Green Oaks - Cover

Green Oaks

Copyright© 2022 by Badger Hole

Chapter 1: options

Coming of Age Sex Story: Chapter 1: options - Green Oaks is an assisted living community. Karla is a new volunteer. What does she find out about herself and her family Volunteering at the center

Caution: This Coming of Age Sex Story contains strong sexual content, including Ma/Fa   Ma/ft   Fa/Fa   Fa/ft   Coercion   Reluctant   Fiction   Workplace   Sharing   Slut Wife   Wife Watching   Incest   Mother   Son   Brother   Sister   Father   Daughter   MaleDom   Humiliation   Rough   Spanking   Group Sex   Swinging   Anal Sex   Analingus   Exhibitionism   First   Fisting   Masturbation   Oral Sex   Sex Toys   Squirting   Public Sex   Size   ENF   Porn Theatre   Transformation  

I was bored, so I asked mom what there was for me to do so I could get out of the house for a while this summer. Even my brother had things to do. He was away at camp for a few days. At least he was out of my hair for now.

“Oh, Karla, I was thinking of you this last week, and I think I found the perfect thing for you now that your 16th birthday is tomorrow.”

“What is it, mom? Is it a birthday present?”

“Yes and no, you can volunteer with me at the Green Oaks center.”

“You mean the old folks’ home? What would I do there?” I was not sure about working with old people. What would they do with a 16-year-old girl?

“Well, it is an assisted living center for older people that can’t live alone any longer. You could talk to people, play games, and set up parties. You know that sort of thing. You know I have been doing it since before you were born”

I was so bored and had nothing else to do this summer. “Isn’t this a volunteer position? Doesn’t that mean I don’t get paid?”

“Yes and no, Green Oaks won’t pay you, but your dad and I will give you five dollars an hour for volunteering; I know you need some spending money, and we are well off enough to let you do this and up your allowance.”

It was not a minimum wage, but it was a volunteer thing. It looked to me like a pretty good deal. “Ok, mom, what do I do? Just show up?”

“Oh no, dear, you need to go and talk to the director and be interviewed first. Don’t worry; I already talked to him. It is just a formality; you know they need to know who is in the facility for security reasons and if you will be a fit.”

“I bet I could use this experience on my college applications too.”

“I am glad to hear you seem excited; here is the phone number. Tell them you are a high school student wanting to volunteer.”

That scared me a little. I had to make the call myself. My mom was not going to do it for me. I had to talk to Green Oaks and get the position. I guess it would help get me to break out of my shell. “Ok, mom, thanks.”

“Don’t do this later; I think you should call now.”

“Ok, mom”

I pulled my cell out of my pocket and dialed the number. It rang like three times.

“Hello, Green Oaks; how may I help you?”

“Hi, my name is Karla Sanders, and I am looking to see if you need volunteers for the summer; I am going to be a Junior at Central High School next year, and my mom thought I should volunteer at your place.”

“Oh, I see, slow down. It is ok, and yes, we are looking for volunteers; when could you come for an interview?”

“One second, let me ask my mom; Mom, they want to know when I can come down for an interview?”

“You have your driver’s license now. You can take my car this afternoon. Tell them 2:00 pm.”

“I can be there at 2. Will that be good for you?”

“Perfect. Can you put your mom on the line for a second”

Mom took the phone; she said, “yes, and I see, no problem, ok, that sounds good, ok, I will see she is prepared; yes, sixteen tomorrow.” I could not hear the other side of the conversation, but mom was smiling.

“Ok dear, we only have 4 hours we need to get you ready for your interview, these clothes will not be appropriate for this place. Shopping time! New wardrobe for your birthday.”

“Shopping what for mom? What’s wrong with my clothes.”

“Well, they don’t fit you. They are too baggy, first of all, plus they are not in any style I could name other than slob; You have to understand that this is an upper-class place. You need to dress the right way to fit in, dear. I have been going there for years. I know what clothes they want us, volunteers, to wear.”

Mom was like a woman on a mission; she was no-nonsense. She gathered me up and had me drive her car to the mall. I needed some new things true, so this seemed reasonable to me, plus it was my birthday tomorrow. I parked, and we walked into the mall. We started at Forever 21, I have wanted to shop there, but it did not seem right. All the cool kids shopped there.

