Page 16

Chapter 5: Her Sissy

"You have a very lovely natural figure," she said as she circled around me. "Petite waist and good legs."

Her tone was clinical with a hint of pride. She wasn't complimenting me, simply describing what she saw — and for some reason that made it sting even more. Part of me twinged at being assessed as so feminine, rejecting everything she said even as I knew it would lead to more of what I wanted.

"Uh, thanks, Mrs. Lovell," I muttered.

She cocked an eyebrow at me. "Move your hands."

I hesitated. I was naked, standing in the middle of the now box-free guest bedroom. She had been terse in her instructions: she needed to see my body, and if I was going to put on lingerie I needed to be naked to do it. But for some reason, I couldn't bring myself to let her see my manhood.

"Eddie," she said flatly. "You told me you'd let me be in charge. If you can't even do something as simple as this, how can I trust you with anything else? Besides, it's not like I haven't seen it before."

I shut my eyes and let my hands fall away. I would have been hard already, but the anxiety flooding my body kept me mostly soft. She had already declared me "lovely" and "petite" — I shuddered to think about how she might describe what she saw now.

"That will do," she said simply, turning away from me and going to the dresser in the corner. "I think pink is your color, don't you, Eddie?"

My heart leapt. "Oh, uh, yes, thank you, Mrs. Lovell."

"These you're familiar with," she said, laying out a pair of pink lace panties on the bed. "And I assume you have some experience with brassieres."

"Mostly taking them off," I said with a smirk.

"Yes, well, now you'll be the one wearing them," she said sharply. "Now, do you know what this is?"

She lifted a curving lace circle with satin straps dangling from it. At the end of each strap was a small pink bow and a strange looking metal tab. I shook my head, accepting it from her as she gave it to me. It was distinctly feminine, and it felt almost illicit to be holding it.

Knowing I was going to put it on.

"It's called a garter belt," she explained, returning to the dresser. "It holds up your stockings. Goes around your waist, straps down."

I stepped into it and pulled it into place. Next, Susan showed me how to put on the stockings and clip them to my belt. The sensation of the silk on my legs was intense — they gently squeezed my legs, the soft material stroking them with every movement I made. I gasped as I stood up from the bed, my manhood beginning to stiffen.

"Panties," Susan reminded lightly.

I pulled them over my legs, relishing the feeling of lace and satin brushing against the sheer silk of my stockings. The panties fit snugly around me, my erection pushed up to my belly, the tip peaking out over the top of the lace-trimmed waistband. The realization that I was wearing stockings and panties — something so girly, so off-limits — made me shiver.

Next came the bra, which Susan clasped behind my back. The all-lace cups brushed against my nipples. The sensation was electric and new. No one had ever touched them before, and now they were being teased by a pink lace bra. My manhood surged in the panties.

"Now, Eddie," Susan said, opening the closet and searching for something inside. "There is a choice you need to make. Think carefully before you do, because what you decide will set the course for how you and I proceed."

She turned, withdrawing two garments in bags from the closet as she did. She laid them on the bed, unzipping the bags and pulling out two magnificent dresses. One was a sleek and purple sheath dress with a high neckline and short skirt. It was a refined, a classy garment for an elegant woman. The other was overwhelmingly girly, with balloon sleeves and a puffy skirt that rose off the bed. It was pale pink with yellow lace embroidery atop sheer layers of gossamer material.

"That one," I said immediately, pointing to the pink dress. "It's beautiful."

Susan grinned broadly at me. "It certainly is, Eddie. Would you like to put it on?"

My heart fluttered. She helped me into, zipping it up from behind and giving me a pair of matching heels. The dress was heavier than I thought, its layers bouncing around me as I practiced walking. The poofy skirt was perilously short, exposing most of my legs, my stocking tops visible with every step.

I felt vulnerable and exposed in a way I never had before. I could feel her eyes on me, staring at my legs and trying to peek under my skirts for a glimpse of my panties. I tried to keep her gaze away even as I popped my hips and wiggled my rear. I wanted to perform for her. I wanted her to want me the same way I had wanted the girls I'd slept with.

