A Shy Teen Goes Too Deep Ch. 05

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**Just a note that I am trying to choose the correct category for each chapter. “Lesbian Sex” seemed to be the most prevalent part of this chapter so I chose that, but other things happen too.**

“Hey Grace,” Mia said as we walked back into the school after our daily porn viewing out in the school yard.

“Ya?” I said still looking ahead.

“I was wondering if you wanted to stay over on Saturday night? You know maybe come over early, we can spend some… time… together, then stay the night… what do you think?”

I wanted to say “YES” right away, but my boundaries stood in the way. My parents. They had to approve.

“Ummmm, I’d love to…”

“But?” Mia jumped in.

“But… I’d need to get my parents to agree and there is no way they would do that without meeting you first,” I said. It was true, they had to meet her if there was to be any chance of me staying over.

“Well, invite me over then!” Mia said with a huge smile.

I smiled back, “well do you want to come for dinner tonight… I mean if you can?”

Immediately Mia responded, “what else do I have going on tonight? Of course I’ll come!”

“OK great, let me just text my mom and double check it’s OK… but it should be.”

I sent my mom a text and asked if it was OK if Mia came over for dinner. About an hour later I got a response from her saying it was fine and that she would love to meet a new friend of mine. If only she knew.

Me: Hey!

Me: Goodnews my mom said you can come for dinner

Mia: Awesome! Should we go straight from school?

That’s when it hit me. There was no way Mia could come over for dinner dressed the way she was. Her shorts showed the bottom of her ass, and her t-shirt was skin tight, and she definitely wasn’t wearing a bra. If my parents saw her like that there is no way I would be allowed to stay over. Actually I probably wouldn’t be allowed to see her at all. I couldn’t have that. I couldn’t lose the connection we have.

Me: Ummmmm

Me: Here’s the thing

Me: You need to change before you come over

Mia: What?

Me: Your clothes, they will freak out of you are dressed like you are

Me: I love it! But they won’t.

Me: I feel so bad!

I waited for a response.

Mia: I understand

Mia: I’ll go home first and change into something “respectable”

Mia: And then I’ll come over

Mia: Around 6?

Me: Sounds great! Thank you!

Me: See you at 6.

For the rest of the day I was nervous. What was Mia going to wear? Was she going to say something that would make my parents hate her? I actually think I was more nervous about losing Mia than losing my parents. Was that normal? No it wasn’t. Who thought like that?


Finally 6 o’clock arrived. I waited in the living room for the doorbell. I wanted, no I needed, to be the one that got the door, to make sure that what she was wearing was appropriate. Things had to go well, there was no other option.


The doorbell rang and I jumped up to get it as if my life depended on it. Maybe it did. I got to the door, turned the handle and viewed Mia in a conservative outfit for the first time. She stood before me in a long flowing black and white polka dot dress that came down to just above her ankles, flat sandals below them. The dress tied at the waist and came up just below her neck, it even had partial arms. Her hair was tired back, her make up was beautiful but subtle, her braces shining through her smile.

“Hey,” she said as I swung the door open and my jaw dropped.

“You look… completely different,” I said back in shock.

“Well thank you… I thought this might meet your high standards,” Mia started as she walked through the door, “it’s one of my mom’s dresses… trust me I don’t have anything this nice.”

“Well, you look great,” I said with a smile and started to walk to the main room.

My dad was watching TV and my mom was working in the kitchen as Mia and I walked into the room.

“Mom, dad, this is Mia,” I said, announcing our entry.

My dad got up and walked towards us, “hi Mia, I’m Jeff, it’s really nice to meet you,” while reaching out his hand. Mia’s hand met his and they shook, very formal, like my family.

“Hi Mia!” Mom said as she walked out of the kitchen patting her hands dry on her ‘Jesus Loves Us’ apron, “I’m Beth, it’s so great that Grace has a new friend!”

“Well it’s greeting meeting both of you too, and thank you so much for having me over for dinner, it’s really nice of you,” Mia said in a tone I had never heard before. She was like a chameleon.

“Oh nonsense, this is no trouble at all, we’re just glad to have a friend of Grace’s over. She hardly ever has a friend over so this is a real treat,” my mom was extremely excited.

Mia smiled as my dad went back to the couch to finish watching a game and my mom headed back to the kitchen. Mia and I followed her and asked if she needed any help. We put the plates on the table, london escorts followed by glasses and cutlery. I think Mia kind of liked being part of a traditional family situation, I was pretty sure this wasn’t something that happened at her house.

