Pool Day Takes a Turn Ch. 02

I follow close behind Mrs Johnson into the house. Thoughts are running through my mind over what's just occurred. Was I gay? A few hours ago I hadn't found men attractive at all. Now? I'm not so sure. I recognize Nick is a good looking dude, but if I was being honest with myself, I was more attracted to what was between his legs than anything else. Wait, why am I still thinking about his dick? This was a fun experiment, but I'm not gay. I can't be...

I begin to tell Mrs Johnson as much, but I'm stopped in my tracks when I see what she's wearing. A super tiny red bikini. I believe it would be referred to as a micro bikini. The bottom is made up of almost no material as the back is buried between her cheeks. She turns around and I see the top just barely covered her nipples.

"Admiring my bikini? I'm happy you are, because you're wearing this bad boy tomorrow you naughty girl!" she says with a wink.

She drags my arm towards her bathroom and starts stripping me out of my bathing suit. As she begins to pull the bottoms down I pull away in embarrassment. I was a grown man, getting stripped by my best friend's mother.

"Mrs. Johnson, what are you doing?"

"Getting you ready for your shower of course. You made quite the mess there," she says as she traces her finger along the semen covering my lower stomach. "Are you embarrassed of what happened out there?"

"A little bit..."

"Oh honey you're so precious. You enjoyed yourself with Nick," she says, continuing to trace her finger along my stomach, gathering more cum into her hand, "There's nothing to be embarrassed about... And I'm just here to make sure you get back to looking as cute as you did before!"

She works her hand into the front of my suit, scooping the cum from there as well. "And enough of this Mrs. Johnson talk. This is your first time dressing in fem clothing, correct?"

"Yes, Mrs. John..." I hesitate, trying to think of what to call her.

"Call me Mommy, little one. You see, I've always wanted a special daughter like you, but girls like you are hard to find, aren't they? I figure since you seemed to enjoy being out there in your cute pink one piece, maybe I can help you take the next steps. That is, of course, only if you want me to," she says as she brings her clean hand to my backside, still covered with the bottom half of my bathing suit wedged in there. Mrs. Johnson works her finger into the wet fabric covering my asshole, slowly working it up into my hole... putting some of the cum that is puddled there back inside of me.

I moan in pleasure, I never knew ass stimulation felt this good. If she wanted me to call her Mommy, so be it.

Without even thinking, I responded "Yes, Mommy."

"Good girl," she says sensually.

She digs her finger out of my ass, finishes gathering the cum from my stomach, and brings her hand to my mouth.

"Now open up." I open my mouth, still in euphoric bliss, and she shoves her hand into it, filling my mouth with my own cum. "Good little girls always clean up their mess, and I'm going to see to it that my little girl does as well. Now swallow."

The taste was foreign. Salty, yet sweet in a way. The consistency was weird, but I liked it. So much so that my penis was standing at a full erection.

"Oh you loved it didn't you," Mommy says, looking down at my 3 inch hard penis. "I can't believe you're hard again already. And look at that cute little thing! We'll take care of that in a minute. First there's one more mess you have to clean up."

Confused at what other mess she was talking about, Mommy pulls down my bathing suit, relieving my wedgie, and quickly cups her hands underneath my hole as cum starts leaking out. When finished, she traces her hand along my thighs and hole getting every last bit of Nick's cum and brings her hands to my mouth. This was a step too far. I start to open my mouth in protest, but she shoves her hands in my mouth before I can say anything.

"Like I said, my little girl will clean up ALL her messes.. Whether it's her own, or someone else's. Whether it's in that gorgeous mouth of yours, or that cute little tush," she said with both hands on my ass, giving it a shake.

She finishes putting the contents into my mouth and I hold it there. It was a lot. Way more than I produced on my stomach. His batch of cum isn't nearly as pleasant. Hints of a foulness are mixed into the sour flavor of Nick's cum.

"Swallow it princess, or else that little video Angie took might make its way to your parents house."

Mrs. Johnson couldn't be serious, could she? I couldn't risk it. I obey in fear of my parents seeing, and although it felt a little gross going down, by the end of it I was longing for more. Wait, did I actually enjoy that too? What was happening to me?

"Oh the taste isn't as great as it can be because we haven't properly cleaned your pussy yet. Don't worry my little angel, all in good time."