I wanted her to ravish me.

"How do I look?" I asked demurely, posing for her in the living room.

She was sitting in an armchair, her pose casual but still with the refined elegance she carried with her everywhere. Some part of me responded to that with a need to impress her, to prove to her that I could give her what she wanted. I needed her approval.

And I needed her touch.

"Very pretty," she said, scanning me up and down. "How do you feel?"

"Very pretty," I repeated with a grin.

I curtseyed awkwardly, flaring out my short, layered skirts as I did.

"Let me show you how to do that," she said with a smile, rising from the chair and putting one hand on my waist.

My stomach fluttered and I let out a small gasp. Her other hand rested on the outside of my thigh, fingers brushing my silk-covered skin. She was wearing towering heels and stood much taller than me, my nose level with her shoulder.

"Thank you, Mrs. Lovell," I whispered, feeling the warmth of her body against mine.

I looked up at her and found her looking down at me with fire behind her eyes. Her cheeks were red, and a lock of silver hair had fallen across her face. I could smell her perfume, but missing were any floral scents. Instead it was dark and musky, woody with a hint of smoke. My chest tightened as I breathed it in, letting her fill my body.

Her fingers on my thigh slid slowly upwards, disappearing beneath my skirt. Manicured nails skimmed from stocking to lace to bare skin, drawing another gasp from me. They followed the line of the garter strap up to my panties, then the lacy hem of the leg opening, before finally resting against my furiously hard cock.

"Mrs. Lovell," I murmured, leaning against her. "Do you like how I look?"

"Very much," she answered with a hint of a growl in her voice. "I love a pretty little thing all wrapped up in silk and lace. A sweet little treat, just for me."

I shivered, voice catching in my throat. Unable to speak, I pushed my lips towards hers. They were soft and velvety, but resistant to me. I kissed her, putting my hand against the back of her head and sliding my fingers into her hair. Still she refused to kiss back, her mouth a straight line.

"I need you," I moaned breathily as I pulled back. "Please, Mrs. Lovell. Don't you want me to?"

"You 'need' me?" she asked. "What do you 'need' me to do?"

"You can start by kissing me," I said, pushing back in to her.

She pulled back, almost a recoil.

"I'm not some girl for you to conquer, Eddie," she said sternly. "I'll kiss you when I want to. I'll touch you the way I want to. Do you understand?"

Already hard in my panties, I felt my manhood twitch in response to her.

"Yes, Mrs. Lovell," I said simply.

"Now, tell me what you need me to do."

"I need you to kiss me," I said softly, looking at her lips. "I want you to touch me, I need you to stroke me."

"Do you need to be my sissy girl?" she asked.

"Yes," I gasped. "Please, Mrs. Lovell. Whatever you want."

"'Whatever I want?' she repeated, a smile playing at the corners of her mouth.

"Anything," I said. "Please, kiss me! Touch me, I'm so hard already."

"Good. I like you all hot and bothered like this. Is it because of the lingerie?"

"Yes," I breathed. "And the dress. It makes me feel so — so sexy. "

"Do you like being sexy for me?"

"More than anything, Mrs. Lovell."

"I don't believe you," she said, but her tone was warm.

"Let me me show you. Let me kiss you. Let me taste you."

"You'll do that and more for me."

"Show me. I want to. I need to."

"When I'm done with you, you're never going to be out of panties again."

"Oh god," I moaned, chills running down my back.

Why did I want that?

"You're mine, now," she whispered, leaning forwards so her mouth was next to my ear. "And I'll take you the way I want to."

"Yes," I sighed.

"That means this is mine," she said, suddenly kissing me hard and aggressively.

"And this is mine," she said, breaking the kiss and squeezing my rear through the panties.

"And I own this now, too," she continued her fingers curling around my manhood, trapped behind lace.

I moaned at her touch, pushing myself forward against her fingers. The hand moved away and she suddenly grabbed my chin with it, holding it between her thumb and index finger. My head was forced upwards and backwards. My mouth fell open in surprise, eyes wide at her roughness.

"And I'll use you exactly how I want."