We all sat down for dinner, my parents on one side and Mia and myself on the other. The meal was good, meatloaf and potatoes with some other vegetables, oh and a salad too. We all had soft drinks as alcohol was not something my parents drank too often. The conversation was civil and no topics I didn’t want covered came up thankfully. Mia told them about how her and her mom just moved to town, how she was enjoying school, and how much she enjoyed being my friend. Mia was really buttering them up. There was a mission, get me permission to stay over on Saturday.

“So Mia, Grace tells us that you want to have a sleepover with her on Saturday,” my dad asked while taking his last bite of food.

“Ya, that’s right, I thought it would be fun to just hang out Mr. Robertson,” Mia said back with a smile.

At the sametime I felt a hand on my knee and almost dropped my fork before letting out a cough.

“You OK honey?” my mom asked with a little concern.

Mia’s hand moved further up my thigh. We had never touched like this. Why now? God she was crazy.

“Uh ya… just need some water,” I said, taking a quick swig from my glass.

Mia’s hand was now at the top of my thigh. I squirmed. What was she going to do? Should I stop her? Would that be obvious? Did I want to stop her? My mind was racing, I could feel sweat running down my back. She moved her hand. Fuck she liked to play mind games. I loved it.

“Actually Mr. Robertson we have a pool in our complex so I thought Grace and I could go for a swim, and then maybe order a pizza and watch some movies. You know just a girls night,” Mia said to my dad acting as if nothing had just happened. How did she do that? How did she play everything so cool?

“Well Mia that does sound like fun for you two. Hopefully not too many horror movies though!” my dad chuckled. He made himself laugh far too often.

“Yes girls, that sounds like a lot of fun. Part of me wishes I could join you,” my mom chuckled again. She had the same affliction as my dad.

Mia and I both awkwardly laughed back. If only they knew what we would really be doing together. Actually thank God they didn’t know.

Dinner ended and I walked Mia to the door as my parents started to clean the kitchen. “Holy shit Mia what was that?”

“What do you mean? I thought it went really well?” Mia said with a grin.

“You know what I mean!”

“Oh relax, nothing happened… I was just having a little fun.”

I let out a sigh, “I thought I was going to pass out from stress,” I laughed.

“But it went well right?” Mia asked seriously.

“Ya, for sure, I don’t think it will be a problem. If my mom wasn’t happy she would have given me a look, but I never got one, so we should be good!” I said with a smile.

“OK awesome… I better go, but see you tomorrow!”

“Ya see you tomorrow!” I replied before closing the door.

I helped my mom clean up the kitchen and listened to her gush about how nice it was that I had a new friend, how great Mia was, and how she hoped I had fun at the sleepover.


That night in my room I stood in front of my mirror and looked at my naked body, my new routine. I was getting better at staring at myself, looking myself in the eyes, not shying away. I focused on my shaved pussy and imagined what it would look like if I did everything I wanted to it, stretched out, used, worthless. I turned around and bent over a little so I could see my asshole, never used, but in my mind it was worn out and loose. Turning back to the front I opened my mouth and looked at my face with my tongue sticking out. God I wanted to have someone destroy my throat so badly. All of the porn I had been watching, masturbating with Mia, it was transforming my brain into something new, something demented. These thoughts were taking over and my desire to experience them was growing more and more.

I knew the next night at Mia’s was an opportunity I couldn’t miss. I didn’t know when I’d have such a good chance to push myself again. I had to do something, even if it was small, something to get closer to my desires. I looked at myself in the mirror again and spit at my face. “What a fucking slut,” I said outloud in a whisper. My pussy instantly got wet.


“Hey Mom, I’m going to go to Mia’s now… so I’ll see you tomorrow OK?” I yelled out as I opened the door, my bag over my t-shirt covered shoulder.

“OK honey! Have fun! Call me if you need anything,” I heard yelled back at me from somewhere in the house.

And with that I was on my way to my adventure. I didn’t really have a plan, or know what was going to happen, but I tried to keep my nerve, tried to keep telling myself that tonight was the night to move forward.