Mom led me around the store, stopped in the skirts section, and started to look for something, muttering under her breath, “no, no, too long, better, here this is the one” she handed me a plaid mini skirt. The mini skirt I thought mom handed me was obscenely short; I liked it, but what the hell mom picked it out seemed over the top,

“Now, let’s get a top for you.”

She headed over to the tops section and started to do the same thing muttering under her breath, rejecting blouse after blouse; she finally found a sheer white number. It was short as well; what was mom thinking? Did she want me to dress like a slut? I could not say anything. She was shopping for me to get the position; I guess she was the expert.

“Lingerie next; what size of bra do you wear, Karla? You have grown so much over the last year I can’t keep up.”

“I don’t know, mom. This one is tight on me, and it is a 34C.”

“let’s get you measured then.” She started to look for an attendant to help measure me. She finally found someone. I was surprised it was an old man. He must have been thirty. Was he going to measure me for a bra?

“Hello, Karla. My name is Nick” He had a look about him. My Gaydar was pinging. “Yes, I can measure you for a bra, and by the way, I am Gay, so will that be ok?”

WTF? I did not care if he was gay or not. He was still a male. Mom, however, piped up, “That’s fine, Nick. We won’t have an issue with you at all do what you need.”

I had no choice, I guess. “Follow me to the back where we keep the equipment.”

“You know, measuring someone for a bra is more an art than science. I have been doing this for over 15 years. I understand the difference between support and comfort; the adage lift and separate is not all there is anymore.”

We went into a private room in the back, and he closed the door. “Here we are, ok Karla take off your blouse and bra. Let me see what we have to work with,”

I looked at mom. Thank God she was there; otherwise, I would have been freaking out. She gave me the go-ahead nod. This would be the first male and only to see my breasts other than my doctor. I felt a little aroused. My nipples were getting hard in anticipation of just a boy but a MAN looking at my breasts.

I pulled my baggy t-shirt over my head, exposing my too-tight bra, “Bra as well, Karla,” Nick reminded me. His voice was gentle and soothing.

I unhooked the snaps at the back and hesitated as the bra still covered my breasts. I finally, with slow resolve, pulled the last vestige of protection away from my naked breasts.

“Very lovely, lets me see, turn around, that’s it. He reached out his hand and cupped my breast. Mom was watching, and she did not say anything, She was watching the first man feel my breast, and oh my God, my nipples were hard; I had trouble breathing.

“I need to get a feel for the cup size Karla. It will only take a minute. Just relax” his other hand cupped my other breast, and he started to manipulate each breast, weighing them and feeling how firm they were. He pinched my nipple and pulled, “I need to see how sensitive you are so I can get you the right fit and padding.” Mom nodded again in approval

Again, WTF was going on? Mom was watching as this man molested my breasts. He finally stopped groping me and took a tape measure and got my chest size and the size of my tits at my nipples. He took some notes and felt each breast again. This was the most embarrassing and personally invasive thing that has ever happened to me in my entire life. My only saving grace was that my mother was there.

“Your bra size is a 34 DD; no wonder you felt restricted in that tiny thing. I thought you had four boobs before you took it off.”

Mom said, “Just put your t-shirt on, Karla. We are getting you a new bra; no need to wear that thing anymore. Thank you, Nick. We appreciate your assistance.”

“Not a problem. Let me know if there is anything else I can do to help.”

I tugged on my shirt covering my chest, but my nipples could be seen poking out, tenting my t-shirt. I followed mom to the lingerie section. She did her thing again, muttering under her breath, rejecting bra after bra until she found what she was looking for. It was a black lace demi bra. She kept looking and found the panties to match; it was a thong; it was so tiny. What was mom thinking? This would be my first thong. Even my bikinis were modest.

“It’s time, dear. Let us go try these on.”

I went into the dressing room and undressed. There were mirrors on three walls, and I could see all of my naked body. It looked good, I thought. But who was I? I was biased, after all. And I slipped on my first pair of thongs. I would need to trim, I could tell, with my bush peeking around the little bit of cloth covering my sex. The string up the crack of my ass felt strangely good. I turned and looked at my ass. Wow, I had never really looked at it before. The bra seemed like little more than a shelf that left the top of my breasts pushed up into an incredible cleavage. Damn, I looked hot in just the two things I had on. The skirt was next; it road low on the hips. It had to be low to cover my thong, and the blouse was low cut and cropped. It left my stomach bare. You could see my cleavage and my belly button. I looked like a model or a slut, I guess. I called mom to have her come in and see.