She leaned in and kissed me again, her tongue diving into my mouth. Her other hand was still around my waist and she pulled me towards her until our bodies were together. Her kiss began to push me backwards, my back bending until she was supporting my weight. I melted into her, giving her control.

"Get on your knees," she commanded as she broke the kiss.

I sank to them slowly, looking up at her as I did. I rested on my stiletto heels, feeling them dig into my pantied rear, and spread my skirts out around me, keeping them as neat as I could. Susan was hiking her skirt up around her waist, the plaid material bunching up and revealing her black lingerie below. Equal parts strappy and lacy, it reminded me of something I'd seen before.

Just like in that magazine, I thought as I pulled down her panties, knowing what was expected of me. Does that make me the other girl?

Her panties were already wet. She stepped out of them and kicked them to the side, then grabbed the back of my head and shoved me between her legs. Her hair contained her scent, sharp and musky, mixing with her perfume. I dove into her with a hunger that surprised even myself, licking and teasing her lips.

"Good sissy girl," she moaned. "Show me what you can do. Prove to me you deserve your panties and your dress."

I slipped my tongue in and out of her, sucking and kissing as she sighed and moaned above me.

"I don't want to cum, yet," she breathed. "Keep me on the edge, sissy."

I could tell she was close and backed up, running a line of kisses down the inside of one thigh and up the other. I ran my hands over her hips and down her legs, kissing between them and licking her slowly, drawing her out as best I could.

"You're such a tease," she growled. "Let me show you how to use that pretty mouth."

She grabbed my hair and yanked my head backwards, then shoved my mouth up between her legs. She ground herself down against my lips and tongue, pushing her hips forwards and back. It was all I could do to stay upright. I kept my tongue out and available as she pushed against it, letting her taste fill my mouth.

"I love face fucking a sissy," she moaned from above me. "Always so eager to please. You want a reward, right?"

I nodded as best I could.

"Make me cum and you'll get one."

Pinned between her legs, her hand still pulling my hair backwards — there was little more I could do. I let her grind against me, let her use my tongue and face however she wanted.

She finally climaxed, letting out a long, gasping moan while her legs tightened around my cheeks. She shuddered and twitched while I licked at her as best I could, trying to draw out her orgasm. To prove that I was what she wanted.

"Bedroom," she grunted when she finally finished, releasing my head and helping me stand. "Now, sissy."

I went as fast as my heels allowed. My body was burning for her touch. I needed her to free my manhood from the panties and stroke me, needed the release. Even if she used the vibrator again, that would be better than nothing.

"On the bed," she instructed. "All fours. Look at the headboard."

I complied, my skirts falling around me as I got into position. I could feel the sheer layers of fabric framing my pantied rear and hoped it was what Susan wanted. I felt exposed to her in a way I never had before. Equal parts afraid and excited, I felt fear bubble through my arousal and send shivers through my body.

"I need your touch," I moaned to her, looking behind me.

"A good sissy begs for it," she said.

She was turned away from me, working at something in front of her.

"Please, Mrs. Lovell," I begged. "Please, I need your touch. I need your hands on me. I need your mouth. Please, I'm so hard for you. I'm yours however you want me."

"I know, sissy," she said, turning around. "That's exactly what I'm counting on."

She was wearing a new pair of panties, except they weren't quite underwear. Black leather straps ran over her hips and around her thighs, meeting in the middle where something large and dark purple stood straight out from her body. It looked very strange, almost like she had grown a —

Oh my god.

"If you're going to dress like a girl, you can get fucked like one, too," she said.

"Mrs. Lovell —" I began to object, but she cut me off immediately.

"You're mine, sissy, and I'll use you how I see fit. Now you're going to learn what a sissy is for."

She peeled my panties down slowly, exposing my rear to the air. She let them settle around my knees and spread my legs as wide as they could go, the panties stretching but restraining my movement. My manhood and package dangled between them, still turgid despite the anxiety I felt surging through me.

She's going to fuck me!

And I wanted her to.

"A good sissy doesn't play with her little clitty like this," she said, running a fingernail down my shaft's length. "But since this is your first time, I'll make a little exception for you."