She picks up my suit and brings the crotch up to my face. The rest of Nick's cum had puddled there out of my asshole. How much could this guy cum? I knew better than to ask what Mrs. Johnson wanted me to do. Plus, this was a chance to see if I truly did like the taste of cum. I obediently licked up the gusset, making sure to swallow all the cum. Not only did I like the taste, I loved it.

"There we go baby. Come on now let's get you into the shower."

Mrs. Johnson opens the shower curtain and I am suddenly aware of how exposed I am to her. I try to cover up my erection and she just places my hands at my sides.

"Oh honey. We're just girls here. There's no need to cover up. And don't be ashamed. For a dick, there's not much there but for a sissy like you, it's a cute little clitty to be proud of. There we go, relax. Now let's get into the shower."

I make my way into the shower, with Mrs. Johnson close behind me.

"Mrs. Johnson, you're coming in with me?"

"Remember little one, call me Mommy, and of course I am. I have to show you how to shave yourself. We'll get you waxed eventually to keep it from growing back so quick, but for now, a little shaving cream and a razor will be alright. All sissies have to be nice and smooth for their Mommy's."

So she lathers up my legs and goes to work. Slowly working the razor up my leg in slow strokes. As she's doing this she is gripping my ass with one hand, with her one finger pressed against my hole. She teases it every so often as she works on my leg.

She makes her way to my groin area and carefully shaves around my penis. She has to move it around as she shaves my balls and I start getting excited. I wasn't often touched down there, and the whole process of being feminized was extremely arousing and a long time fantasy of mine. I was deathly afraid of what was to come later today, but for now, I was living in the moment.

"Do you want to cum precious?" She says stroking my dick.

"Yes," I squeak out in a moan.

"Yes, what?" She asks.

"Yes, Mommy, please!" I scream as she rapidly picks up the pace. She inserts her finger into my ass and before I know it I'm cumming onto her chest. She finishes me off, draining me of every last bit of cum, gathers it up, and brings her hand to my mouth so I can clean up my mess.

"And what do you say to your Mommy after that?"

"Thank you, Mommy," I say with a genuine smile, happy I was able to get another taste of cum.

"Good girl." She says patting my behind. "Okay, all done, let's get a towel on you and start your makeup."

I start to make my way out of the shower, when Mrs. John... I mean Mommy shrieks.

"Ooooh I almost forgot. We have to clean that pussy of yours. Get back in the tub. On all fours missy! I'll grab the enema kit."

I do as I'm told, feeling very vulnerable in my current position. My ass definitely felt more open than it usually did, thanks to Nick. She comes back with a nozzle of sorts and a bag of water.

"I can't believe I almost forgot. We need to make sure that little tush of yours is squeaky clean like a good little sissy. We don't want anything that's stuck up there coming out all icky and nasty. Now, hold still. I'm gonna insert this into your cute little hole and fill you up. Now when I'm done, I want you to hold it in there, clenching your hole to keep the water in, and releasing it when I say. Got that honey?"

"Yes, Mommy."

"Splendid. Let's get started."

The feeling of water rushing into me was strange, and it began to hurt a bit, but I'd be lying if I said it didn't feel good. After doing that a couple times, I got a towel on and made my way to the vanity table.

Mommy ponders as she looks at my face, then back to the makeup table.

"Hmm... I want to go all out since this is going to be your first time out in public, but I don't want to overdo it too much. I'm trying to decide on a color."

Out in public? This was all fine and dandy dressing up in private, but going out of the house was a different thing entirely.

"Umm, Mommy? Out in public?"

"Of course, sweetums, I just have to show off my new little sissy. Especially once I'm done with you here. How about this, let's get some panties on you first and we'll match your makeup and nails with that. The only problem is, there's no way you're fitting into mine. You're just so tiny. Hmm... what to do..."

She had a point. While she wasn't a big woman, she was very curvy. For myself standing at a below average male height of 5'5 and 120 pounds, none of Mrs. Johnson's clothes would fit me. Maybe my day as a girl would end here, and I'll scrounge up the sweatpants I came here in, and make my way home. It's disappointing, but at least I don't have to go out of the house dressed like a girl. I sit in silence, not knowing what to say.

"Oh! I got it!" She leans out the bathroom door and yells, "Angie! Come up here for a second!"

Angie comes running up, still in her swimsuit, and is ecstatic to see me sitting at the makeup table.

