Auntie's Little Pet (Closed: SweetAnnie40 + sissykaitlin)

[sissykaitlin]

"Oooh fuck, Annie!" I gasp for air as I feel you pounding deep inside of me. Closing my eyes and trying to grow accustomed to the feeling of being completely taken, entirely yours. I feel your hand grip my cock and I gasp--knowing that I will never last long with all that you are now giving me.

I feel your breasts pressed against my back as you bury your big cock deep inside of me--no longer pounding but stretching my ass to it capacity. "Mmpf." I grunt. "Mmm, Auntie. Oh, fuck. I'm going to cum." My voice rose higher and higher as I approached my orgasm. My cum spurted from my cock--dripping down my shaft and over my balls as. "Oooh, fuck me Auntie." I bit my lower lip and my eyes widened as my hips bucked back and forth uncontrollably. The amount of cum that exploded from my cock was something I had never seen before.

Looking back over my shoulder with my limp cock hanging between my legs and your cock still buried deep in my ass. "Fuck, Auntie, that was the biggest orgasm I've ever had."

 

[SweetAnnie40]

I'm sweating and a little short of breath from our vigorous fuck but I'm grinning big.

"Oh, honey, this is the start of something beautiful," I say, caressing your back and shoulders down to your bottom. Eventually I slip out of you and take off the strapon.

"You should only wear proper girly clothes at home and always wear girly underwear. I'll take care of throwing out your ugly boy underwear. You'll sleep with me and I'm sure we'll have fun every night!"

 

[sissykaitlin]

I nod quietly at your enthusiasm. I'm a little surprised at how quickly everything has progressed and yet I am finding that I am increasingly pleased. Especially as you have taken control of the situation and are so insistent about what is to happen. As your hands caress my bottom I tilt my head back resting it against your shoulder and sighing contentedly.

"Yes, Auntie Annie. Where will I be getting my clothing from?" I blush thinking about having to go shopping by myself and gulping. I grin at your eagerness though--allowing myself to feel hopeful for what you have planned for the two of us. "Oh, Auntie. How am I ever going to properly thank you?" I kiss your cheek and my hands linger tracing over your stomach.

 

[SweetAnnie40]

"We will go shopping like a mother and daughter. It won't take me much to do your makeup and hair and you should pass as a girl. I love shopping and we have so much to do! We have to buy you panties, bras, camis, teddies, stockings, and all sorts of sexy slinky lingerie so you always feel like a powerful, sexy, horny girl! Then we'll get cute sales girls to help us pick out outfits for you, dresses, skirts, tops, cute jogging shorts and bras, and so much more!"

 

[sissykaitlin]

I blush. "Are you sure, Auntie? I don't want to get in trouble or anything..." My heart is beating quickly at your proposition and I shift from foot to foot, unsure of myself. It thrills me what you are suggesting but being in public is frightening especially if I am going to be dressed up! Luckily the hair that I did grow came in blonde and is rather sparse meaning that I am fairly feminine looking for a male. But still... Going to the mall? What if someone recognized the two of us?

"Auntie..." I bit my lip. "I'm sorry, I'm just so nervous. But, what if someone recognizes us?!"

 

[SweetAnnie40]

"Oh honey, when we're done, no one will tell you aren't a girl. No one will recognize you. I mean, I don't have to force you, do I? You want to be my sexy girl, don't you? I wouldn't want to have to parade you in front of salesgirls in a slutty lingerie shop as yourself and tell them I'm force-feminizing you into a little girly sissy slut... right?"

I watch your reaction carefully. Is your professed fear a hint at what you really desire? Embarrassment and humiliation can be extremely erotic for some, so maybe our journey to make you a complete sissy girl needs to be much more embarrassing for you?

 

[sissykaitlin]

I blush and smile. "I guess it depends on where we're going, Auntie. If we're going to the mall, well, I'd like to be properly dressed and unidentifiable..." I giggle and my shoulders shake as I make eyes with you and raise my eyebrows. "But if we're going..." I trail off and look down at my feet. I am surprisingly thrilled by the idea of being embarrassed in front of a welcoming group of people but knowing that I don't want to be forced into anything entirely outside of my comfort zone.