“No, dear, you come out here.” She wanted me to go out there like this. Steeling up my nerves, I opened the door.

Mom smiled ear to ear when she saw me—clapping with excitement. “I knew you grew this last year, but wow, you are gorgeous, Karla. All the boys are going to go nuts when they see you.”

I looked at my reflection, and a beautiful woman stood in my place. I did not recognize her; she had so much cleavage, and her taught belly helped define her pelvic V that disappeared into the top of her skirt, her hip bones on display, and the legs under the plaid skirt went on for days. Who was that in the mirror? I looked at her face and hair and could recognize myself as the girl I remembered, but her body was that of a woman I did not know.

Mom hugged me “wow, Karla, I never knew. You have been hiding away all year. I am going to love shopping for you. You will need an entirely new wardrobe. It is your 16th, after all.”

“Mom, I am afraid I will stand out, and people will make fun of me.” I was afraid of what people would see when they looked at me.

“Well, let’s start small, you can wear this to your interview, ok, and if you feel like people are making fun of you, we will make some changes, OK?”

Mom was pushing me hard to get me out of my shell. I knew I needed help with it, so I reluctantly agreed. I have to admit it was fun shopping with mom.

“Ok, Shoes next. I know what would look good with that outfit. You know what that shirt needs, a plaid tie.”

Looking in the mirror again, I imagined a tie, and I thought I would look like I was wearing a sexy school uniform. In for a dime in for a dollar, I thought. “Ok, mom, I would look like a schoolgirl then, except for the black bra showing through my shirt and the massive amount of cleavage on display.”

“Exactly the look I was going for, even your cleavage and bra outline. Let’s get you a tie and some shoes.”

Choosing the tie did not take long, and Nick was the one that checked us out. I did not have to take anything off. He just cut all the tags off, even the one on my thong and bra. He just lifted my skirt up in the store and snipped off it like it was nothing to flash my ass in the store. It was over so quick that it was done before I realized what he had done.

We left and went to the shoe store to replace my sneakers. There were two salespeople there, a girl and a boy. Mom told the boy, “My daughter needs some black and white penny loafers. And she also needs to be sized for fit.”

The boy distractedly looked up, and when he saw me, his eyes got big.” Yes, Ma’am, right away. Could you have your daughter sit here so I can measure her feet?”

I went over to where he motioned and sat down. Why did he look at me like that, I wondered? He quickly kneeled in front of me, smiling at me, “can I have your right foot, please.” He took my right foot and placed it in the Brannock device, the big foot measuring thingy. He moved the sliders, had me stand up with my weight on the right foot, and he adjusted the sliders again.

“Are you looking for matching shoes to go with this outfit?”

Mom replied, “Yes, we are. You are observant; that is a good trait for a salesperson.”

“Oh, I am very observant. I notice many things.”

What was he talking about? OMG, I was flashing my nearly naked pussy at him as I sat in front of him and moved my foot around. I still had on that tiny thong with my hair curling out from behind. It would be so embarrassing to let on that I knew what I thought he was talking about. He must see a lot of panties in his line of work. So, I kept still. He got up and went to the back.

“Did you have fun, Karla?”

“What do you mean, mom?”

“You gave that pour boy an eyeful. Was it fun? Did you like showing off?”

Before I could answer, he returned, I noticed the large lump in his pants. He had chubby from looking up at my short skirt. I did have fun, especially when I could see what type of reaction, he had looking at me. Maybe I could get a date now that I could dress differently. I flashed him again, this time on purpose, to see his and my mother’s reaction to see what she would do. Mom noticed my short skirt was riding up high, and my thighs were not together either. She smiled at me and turned to look at some shoes.

What is going on with mom? It was almost like she had this planned. Volunteering and shopping. What was she up to? Maybe I could figure it out later. This was more than just my birthday tomorrow. I was on the verge of freaking out, but I can’t deny that it was fun too. Did I enjoy people looking at me? No, I was too embarrassed. What the hell is wrong with me?