"Oh, hey there! Look at your legs! So nice and smooth! What's up Mrs. J?"

"I want to work her aesthetic around her underwear choice, but none of mine will fit her. Do you have any panties lying around that we can give her?"

"Hmmm, I'm not sure. I came here today in my bathing suit, so I don't have any with me right now... wait a second! I'll be right back."

She leaves the room and comes back holding two pairs of panties. One a black g string and the other a pink thong. Both look moist and both are extremely tiny. I have no idea how she fits her ass into those things.

"I found these on the bottom of Nick's hamper. They're from earlier in the week so they may be a little worn, but they should fit no problem."

"A little worn is an understatement. You and Nick must have had quite the weekend last week!"

"We sure did! I lost count of how many times we fucked. I was dripping with both our juices by the end of it."

"Oh Angie, they're perfect! So, my angel, which one would you prefer?"

I weighed up my options. Both seemed equally used, but to be honest that didn't disgust me at all. Knowing my package would be contained by panties Angie wore after sex actually turned me on more. I decided to go with the pink thong. Sure it was the more girly color, but it offered more coverage, if ever so slightly.

"I'll go with that one, Mommy," I say pointing towards it.

"Mommy?" Angie says with a surprised look on her face that quickly turns into a smile.

"Ooooh I knew you'd go with the pink one. A girl's favorite color! Come here let me help you into these."

I stand and Mommy works the panties up my legs, under my towel. Once it's nestled into my cheeks I groan in satisfaction. Maybe I truly was a sissy, because the feeling of the thong surrounding my package and up my ass was surreal. It was so much more enjoyable than wearing boys underwear. I could get used to this... but no, I can't. I'll live the day as a girl and that's it. I'll go back to my normal, boring life tomorrow. My parents absolutely cannot see me like this, or ever find out about what went on today. I'll never be allowed back in my house.

"Okay let's do away with that towel," Mommy says, removing my towel. "Now sit down and let me get to work!"

And she did. She applied blush, eye shadow, mascara, hot pink lipstick, and more. 20 minutes later I look at myself in the mirror and see not a guy, but a girl looking back at me! A very pretty one at that! Mommy finishes the look off by placing a blonde pig tailed wig on my head.

I'm giddy with excitement. I almost can't contain myself. She really did it! Mrs. Johnso... I mean Mommy completely transformed me!

"Oh, Mommy, is that really me?"

"Yes, it is? Now let's get you dressed."

First, Mommy digs into Nick's hamper and is disappointed at what she finds, or lack thereof. "Not a single bra in here. Ridiculous."

"I guess you're going braless today. Don't worry though, we'll get some nice pretty bras for you when we go out. I also plan on buying you some breast forms as well. We can't have my new daughter flat chested now can we. And who knows, maybe we can do something a little more permanent in the future."

Still mesmerized by how I look, I barely register what she says. "A little more permanent?" I ask, confused at what she means by that.

"Oh, that's a future problem dear. Don't sweat your cute little head about it."

She digs further and further into the hamper.

"Hmm there's not much else here for you to wear. What does Angie come here in? Only her birthday suit? Maybe there's something at the bottom." She reaches the bottom of the hamper and pulls out two articles of clothing.

"Here we go!" She holds out a white box pleated mini skirt and a tight pink tube top. "Put these on, dear."

I do as asked, nervous with how revealing it looks. I look at myself in the mirror and see the skirt barely covers my ass, the top starts right above my non-existent breasts and ends right above my belly button. I looked really slutty. And if it wasn't for my lack of breasts, I would think I was a real girl. A slutty girl, but a girl all the same.

"Mommy, isn't this a little too revealing."

"Oh nonsense sweetie. You look great."

I begin to tear up, staring at my chest. Why do I desperately yearn for boobs all of a sudden? I wanted them so bad that it's starting to make me cry. Mommy notices. "Oh honey what's wrong?"

"Everyone's gonna know I'm a guy. Look at my chest. Everyone's gonna stare at me and laugh! Please don't make me go out like this."

Mommy consoles me with a hug. She pats the top of my head as she says, "Oh my poor little baby. It's okay. You can cry. I'm here for you."

So I do. I let my tears flow. Maybe it was the alcohol but my emotions were at an all time high. Sure I was crying because I was worried how people would think of me but also because this was a lifelong, deep rooted fantasy of mine coming to life. It all happened so fast and now I was basically fully dressed in a cute girly outfit. And I was about to make my first trip, dressed up, out in public. I was terrified.