"What should I plan on wearing, Auntie?" I watch you patiently as you take in what I have just explained.

 

[SweetAnnie40]

I get a devilish smile. "I understand perfectly. There is a lingerie boutique that has some privacy and I know the women working there will be very welcoming and accepting. Put on the clothes you were wearing when you first arrived at my house and meet me in the car."

"You're going to love this..."

 

[sissykaitlin]

I smile and quickly dress. Throwing on my jeans and shirt and slipping into my shoes. I step into the garage and smile seeing your little red convertible. "You know Auntie... There was always a reason why I loved going out with you!" My hand traces over the hood of the car and I smile. "Would you like me to drive?" I always felt the men watching you as we raced around town in your car when I was younger and I found the attention thrilling even when I was younger.

 

[SweetAnnie40]

As if I read your mind, I whisper "Just imagine how much they'll look at you when you're transformed. You'll make cocks hard all over this little town!" I hand you the keys and direct you where to go.

(More to come)

 

[sissykaitlin]

I blush as you tell me what effect I will have on cocks once you have finished with me. But I quickly start to glow--so happy that you are thrilled by this idea. As we drive through the city I can feel the eyes straining to look inside and catch a glimpse of you in the passenger seat. I smile as we sit at a light and I notice a man staring at you from where he sits in his truck, above us. I reach over and hesitantly place a hand on your thigh, squeezing it. "You've still got a lot of admirers, Aunty."

 

[SweetAnnie40]

I hike up my skirt, flashing my panties and am rewarded by the man blowing the horn of his truck. I give you a wicked smile. "You'll have men wrapped around your finger honey..."

Before you know it, we pull up in front of a small, up-scale strip mall that you're not familiar with. There is a store with exquisite lingerie in the windows surrounded in a pink glow. Your eyes focus on a girl in one window who is adjusting a satin teddy on one of the mannequins. She is stunningly beautiful with long blonde hair, a trim figure, and large breasts. She is wearing a tight, very short dress giving you a glimpse of her bottom and thong.

She turns to look out, meets your eyes, gives you a knowing smile and a wink.

"Come on, no time to be shy now, sweetie," I coax, leading you out of the car and into the shoppe.

The interior is a wonderland of lingerie from racks of typical, basic lingerie (panties and bras) leading back further and further into more and more risque lingerie, dresses, skirts, high heels, boots, and a curtain which appears to conceal very adult things.

I give your hand a squeeze and whisper to you, "Enjoy this honey, I've got you."

I turn to the girl climbing down out of the display window.

"Claire, this is my nephew. He is a little sissy slut that I found wearing my panties and bra. He says he's a man but that's obviously not true. We're going to make him the girl he apparently wants to be so badly, so feminine he'd pass close inspection. Can you help us?"

Claire looks at you with an angel's face flashing predatory eyes. "I'd be delighted!"

 

[sissykaitlin]

I smile as you hike up your skirt and as the man in the truck honks his horn. "Auntie, I didn't know you were so much fun!"

As we pull into the parking lot I catch sight of the woman in the window and shift in my seat. Becoming aware of just how hyper stimulated I have been all day. My cock begins to stir and as I catch a glimpse of her bottom I bite my lip unconsciously. As she turns to greet us I look feel a goofy grin coming to my face as she winks at me and I look to you wondering who she is and just how you know her.

As we enter the shop I see a lot of pink and frilly items to go along with endless racks and displays going to the back of the store. Along the hallway there is a curtain that seems to lead back into a room that is restricted to certain customers and has clear indications that those entering must be over the age of 18. I turn to you and lean forward, whispering into your ear. "Aunt Annie... Did you bring me to a sex shop?" I look to the floor and then back up to catch Claire's eye.

As I hear Claire speak I feel my heart beat quicken and I catch my breath. "I am a man, Auntie Annie." I turn to Claire... "I just like pretty things, you know?"

 

[SweetAnnie40]

"We'll see about that, sweetie," I reply dripping with insincerity.

"Go to it, girls!"