The shoe salesman put the black-and-white penny loafer on my foot and tied the bow. He was massaging my calf at the same time. It felt good, so I let him take his time. He repeated with the other foot tickling my calf. I looked down, and he was staring right at my crotch, enthralled.

“Karla, stand up and walk around a little how do they feel?”

My skirt fell as I stood up, blocking the salespersons’ view, I hoped. I felt better after my skirt was down; I felt almost decent. I went to the mirror, and the shoes felt and looked great. I was having fun.

“I am having fun, mom; what about you? Are you having fun?”

“I love watching you blossom, dear. I am having the best time.”

Mom paid for my shoes, and we left a very aroused shoe clerk. I hoped that blue balls were just an urban legend. Otherwise, he was in for a rough time.

Mom herded me to the Hairstylist next. I could not believe this mom had never done anything like this for me. This was the first time she saw me as anything but a tomboy. She was going all out for my birthday.

“Ok, I need the works for her. A hairstyle, mani-pedi, Brazilian, and makeup, the whole nine yards.”

Did I hear her correctly, a Brazilian? “Mom, did you say Brazilian?”

“Yes, it will make you feel sexy and powerful for the interview. It works for me every time I have important meetings.”

I had never been hairless down there since I was 13. My strawberry blond hair made it very thin. But still too much for the thong I had on. What was going on? Mom was acting weird. I had to find out.

“Mom, why are you doing this? These clothes and underwear, the shoe shop guy, the bra fitting. It’s like you are grooming me for something. What is going on.”

“Ok, the management at Green Oaks would like pretty girls as volunteers, baby, and it’s your birthday, so trust me, I know what you need to wear to get the position. Well, I got a little carried away with the clothes and things. But I think you need to start dressing better, and well, this seemed like a good excuse. Sorry if I got carried away a little bit.”

“It’s ok, mom, I think I understand” Not really; I was still confused. I, however, looked amazing and was at the salon to get a complete makeover with my mom. What nearly 16-year-old girl would not want this? Was I being an ungrateful brat? I started to feel bad about questioning my mother. She, after all, had to look out for me and do the right thing. I just forgot for a moment that I needed to trust in her. “I am sorry, mom, it is just so much all at once, but I get it; I have been a tomboy for so long, and you jumped at the chance to girl me up.”

“I want to help you put your best foot forward. Do this for me, ok.”

It took about an hour and a half in the salon. I was poked and prodded and fluffed and blow-dried. The most shocking thing was having someone wax my pussy. Well, not just my pussy. My mom wanted me to have a Brazilian wax; that meant my ass hole as well. I can tell you that it hurt a lot. And it was embarrassing because I had never had to show my naked body to another person like that. At least the tech was a girl. That helped a lot. And she took her time explaining everything as she went. She told me to take a breath when she pulled the tape. It was very clinical and not sexual at all. At least, that is what she kept telling me. I had to control my breath and think of sad things to keep from getting excited.

My hair was done, my private bits were smooth as a baby, and my makeup was applied. Mom even had a girl thread my eyebrows as well. When I looked in the mirror in my new clothes, I had no clue who was looking back at me. It looked like a 19-year-old girl, not the nearly 16-year-old girl I knew that I was. My breasts looked huge as they almost spilled out of my shirt, pressed up by the demi bra, acting like a shelf for my breasts to rest on. My flat tummy was prominently displayed. It looked bare, like it needed something. My short skirt showed my legs off up to my ass. I was covered but just barely. Mom stood beside me, looking as well. I could see her eyes focus on my belly.

“Ok, I see we need to make one more stop,” She said as she paid the bill, and off we went to Claire’s fashion accessory store. That is where I got my ears pierced on my 13th birthday. It didn’t help girl me up; I was still a tomboy after.

When we got to Claire’s, she looked over the jewels and muttered to herself until she spied what she wanted. It was a belly button stud.

“Here it is. What do you think, dear.” She held it up to my belly button, the CZ stud shining brightly, catching my eye. I loved it. I could not believe that mom was the one saying that I should get my belly button pierced.

“love it, mom.” And I did; who was this woman, and what had she done with my mother? The store tech quickly pierced my belly button, and I had a new shiny belly button stud to show off.