"Now first of all, let me tell you, you look beautiful. No ones going to know you're a boy, so don't worry about that. As for your chest, I'll pack some of my panties into the purse to stuff you up, and the first thing we'll do is bra shopping. We'll have that chest of yours well endowed in no time. So stop that crying missy! We have a mall to go to."

"Okay Mommy," I said, still sniffling.

"Hmmm... I suppose my little angel needs a name. How about Ronda? It's a powerful name for a pretty girl like you, and you deserve nothing less. How do you like that?"

"I like it," I say with a smile.

"Wonderful. Now here, put these socks on and go grab your shoes. Angie and I will get ready real quick and we'll leave in about 5 minutes. What kind of shoes did you wear here?"

"My all white Nikes."

"Thank goodness because I doubt you'll fit into any of mine. The white will go with your outfit perfectly. We'll have to go shoe shopping today as well."

I put on the small frilly pink socks and grab my shoes. I take one last look in the mirror. I looked breathtaking. The makeup was pristine. It was so good there was no way I'd be recognized by anybody I knew, so I won't have to worry about that. I turn around and see how high the skirt rises. People will come very close to seeing my ass with every step I take. I guess it could be worse and oddly, I was okay with how short it was. It's not like my ass was showing or anything. My legs were long and smooth and they felt free. My thighs were milk white, even with being out in the sun today. I guess I wasn't out there long enough for a tan, but I thought they looked good. The milky appearance gave some meat to my thighs. Plus, overtime I'll change that if I so desire. Wait, why did I even think that? This would end today, whether I liked it or not. It just had to...

"Ronda come on, we're ready," Angie says.

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My nerves were a wreck walking into the mall. I couldn't help but think everyone was staring at me. Angie seemed to notice my anxiety.

"Get that look off your face Ronda. People are looking at us because we look HOT. There's no other reason." She may have had a point.

Angie had short shorts and a t-shirt on over her swimsuit. Simple, but her natural beauty was glowing. Not to mention how amazing her ass looked. Mommy was dressed in skin tight jeans and a tank top. Fully accentuating all her assets. She finished off her look with sunglasses and a Chanel purse.

As for me, well, I knew my outfit would catch a few wandering eyes with how much it showed off. With how short my skirt was, I feared my ass peaked out with every step I took. In fact, I couldn't help but catch a few guys behind me staring at my ass, as I walked around the mall. It felt gratifying in a way. I felt sexy. And I felt good, for the first time in a long time. No more sitting inside my house for weeks on end, playing video games, and working a menial job. I was going to enjoy myself! And I knew I could because I had a friend like Angie supporting me, and Mrs. Johnson, who I now referred to as Mommy, to guide me along.

"Ugh, wishful thinking," I thought to myself. This would be fun for today, but I had to get back to my real life soon. It was kind of a buzzkill, but I decided to ignore those thoughts and live in the present.

My lack of breasts bothered me. I didn't want real ones obviously. That would be taking things too far, but I felt like the illusion was ruined when people saw my flat chest. I looked down and sighed.

"Don't worry honey, we're going straight to Victoria's Secret to try on some bras. We'll get you squared away," Mommy said.

I smiled at that thought, but was quickly horrified. Try on? If I had to try things on I'd likely be fitted for one. And if that was the case, my true identity would be revealed.

I didn't have much time to sit in my head and worry. We walked into Victoria's Secret and I was blown away. I had passed by it several times in my life, wanting to to walk in, but being too afraid to. The walls were lined with all types of lingerie, and the tables were filled with all types of bras and panties. I was in heaven. Mommy quickly flagged down an associate.

"Excuse me, Miss, my daughter would like to ask you something."

I was frozen in fear. Mommy wanted me to ask the sales associate for a bra? I was dumbfounded. I didn't expect to be the one doing the talking and I stayed silent. Mommy spoke up again.

"It's okay Ronda, just tell the pretty lady why you drug us to the mall today."

Embarrassed beyond belief I just blushed. The sales associate spoke up.

"Ronda is such a pretty name, for a pretty girl like yourself. Now, what was it I could help you with?"

She thought I was a girl? My heart skipped a beat and a huge pressure was lifted off my shoulders.