(more to cum)

 

[SweetAnnie40]

Claire takes your hand and leads you through the store, discussing all the wonderful things they have from more lingerie than you've ever seen before to dresses, skirts, blouses, high heels, and gowns. They have a makeup area with a practice vanity. They have an array of wigs. Three spacious dressing rooms have mirrors and push couches in them.

"Now honey, you let me know what gets your attention the most... what would be thrilling to try on. Some elaborate lacey lingerie? A full ball gown with puffy taffeta under the skirt? Some thigh high stockings or thigh high boots? A makeover with lipstick, blush, and such?"

"We want to help you embrace yourself, your pretty self, your girlie self. I know your Auntie very well and she would love to see you as a beautiful, sexy girl. Let's see if we can delight her, shall we?"

 

[sissykaitlin]

I fan myself, overwhelmed by Claire's attention. I smiled and nodded as she talked at me. Knowing that I could hardly get a word in. Finally as Claire took a breath I chimed in quietly. "You seem to know Auntie so well, Claire. What do you think she'd like to see me in?"

I blush as I catch sight of myself in the mirror and I marvel at the plush amenities in the dressing rooms. The store is much bigger than what I had expected from the outside and it's surprisingly very nice . It was nowhere near the quality of adult stores that I had been into previously. I look over my should and don't see you but Claire squeezes my shoulder. "Oh, Annie is probably relaxing with a drink in her hand in one of the luxurious rooms that we offer."

 

[SweetAnnie40]

"Your Auntie loves girls in satin and elaborate dresses and lingerie. She likes girls with long hair too. Shall we fit you for a wig first? It will really transform you. Maybe this blonde wavy wig long enough to go a little past your shoulders?"

 

[sissykaitlin]

I nodded. "I'm not really that surprised, Ms... I always knew that she had a very nice lingerie selection, Ms." I giggled and shrugged my shoulder. I sat down in front of the mirror while Claire moved around the room. She briefly left and then came back in carrying a couple of different wigs. I smiled. "What do you think she'll like? I'm going to trust your judgement just let me know what you'd like me to try on!" Claire smiled and told me that she wanted me to undress before we started trying anything on so that she could get a full picture of what she was working with.

I gulped as I heard her instructing me to undress but knowing that Aunt Annie trusted her, I did as she asked. Claire took out a couple of wigs and had me try each on. The first was cliche and I giggled as I looked at myself in the mirror. "Can you imagine me walking around in something like this?? What would happen if someone decided to tug on them!"

The next wig was a curly mess and I flipped my head back and forth watching as the curls bounced around. I laughed as I caught Claire's eye in the mirror. Feeling a little more comfortable, maybe it was the fact that she had so quickly taken control of the situation, I smiled. "How'd you and Auntie meet?"

The final wig was playful and yet simple. I smiled in the mirror and brushed the hair from my eye. "Do you have a favorite, Claire?"

 

[SweetAnnie40]

She teases and styles the last wig, smiling and nodding that it was the one. You feel her clip it to your own hair and many places and soon it feels like your own hair.

"We met years ago when she would come in with another sissy man and have me doll him up for her. The sissy went by Madelaine."

You blush hard as you remember Auntie teasing your father with the name Madelaine when you were younger but you'd never understood why the name made him blush and get flustered. Now it made sense.

"Now, we need to get you into some undies! I think I know what your Auntie wants to see you in..." She takes your hand and leads you through the over-stuffed racks of lingerie, the beautiful satin, lace, and other materials brushing your body and making your cock throb and leak.

She looks at you, judging your size and hands you a pink satin bra and matching panties on a hangar. She waves for you to put them on.

 

[sissykaitlin]

As Claire arranged the wig I smiled. "Wow... So this must be what it's like to get your hair done! I understand why so many women enjoy going to have this done. It's soooo relaxing to be given such careful attention. Thank you, Claire." As she finished Claire held up a mirror in front of me and I turned my head--inspecting the new look that was planned for me.

As Claire leads me through the store my eyes trace over the lingerie and satin garments that hang. I am conscious of my throbbing cock and look up embarrassed, as Claire eyes it. I take the pink satin bra and panties and turn away from her--wanting to conceal my growing excitement. I catch my breath as the panties wrap around my cock and I tighten the clasp of the bra. Almost immediately there is a slight stain where my cock has leaked onto the front of the panties and I discreetly attempt to cover it up. "Are there many men out there like me, Claire? How did you know my size just by looking??"

