Karli's Second Chance

Author's Note: Hi everyone. Thanks for reading my first ever attempt at a stand alone story. This one takes some inspiration from some events from my real life. As always, I appreciate any constructive feedback! :)

My palms were sweaty. I laid in my bed staring at my phone screen with thoughts of doubt and indecision racing through my head.

My eyes wondered away from the screen momentarily as I pondered whether I should post the photo to Instagram or not.

"Fuck it," I thought to myself as I abruptly pressed the button, my freshly manicured red thumbnail clacking against the glass as my finger made contact with the screen.

I felt a sense of relief at first, but after a few moments, panic began to set in. It may seem strange to panic over posting a single Instagram post, something millions of people do every day, but this was my first post in over seven years. It was my first post as... me, the real me that is.

Most people who follow me on Instagram know me as Karl. I grew up in a pretty rural town in Florida before moving about five hours away to Orlando for college about seven years ago. I was pretty popular in high school, played multiple sports and was even on the Homecoming Court.

But nobody in that small town knew the secret I had kept since I was around 12 years old - I had always felt like a girl inside.

In middle school is when I first noticed it. I would see the girls in my class with their bright painted nails and I found myself having the urge to have them too. Almost every day I would use highlighters and color my toenails in secret every night before bed so I could secretly have "painted toes" all day at school the next day. It was my dirty little secret, and it gave me such a rush seeing my toes crudely painted with pink highlighter before I slid my socks on to hide them.

In high school is where my crossdressing really started. Even with my family home I would sneak off to the bathroom sometimes and find my moms lipstick and put it on. Even having it on for a mere 30 seconds or less and seeing myself in the mirror was enough to get me excited every time I did it.

When I was lucky enough to be home alone, I had a go to outfit I would always pick out from her wardrobe. It included a white strapless bra, a white tank top and a black mini skirt. Looking back now, I definitely looked like an absolute disaster, but it made me happy in the rare occasions I was able to do it.

College was the real game changer. As an independent adult, I was able to do as I pleased without anyone questioning it. Considering I lived alone and had moved several hours away from my home town, nobody had any idea who I was.

My collection of women's clothes started to build initially by online shopping. Forever 21 was my go to retailer at the time. I would buy numerous outfits at a time and just wear them at home alone. That was great and all, but I felt like I needed to up my game. I decided to buy makeup and a brown bob wig from Amazon to complete the full look. I was nervous the first night I put the entire look together. I didn't really know what the hell I was doing with makeup, but I followed a YouTube tutorial for a smoky eye look. Once I got the wig on and fully situated, I looked in the mirror and my heart skipped a beat.

"Is that really me?" I thought to myself.

I actually looked pretty good. I ran my fingers through my hair as femininely as possible to try and continue the illusion. My fire engine red nails I had just painted certainly helped add to the look. This was the exact moment I knew that this girl is who I really was.

I spent so many nights in college dressing up fully before laying in my bed and talking to random strangers on random text chat apps as my alter ego Karli. It was pretty well accepted that those kind of apps were just glorified sexting and nude swapping apps, but I was there for it.

I had so many good photos of myself at this point and I loved showing them off to people, even the lewd ones.

Most of these sessions ended with finding a session with a bisexual girl who was super into my whole gender bending persona. Often, we used each other to get off either through role play sexting or photo swapping.

To be honest, it really wasn't the girls I chatted with turning me on so much, it was more that they were turned on by me. On top of that, there was really something so alluring about seeing a hand with long Impress press-on nails that was my own stroking my cock as I chatted with them.

It may sound strange, but it was this chatting with random strangers that were always so accepting of who I was that was the final thing that gave me the courage to become the true me.

It was a slow and long process over the next few years with surgeries and hormones, but I'll always be thankful for that night that served as the catalyst for the woman I am today.

As I stared off into space, recollecting my past journeys that led me to where I am now, my phone made a ding. I looked down anxiously to see what was going on with my post.

It wasn't anything too crazy if you didn't have any context, it just looked like a normal dirty blonde haired girl in a cute dress with the caption saying "I'm back!". But one single scroll to the most recent picture before that would have anyone questioning what was going on as they would see my previous male self in the photo.

To my surprise, the notification on my phone wasn't from a comment or a like on my photo, it was from a DM.

My heart started racing as I wondered who it could be that messaged me so quickly. Who could it be from? Was it going to be a hate message? Was posting a mistake after all?

I finally got the courage to see what it was and clicked the messages button.

