't help it," I said.

"I know, love, I know. I want to do something," she said.

"What?" I asked, smiling at her, assuming I knew, assuming she was going to get her toy.


"You think you know."

"Like I don't know," I said, "like you didn't hint at it earlier."

"Maybe I did, maybe I didn't," she said, gently touching my hip, turning me onto my back.


"You're thinking about cock," she said, looking into my eyes.

"Maybe," I said, "so what if I am..."

"Mine or my boyfriends?"

"Yours," I swallowed. 

She looked at me, hard, deep. "Be honest."

"Fine, your boyfriends," I said.

"Slut," she giggled. "But it's not cock I have planned for you," she said.

"What?" I asked, suddenly unsure.

She reached behind her back, fiddled with the waistband of her hose, produced a small key. "This," she said.

"Emily," I gasped, staring a key I hadn't seen in over a year. "Don't...don't tease me, not about that," I said. Locked in chastity for more than a year changes a girl.

"I'm not teasing," she said.

"You...you're going to...to unlock it...unlock me?" I stammered.

"You don't sound like girl who's been caged for more than a year," she said, "I thought you'd jump at the chance to be free."

"I...I would, I...I just...it's not very...feminine..."

She bent down, kissed me. "My Sara used to be afraid to be feminine for me, now she's afraid to go the other way."

"I'm just...it's been so long, I...I get used to just being a girl," I said. "And..."

"And what?"

"What if it doesn't...do anything," I said.

"Somehow I think there's part of you what would prefer that," she said.

"Small?"

"Small, soft, feminine."

"Part of me...I get...ashamed."

"I know," she said. "Ashamed you're not a girl...ashamed you're not a boy...ashamed...ashamed..."

She kept doing what she was doing, reached into my hose, carefully, slowly unlocked the cage and removed it. I didn't swell at first, which made me feel ashamed. But she didn't care, just rubbed herself against me. But then I swelled and that made me feel ashamed, too.

"Apparently it still works," she said.

"I...I know," I said.

"Sara," she said, leaning on me, kissing me, " don't be ashamed. You always knew you weren't going to be the man for any woman."

"I know," I said.


We kissed long and passionately and as we did I felt myself swell, felt her run against me. "Oh, Emily," I gasped, shaking, feeling like I would explode.

"No, no, not yet, pet," she said, lifting herself off me, "I unlocked it, I didn't say you could squirt. I still have plans."

"Plans?"

"A toy, pet, a toy."

The toy was a prostate massager from Aneros, that instead of cock. She prepared it,  insert it, pulled my hose up again. "You know how to do it, love," she said.

"Of course," I said.

"Squeeze and relax, squeeze and relax." I was already doing it, squeezing my pelvic muscles, relaxing them, squeezing and relaxing. "That's it, my pretty, that's it, just like a girl."

"Emily..."

"There's one more thing."

"What?" I asked.

She didn't answer, instead moved her hips, reached down, ripped the front of my hose then hers. "I want you inside me."

"Inside you?" I whispered.

"Like before," she said, "inside me, not moving, just inside me. No moving, no thrusting, that's what men do, but I want you inside me when you...you know...squirt."

Before I could say anything, she moved her hips again, slipped her soaked pussy over my small, swollen clit. "Oh my god," I moaned, feeling everything spin.

"No moving," she whispered in my ear, "you're my girl, not my boy, no moving."

"You're so wet, so warm," I said.

"I like my pretty girl," she said, "now focus...focus."

It started slow, tingling all over. I knew at some point I was leaking inside her and she knew, too, could tell the say I was shaking, the way my eyes were on her. "Take as long as you need to, love," she said, "enjoy it as long as you want because it might be awhile."

I lost track of time, couldn't tell when it started, when it ended. As it did, as everything slowed down, she kissed me over and over and I could feel her shaking, too. "Emily, are you..."

"Yes, love, yes," she said.

"But I...I never..."

"It's just from watching you and feeling you," she said.

"I love you," I said.

She smiled. "Show me...when you're done."

I did, with her hovering over me, licking her, tasting her, tasting me. Finished, we cuddled, her hand was on me, gently touching my now softness. "It's so cute small," she said.

"Are you..."

"Of course," she said, "do you think I'd leave you free? Besides..."

"Besides?"

"We agreed to keep it caged when Evan and I plan a getaway."

"You a date?" I asked.

She giggled. "Dates," she said.

"Dates?"

"We couldn't swing a regular getaway," she said. "I have a two night work trip in March and another in April, I was thinking of having him come to both."

"Both?" I asked.

"If it's okay with you," she said, "I told him I wouldn't confirm until I checked with you."

"So then..."

She smiled. "Till at least April," she said. She looked at me, the question obvious.

"You know I won't say no," I said.

"But will you say yes?"

"Of course, yes," I said.

She reached for the cage, the key. "I love you, Sara."

"I love you, too, Emily."

"You'll plan something for us, too, I hope," she said, "something in May."

Of course. Of course.

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