 

[SweetAnnie40]

"We have a few special clients like you, but not many. It's my job to look at a girl and guess her size. Now let me inspect the fit."

She moves up close to you and moves your hands away from your panties. She tugs them this way and that, making them stroke your cock until you can't help but moan. She grabs your bottom and fondles it strongly through the satin. Her body is very close and touching you, you feel her breasts through her dress rubbing against you. She almost hugs you as she stands and reaches behind you to play with your bra straps, adjusting them slightly. Your cock bulge is definitely pushing into her.

Finally, she seems satisfied with the fit. "This will do until we decide on your breasts. If you go big like I expect your Auntie will want, even these loose C-cups won't be enough," she says toying with the loose satin of the bra cups and stroking your nipples.

She stares down at your cock, so hard it is tenting the tight satin panties even tighter on you. "Here, we need to take care of that before we continue." She reaches up under her dress and pulls off a full cut pair of red satin panties. She hands them to you. "No sense dirtying a clean pair, is there?" She pulls your panties down under your balls and wraps her warm satin panties around your cock, kneeling. She looks up at you and starts to jack you off...

 

[sissykaitlin]

I can feel my body tensing and becoming increasingly arouse the more that she inspects me. I am aware of my firm cock jutting out from my panties and can feel her eyes on it as she stretches the panties and fits them to my body. When I had initially put on the panties my balls had stuck out the bottom but as she adjusts them I can see how femme it makes me look, even with the bulge. If it weren't for the small bulge one wouldn't even have guessed that I was a male.

As she talks to me about breasts I gasp and my mouth drops open. "You mean... Auntie wants to give me a pair of tits?" As she plays with my nipples I feel a thrill running up my spine and I arch my back in reaction--pushing my chest forward. I let out a soft moan and lift my hand to cover my mouth.

My eyes widen as she nonchalantly removes her panties and drops to her knees in front off me. For a moment I stand not knowing what to do--having never met someone so forward. Her warm panties wrapped around my pulsating cock feels like heaven and I nearly orgasm just at her touch. As she starts to jerk on my cock I let my head fall back and I'm looking at the ceiling. "Mmm, fuck." is all that I can manage as I feel her wrap her other hand around my balls and begin to tug on them sharply--stretching them with each movement.

 

[SweetAnnie40]

"That's a good girl," she says softly as her hands work your cock and balls. "You should take notes. You'll have to be an expert cock-handler before you know it. Now, do you like feeling my panties on your sissy cock? Do you like feeling where my pussy was, rubbing all over your tiny cock? Do you want to get my panties wet with your little spurts? Come on sissy girl, spurt for me, wet these panties like a real girl..."

 

[sissykaitlin]

As she tells me to take notes all I can think is how heavenly it feels and despite myself can only manage to let out a couple of words of acknowledgement. "Mmmm, fuck." I lift my hips as I feel a thrill running up my spine--the sensation becoming so much that I am panting. I gasp, trying to catch my breath and respond. "Oooh." I bite my lower lip and grunt. "Fuck, I just love feeling your panties wrapped around my sissy cock." My knuckles have gone white with the pressure of squeezing the bench that I am leaning against. As she encourages me to wet her panties with my cum I feel my knees beginning to buckle and my cock begins to pulsate as I feel the ropes of cum beginning to spurt from the end. I catch my breath and moan aloud as my cum empties into her panties. "Ooooh, fuck."

I gasp and hold myself up as she unwraps her panties from my cock. She smirks at me, winking and holds them up in front of me. She smiles wickedly. "Here honey, why don't you clean up the mess you made?"

I blush as I realize that she wants me to lick my own cum from her panties! Unable to think clearly I do as she asks, beginning to lick and suck my cum from her panties. I am surprised to find that there are multiple flavors and scents within her pantie and I know that they must not all be from me and yet as I lick my own cum up I can't help but sense that everything is going exactly as it is supposed to be.