Her fingers encircled it, tugging it gently. I almost exploded on the spot, my body overwhelmed by the dress, the lingerie, what was about to happen to me. Overwhelmed by Susan, her needs, her commands. I cried out as electric pleasure coursed through my limbs.

"After this, it'll be the vibrator only," she said simply, as if it was the most obvious thing in the world. "Like a good sissy girl should."

"I'm your sissy," I said dumbly, testing the words in my mouth.

"Yes you are, dear," she said, still tugging me. "Now I'm going to show you how a sissy gets fucked."

There was brief pressure at my rear for a moment, then she filled me, splitting me open with the strap-on. I cried out again as she entered. Her motion was smooth and practiced, one continuous push until she reached the end of the length. I felt stretched, my stomach clenching and tying itself in knots.

"Oh god, Mrs. Lovell," I groaned. "It's so big!"

"And this is the smallest one I have," she giggled. "Looks like you're going to need a lot of practice."

Then she pulled back. I gasped at the sudden emptiness, though the feeling didn't last long. She thrust into me again, filling me back up and sending gut-wrenching pleasure out to my toes. I yelped, arms shaking, head hanging down between my elbows.

"Take all it, sissy," she commanded, smacking my rear with one hand. "Take it like the sissy slut you are!"

Is that what I am? I wondered.

She thrust into me again, beginning to set a rhythm.

Not yet, I answered myself. But it's what I'm going to be.

"Fuck me," I moaned. "Fuck me like the pretty sissy I am."

"Good girl," she said. "You learned your place fast!"

It's what I want to be.

"Thank you for dressing me up like this," I squealed, her pace quickening. "Thank you for making me your sissy!"

"Do you want to cum?" she asked, hands on my hips. "Do you want to cum like a sissy slut?"

"Yes!" I all but screamed. "Please, Mrs. Lovell, I need to so badly!"

"Get on your back."

She withdrew and I rolled over, putting my legs up in the air automatically. She entered me again and I rested my ankles on her shoulders. She began thrusting, staring at me hungrily while she did. I looked up at her, her hair matted with sweat in front of her face. My dress was too poofy for me to see my cock or her strap-on, the sheer layers rustling and bouncing with every one of her thrusts.

Suddenly I felt heat around my shaft and realized she was tugging me again. I gasped and pushed my head back, eyes closing as the pleasure washed over my body. She thrust in and out of me as she played with me, refusing to stroke me — only tugging at me.

Because I don't have a dick anymore, I realized. I have a clit.

"My clit feels so good when you do that," I moaned. "Please don't stop!"

"This is the last time I'm playing with it," she said. "Good sissies know better than to touch them."

"I'm a good sissy," I said, the words sending shockwaves through my chest.

"You will be," she answered. "But you have a lot to learn. And I'm going to teach you."

"Oh fuck," I moaned. "Fuck me, Mrs. Lovell, fuck me like a sissy!"

I was close. The familiar build of a climax was rising alongside something else, a new pressure I had never felt before. Every thrust of her strap-on built it higher and higher until it eclipsed what I felt from my cock.

My clit.

"I'm going to cum," I squealed.

"Make your first sissy cummies," she said softly, almost sweetly. "After this, you'll never cum without a dick in your ass."

"Oh, fuck," I managed as I finally reached my limit.

I felt myself clench and release around her, relief and release cascading through me and erasing the pleasure I felt from her hand. I cried out in ecstasy, body shuddering and back arching. My dress fell around me, the caress of my stockings my legs sending sparks through my legs.

"You're my pretty little sissy girl now," Susan murmured as I came.

Jets of my cum sprayed upwards, landing on my chest and face. I realized that she had stopped tugging me and was pointing my cock — clit! — upwards, towards my face.

"You look so hot covered in cum," she purred, strap-on fully inside of me. "Nothing says 'sissy' like a dick inside of you and cum on your lips."

I had no words. I simply moaned in response, letting my body go limp on the bed. Even as I came down, I knew I could never go back. Whatever part of me didn't want this life was gone now, splattered across my dress and face. I'd do anything for this again. I was a sissy now.

And I belonged to Susan Lovell.