My london escort black t-shirt and jeans were not the best option for the walk I had. It was longer than I thought and I was definitely sweaty by the time I got to Mia’s. I didn’t feel 100% safe walking in the neighbourhood by myself. It seemed that my elitist white church upbringing was causing me some panic. My mind thought about a video I watched once where a seemingly innocent girl was walking through a neighbourhood that reminded me of this one. Of course she got approached by some guys and before she knew it she was getting dp’d and deepthroating big black cocks. My brain made an “mmmmmm” sound but luckily I didn’t say it outloud. My pussy twitched. I didn’t want something like that to happen to me, did I? Maybe one day I’d be ready for it.

Finally I got to Mia’s house, I took a deep breath and knocked on the door and waited. Nothing. I knocked again and finally heard something.

“Coming… coming!”

The door opened and to my surprise it was not Mia, but an older woman who I assumed was her mom. She stood there in a white fabric bra and a pair of black leggings, no shoes or socks. The fact that she opened the door wearing this took me by surprise. I could see the resemblance to Mia.

“You must be Grace… come in, come in,” she motioned.

“Thank you.”

“No problem… Mia is just in the washroom… I’m Gabriella by the way, but everyone calls me Gabby,” Mia’s mom said with a smile.

“Nice to meet you… uh… Gabby, I’m Grace… oh…” I chuckled. I was nervous.

Gabby smiled as Mia showed up finally, “you’re here!”

Mia grabbed my hand and pulled me towards her room.

“Nice meeting you!” I said as I was whisked away, not being able to make eye contact.

As we got into Mia’s room nothing had changed. Stuff was still everywhere. But having seen how Gabby dressed it didn’t seem that strange anymore. Something about being in this house made me feel so much more relaxed. Maybe it was just because I’d been there several times already, but I think it was more than that. The mess, the freedom, it was liberating, and made me want to be myself, my dirty, slutty, nasty self.

“So, I thought we could go for a swim first?” Mia said as she walked over to a pile of clothing and started to rummage through it looking for a bathing suit.

A swim sounded nice to me, “sure, sounds good.”

I pulled my dress over my head revealing my conservative bra and panties. I unclasped my bra, pushed down my panties and stood there naked in front of Mia. As our masturbating sessions had progressed over the last couple of weeks, the amount of clothes we wore lessened. What started as almost fully clothed had progressed to fully naked. Standing there in front of Mia wasn’t unusual now, even though just a few weeks ago I would have thought such a thing was crazy.

I reached into my bag and pulled out one of the few bathing suits I owned, a one piece in dark blue. It was nothing like most people my age wore, it covered everything. Thick shoulder straps, and oversized bottom area, full back and front coverage. It was the only style my mom would ever let me wear. I saw Mia’s eyes look at it in shock.

“You’re going to wear that!?”

“Uh… ya? It’s all I have?” I said back.

“Jesus Grace… that is basically a nun’s swimsuit,” Mia chuckled.

I laughed back, it was a little overkill.

“Here, try this,” Mia said as she handed me a pile of orange material and strings.

I looked at it as it all fit in my hand, this was not something my parents would ever let me wear, I could tell that just by seeing how small it was.

I laid it out on the bed before picking up the top. This was a bikini. I had never worn one before and my heart jumped at the thought of it. It was small for sure, but not as small as I’ve seen online. Would it cover my tits? Yes. Would my mother ground me for life if she saw me wearing it? Also yes. I put it over my head and tried to tie it around my back but of course couldn’t reach.

“Hey, Mia, could you help?” I asked, turning to see her.

She stood there in a white bikini, but not like mine, this one was small everywhere. Her breasts were hardly covered as the small patches of material stretched to cover her nipples. Her pussy was only just covered itself as the material sunk deep between her legs. Was this on purpose? Was the bikini too small? Mia came over to help me.

I felt her soft fingers on my back as she tied the bikini. Next she grabbed my shoulder and turned me around inspecting how it fit.

“Hmmmmm,” Mia said as she moved her hands over my tits, bunching the fabric together to cover less of my tits, “that’s better,” she smiled.

I reached for the bottoms of the bikini off the bed and slid them on to my legs. These weren’t like Mia’s, they actually covered something, more than I thought they would, more than I hoped maybe? Regardless I was now wearing a bikini, my first time ever, I felt a rush of excitement.

“Ready london escort agency to go?” Mia asked as she tossed me a towel.

“Uhhhhh, sure I guess,” I said back as I wrapped the towel around me. I felt self conscious even though I wanted to be a slut. It was still all new to me, and no matter how much I wanted it deep down the logical part of me kept pushing back, making me be responsible. I hated it.