To my surprise it was from a girl named Cali, an ex-girlfriend of mine from high school. We dated for a few months when I was a senior and she was a sophomore, but broke up when I moved away for college. Funnily enough, she is actually the one I lost my virginity to two nights before my graduation.

"OMG girly! You are too fucking cute!" her message said as I read it with a sigh of relief.

"Thank you so much! That means a lot," I wrote back.

"How did you change so much? What the heck, girl!" she responded.

"Lots of money and time lol" I typed back.

"Well damn girl! I'm loving the new look. And that dress is killer," she replied.

I had to admit, the way she was instantly referring to me as "girl" and didn't question anything at all made me really feel good inside. I found myself smiling for our entire conversation.

"Thanks. And the makeup looks great, right?" I asked.

"Yeah, yeah. Totally. It really suits you. It's not caked on or anything like some of these girls are doing these days," she responded.

I was flattered by her compliment.

"I was actually really nervous about posting. But it feels so nice just letting go and putting the real me out there," I typed.

"Oh my God girl, don't even worry about that. You look amazing. Like I said, I love the new look. Plus you've got that body!" she typed back.

I couldn't believe my eyes. I had literally gone from almost having the biggest anxiety attack of my life a few minutes ago, and now I was laughing and blushing like a little girl over this exchange with Cali.

"I mean, thank you. But I'm no you! I saw your recent bikini photos from the trip you took a few weeks ago. Talk about an insane bod <3" I typed back flirtatiously.

"LOL. Stop! Don't even go there. But thank you! I'm glad you liked the pics," she replied.

We continued our conversation for the next hour or so and I couldn't believe how easy the conversation flowed. It was almost like talking to a girl friend I've had my entire life.

After we had been talking for a while, she ended up telling me she actually lived in Orlando now too.

"That's crazy, you live in Orlando?" I asked.

"Yeah! Crazy how things turn out, right? Small world," she answered.

"So what are you doing this weekend? Let's hang out sometime!" she added before I could respond.

"Well, I'm actually free tomorrow. I'm just chilling out here and doing nothing," I wrote.

"Awesome! How about lunch and then shopping at the mall?" she asked.

"That sounds awesome, what time should I meet you?" I messaged back.

"How about you pick me up at my place at noon?" she asked.

"Sure thing, that sounds great. And where do you live exactly?"

She texted me her address and we were set.

I was beyond excited. Not only was I going to have a chance to meet up with an old girlfriend and catch up, but she was also a girl who seemed genuinely interested in the person I had become.

That night I went to sleep excited about the next day. As I drifted off, the thoughts of her and I having a fun afternoon together filled my mind.

The next day, I woke up bright and early. I took a shower, applied my makeup, and picked out a cute outfit.

I settled on a black crop top paired with a black mini pencil skirt that was about mid thigh length. The combination showed just enough midriff where it showed off my brand new navel piercing. I also found a pair of cute wedges that I hadn't worn in a while but would fit nicely with the outfit.

Once I was all dressed and ready, I looked in the mirror pleased with my creation. My hair was still cut in a bob hairstyle that I had gotten used to all those years ago with my wigs. Maybe one day I would change it, but I had always loved the way it looked.

I grabbed my phone, keys, and purse and headed out the door.

I navigated my way towards Cali's address and finally pulled into her drive a few minutes early. I could barely contain my excitement for the day that was ahead. Not only was I going to get to go shopping and do girly things with another girl, it was one I had dated before and had always been attracted to.

I knocked on the door nervously as my heart began to race, anxious to see her in person for the first time in years.

The door opened and there stood Cali in her full glory.

She was a good bit shorter than me, standing at about 5'1 compared to my 5'8. Her dark brown hair cut just above her shoulders, not too different than mine. I found myself getting lost in her beautiful brown eyes the way I used to when we were younger, before taking a moment to look over the rest of her.

She was wearing a white tank top, a pair of short denim shorts, and flip flops. The tank top was low cut and showed what little cleavage she did have amazingly. It was actually kind of funny that I now had bigger boobs than the girl I used to date in high school, although I still only had B cups.

"Wow!" she said abruptly as she looked me up and down.

"Hi!" I said excitedly as she wrapped her arms around me and gave me a hug.

"You look amazing. Holy shit, girl!" she said as we separated.

"Thanks, so do you," I responded.

"Come in, come in," she said, grabbing my hand and guiding me inside her place.

Her apartment was pretty sparse. A typical one bedroom in Orlando. Nothing special.

"Do you want something to drink?" she asked.

"Just water, if you don't mind," I answered.

"Sure thing, coming right up," she replied.

While she was getting my glass, I took a seat on her couch.