“Just beautiful, Karla. You look so sexy in that dress; how do you feel.”

I stood there trying to get used to my appearance. It looked like someone else was standing there, but she had my eyes. I looked sexy, beautiful, and confident. “I like this look, but I don’t recognize the girl in the mirror.”

“You exude confidence, baby; you can do anything you want. It’s getting late. You need to get to Green Oaks by 2. You can drop me off at the salvation army. I need to fill out your wardrobe while you interview. I have a feeling you will need it either way.

“Salvation Army, why mom”

“There are a lot of good clothes there for a meager price. Your dad and I are well off for one reason being is that I don’t waste money. These clothes were special, and we needed this time together. Trust me; now I know your size and what colors go with your eyes, skin, and hair; I can make a good haul at the SA.”

We headed out of the mall, and mom made me drive again. The Salvation Army she wanted to go to was not too far from Green Oaks. I dropped mom off outside the SA. And I took off to my appointment.

Green Oaks was beautiful. It had a gate and a guard at the front. I told him who I was and had an interview for the volunteer position. He looked at his paperwork and asked to see my Driver’s license. “I see that you’re on the list. Go to the main building straight ahead, park in a visitor spot and go to room 203 “he handed back my DL after scanning it.

I would have felt underdressed and out of place if I had come in my regular clothes; the guard’s uniform was tight. Pressed creases on his pants. He looked good and capable. The staff uniform looked sharp as well. It was a form-fitting light blue smock hanging on well-defined bodies, both male and female everyone had an ease about themselves. It looked like everyone had a purpose, and they knew how to perform that purpose well. I climbed the stairs and saw room 203 to the right.

There was no door but an open arch; I walked up, and the lovely girl behind the reception desk looked up. “Hello, you must be Karla; you are quite punctual. It is just 5 minutes before two. That is a good sign.” She pressed a button on her desk, not even waiting for me to respond, “Karla Sanders is here for you.” She paused a couple of seconds like she was listening to the earbuds I could see in her ears. “Go through that door, Karla; good luck.”

I realized that no one at this place seemed to notice my state of dress or looked at me funny. They just saw me. I guess mom was right. Nobody will make fun of me.

“Hello Karla, my name is John Oaks. I am the CEO of Green Oaks. And before you comment, yes, I couldn’t resist naming this place after our family’s name.”

His Family’s name, not himself. Did that mean something? I hoped so.

“Hello Sir, I am Karla Sanders. I am here to interview for the Volunteer position.”

“Very good right down to business. We are looking for a special girl who can get along with people. One that does not include gossip; our guests like their privacy and pays a lot to keep their lives private. You will need to pass a background check, and we will interview some of your friends, teachers, etc.”

“Is that all necessary I am just a volunteer.”

“I must do this. Even though your mother volunteers here, we need everyone vetted. Our residents deserve nothing less, wouldn’t you agree?”

“Ok, I have nothing to hide.”

“I know you have nothing to hide as we have already researched you and your family.”

“In just a few hours, that must have cost you much. Oh, mom volunteers for her. She must have asked, right.”

“Less money than you think. Don’t worry about that; it was not just a few hours, and I did talk to your mother last week, and I started my people looking at you back then. Oh, and your mother agreed to the background checks. You already passed those checks.”

What kind of organization was this, background checks on volunteers?

“Ok, let’s start, shall we? Why do you want to volunteer at Green Oaks, Karla?”

“I am bored, and well, I asked mom what I could do, and she told me about your facility and the volunteer opportunity. I am only 16, well I will be tomorrow. I don’t know why I do the stuff that I do, maybe because everyone else is, oh and my mom and dad will pay me five dollars an hour for volunteering.”

“What do you think volunteering here will entail.”

“My mom told me I would be entertaining the guests, setting up parties, like birthday parties and the lake, playing games, just keeping the residents happy.”

“Very good. That is just about a perfect job description. We have games and parties for you to help us entertain. I like you, Karla. You are doing very well so far.”

“Now, for a few personal questions, will that be, ok?”

“Sure, I guess.”

“Do you have a boyfriend? We need to know for scheduling purposes.”

“No, I don’t” that was rather a personal question, but I guess I understood.

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