Mia didn’t cover herself up and I walked behind her, my eyes mesmerized by her ass on display in her thong. Every Time I was with Mia I wanted to be free like her. Maybe one day.

We walked out of her house and towards the communal pool it was only a few hundred feet away but it felt like a mile. It felt like a million eyes were watching us as we walked by, were they judging us? Were they lusting after us? Probably a little of both. I felt so exposed, but I was still wrapped in my towel. How would it feel when I took it off and showed everyone my bikini? My pussy twitched.

We got to the pool and it wasn’t too busy, a few kids playing with their parents, some older people as well, I was a little surprised there weren’t more around.

“Hey over here,” Mia said as she waved me over to a couple of lounge chairs that looked like they had seen better days.

Mia laid down on her back, legs stretching out, sunglasses on. Her olive skin glistened under the sun. My mind envisioned me leaning over and licking her sweat, tasting her, I bet she tasted amazing. I grabbed the chair next to her and sat on the edge, my towel still wrapped around me, my nerves growing.

“You OK?” Mia asked, sounding a little concerned, her hand reaching and touching my bare shoulder.

“Uh ya, just… you know, I’ve never worn a bikini before sooooo, I’m not used to this…” I trailed off.

“The best solution is just to do it! Rip the band aid off. Plus everyone else here is wearing a bikini so no one will even notice.”

I looked around at the few other people at the pool. Every girl was wearing a bikini, most similar to mine. Mia was right, I wouldn’t stand out, but still it was something I’d never done before, and therefore I was unsure about it. My anxiety was growing and I felt like my hands wouldn’t move. Maybe staying wrapped in a towel wasn’t that bad? It would protect me from the sun at least! No one likes getting burnt.

“I think I’ll just leave the towel on for a bit,” I said as I started to lean back on the chair. But before I could complete the movement I felt a hand roughly grab the towel and yank it away from my body. It quickly unravelled around me before soaring in front of me, being held up by Mia.

“What the fuck!” I yelled out as my back hit the chair only to bounce back up immediately while I tried to reach for the towel.

Mia laughed as she moved further away, “sorry! I had too! I couldn’t let you lay there like a weirdo with your towel on!”

My arms crossed my body trying to cover myself up. It was instinct even if it did almost nothing. “I hate you,” I said as I laid back down.

For the next while we both laid there and let the sun wash over our bodies. As the minutes passed I relaxed and my arms moved to my sides, exposing my full bikini covered body. It wasn’t nearly as bad as I thought it might be, to be honest it felt nice.

“Hey I’m going to go for a swim, want to come?” Mia asked as she got up from her chair, her ass moving in front of me as she walked to the stairs and slowly moved into the cool water.

I was getting a little warm myself so I followed her. The water felt nice as it cooled my skin that had been heated by the bright sun. I dipped my head into the water, my eyes watching Mia move away from me. When I came back up for air I saw Jerry sitting on one of our chairs, he smiled.

“Well hello cutie,” he said to me out loud. It felt dirty, it felt wrong. My pussy loved it.

“Uh hi,” I said back quietly.

“Jerry! Stop being a creep!” Mia yelled from further in the pool.

“Oh relax! I’m just having some fun Mia!” Jerry yelled back with a smile. “So Grace, are you staying for dinner?”

“Uh… ya, actually I’m sleeping over tonight…”

“Oh, really, well that sounds like fun… I’m sure you and Mia have a lot planned…” he said with a sly grin. God he was so nasty.

I didn’t reply.

“Well I think we’re going to order pizza soon so don’t be too long,” Jerry said pushing himself up, his grease stained pants and shirt showing themselves as he left the pool area and walked towards the house.

“God, I’m so sorry about him!” Mia said as she swam up to me.

“No, it’s OK.”

“He’s just… ugh…” Mia made a face as she walked out of the pool.

We both dried off under the sun before heading inside to get changed and ready for pizza.


“Pizza’s here!” both Mia and I heard being yelled from the living room of Mia’s place. We were both just about finished getting on some comfy clothes, me in a pair of grey sweatpants and purple hoodie, Mia of course in much less, a pair of tight black fabric shorts and a white tank top. As we exited Mia’s room we saw Jerry and Gabby eating on one side of the couch, the pizza and drinks laid out on the coffee table, and Netflix being scrolled through.

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