"Here ya go," she said as she walked over and handed me the cup.

"Thank you," I said as I grabbed the cup from her and took a sip.

"So," she began. "You didn't warn me about how much hotter you are in person than in pictures girl!" she said, catching me off guard.

"Oh, stop," I said.

"No, seriously," she added.

I found myself blushing, which is not something I'm used to.

"Seriously. You are beautiful. And so confident in yourself," she said as she put her hand on mine.

"Thank you," I said quietly as I blushed.

"I have an idea," she said.

"What's that?" I asked.

"Why don't you help me pick my outfit for the mall! I just threw this one while I cleaned up a bit this morning," she replied.

"I'd love to!" I answered.

"Let's go into my room, shall we?" she asked as she stood up and reached her hand out for me to grab.

"We shall," I said, grabbing her hand and following her into her room.

Her bedroom was a simple design. Her bed sat against the wall with a dresser opposite it. Fitting for someone who was just recently out of college.

She stood in front of her mirror in the corner and started undressing, first pulling off her tank top, followed by her shorts. I hadn't noticed she wasn't wearing a bra earlier, but I sure did now as her breasts were freely bouncing slightly with every move she made in front of me.

"Oh umm, I can come back when you have a bra on," I said nervously as I looked away.

"Oh stop it silly, its nothing you haven't seen before. We have had sex before you know," she said as she chuckled.

"I'm just playing. It's no big deal. Just act natural," she added.

I looked at her and couldn't help but blush and smile.

"Now let's see what I'm going to wear today," she said as she turned towards her closet and began rifling through her clothes.

"I think this is what I'm gonna go with," she said, holding up a white v neck t shirt.

"I like that one," I said.

"Me too. Now I just need some pants or something," she said.

She bent over in front of her dresser in order to reach the bottom drawer and find some bottoms to wear. I couldn't help but stare at her perfectly shaped ass that was staring right back at me through the tiny amount of fabric that composed her thong. I felt myself start to get a little aroused as she continued to rummage and try to find something to match the top we picked out.

"You like what you see?" she asked playfully, breaking me from my trance.

I didn't realize it, but she could see directly into my eyes from her bent over posture from the way the mirror was positioned... I had been caught.

"Oh, I uhh..." I couldn't finish my sentence before she stood up and walked over to me.

"No need to answer," she said as she positioned herself directly in front me only a few inches away.

" I see all the evidence I need right here," she continued as she looked down and gently placed her hand on my now rock hard cock that was beginning to create a tent in my skirt.

"I'm so sorry!" I said nervously.

"For what?" she asked.

"This," I replied as I looked down.

"Don't be," she said as she leaned in and kissed me on the cheek.

" Honestly, from the second I saw that picture of you, I kind of hoped this is how today would go," she said as she blushed.

"Really?" I asked. "I didn't even know you liked girls."

"You're not the only one who has kept a secret over these past few years," she said as she winked.

"And besides," she added. "There's just something about you. Always has been. You've always been so attractive to me, and even more so now as a girl," she said as she smiled.

My heart started to beat faster. I didn't know what to say, but I was certain this was about to get hot and heavy real quick.

"Well you obviously know I've always been attracted to you too," I said with confidence.

"Well then I think we should probably do something about that," she said lustfully before turning around and heading over to her desk on the other side of the room.

She pushed the power button on her portable speaker located on the corner of the desk and then picked up her phone, presumably to put on some music for what was almost assuredly about to be some crazy hot sex between old acquaintances.

She put her phone down and "MONEY ON THE DASH" by Elley Duhé came on over the speaker.

The fast beat of the music gave me a hint as to what kind of pace she was looking for in what was about to happen, and I was certainly on board for it.

She walked seductively back over to me, each step in sync with the beat of the music as if she was a professionally trained dancer. Her body was incredible. She was still only wearing her thong from before, and her tan skin glowed in the light, mesmerizing me with every moment I gazed upon it. She too had a belly button piercing that was like an entrancing charm sparkling as she made her way towards me.

When she got back to me she placed her hands on my hips before planting a passionate kiss right on my lips. She was aggressive, and it caught me off guard, but I was loving it. I put my arms around the top of her shoulders and pulled her close as the kiss intensified.

As the song continued, her kissing moved south, eventually ending up on the bare skin of my midriff. It tickled a little bit, but felt incredible nonetheless. She slowly dropped down to her knees as the music continued, not missing a beat. She ran her fingers up the backs of my legs, giving me goosebumps before reaching my ass and squeezing both cheeks hard.

"Mmmmm," she moaned into my stomach.

She looked up at me as she kissed the tip of my hard cock through the fabric of my skirt.

"How about we get these clothes off you?" she said quietly before biting her bottom lip.

She stood up and grabbed the underneath of my crop top, pulling it up and over my head, exposing my bra. She then quickly unhooked the back, exposing my breasts to her.

"Wow," she said as she stared back at them.

She leaned in and kissed my right breast, working her way to the nipple before giving it a soft suck.

"Fuck," I whispered as the pleasure radiated throughout my entire body.

She continued to kiss her way down my stomach before getting back down on her knees and reaching her hands underneath the back of my skirt and grabbing the waistband of my panties.

She began slowly pulling them down as her face met the bottom of the skirt. I could feel the softness of her hair as her face rubbed against the skirt and her hands slowly pulled my panties further and further down, exposing my throbbing cock that had now sprung free from the confines of my thong.

Once she had my panties around my ankles, I lifted one foot, then the other, before she tossed them off to the side.

She rubbed her hands up the back of both of my legs before reaching the bottom of the skirt and pushing it up towards my waist band.

"Damn," she said with a sigh as she stared at my dick.

"I've missed this," she added before licking her lips.

"I bet," I said with a sly smile.

"Well let's make it count, shall we?" she asked before opening her mouth and wrapping her lips around the tip of my dick.

"Ooooohh fuuuck," I moaned as her tongue swirled around the tip.

She reach up and grabbed both of my tits with her hands as she began sucking. Her purple nails slightly digging into each one as the sounds of her slurping filled the room along with the music.

She worked her mouth up and down my shaft, taking a bit more with each motion.

"Oh yeah, suck that dick," I moaned as I began to thrust into her mouth a little bit.

She started moaning too, sending vibrations all throughout my shaft.

She took her hands off of my tits and placed one on the base of my cock and the other on my balls, rubbing and massaging them in tandem.

I closed my eyes and threw my head back in sheer pleasure, feeling the heat and wetness of her mouth engulfing my entire length.

After a minute or so of this, she slowly pulled her mouth away and stood up.

"That should be lubed up plenty now'" she said as she giggled and pulled down her panties.

I followed suit and took my skirt completely off so that we were both now completely naked.

"Not that we really needed any lube," she said as she pushed me backwards onto her bed. "I'm soaking fucking wet right now," she added.

She got onto the bed and straddled my hips. Her pussy lips were grazing the tip of my cock as she moved her hips back and forth, teasing me with each motion.

"I bet you want this pussy don't you little girl?" she asked seductively.

I bit my lip and nodded as I put my hands on her hips and slowly pushed them downward, forcing my throbbing cock into her wet pussy.

"Oh fuuuuuuuck!" she moaned as the tip entered.

Her head was thrown back as I guided her hips down, her hands firmly planted on my stomach as I slid my entire length into her.

"Fuck you feel good," she whispered.

She slowly began moving her hips up and down, sliding her pussy along the length of my six inch shaft.

I watched as her small A cup boobs bounced ever so slightly with each movement she made.

She picked up her pace and the sound of her moans mixed with the sounds of her ass smacking against my skin echoed throughout the room.

"Oh god, your pussy is fucking amazing," I moaned as I held her hips and thrusted upwards, meeting her with each bounce.

She leaned down and began kissing me again, her riding not missing a beat - she was a real pro at it.

"Oh baby," she moaned into my mouth as she rode my cock.

I reached up and put my hand on her boob and squeezed it firmly, causing her to gasp.

"That's it, play with my titties baby," she whispered.

"Oh god," I moaned.

"You like playing with my tits while I ride your girl cock?" she asked.

"Mhmmm," I moaned in affirmation.

"Fuck," she yelled as she began grinding her hips into my crotch, making circular motions with her pelvis.

"I'm gonna cum baby girl, oh god," she said loudly as she sat back up and rode me harder.

"Me too!" I yelled, as I felt an eruption about to occur in my body.

"Oh fuck!" she screamed.

"Yes! Cum in me baby girl! Give it to me! Please!" she moaned loudly.

"Fuck, oh FUCK!" I yelled as her pussy walls clenched and she let out an orgasmic moan.

"Aaahh fuck! Fuck!" I yelled as I exploded inside of her, filling her up with my cum.

"Oh my god," she said quietly, as she finally stopped her hip motions and sat still on top of me.

Once we both came down from our respective orgasms, she dismounted my dick and laid down next to me.

"God damn that was fun," she said breathlessly.

"It really was," I said as I laughed and rolled over to face her.

"Nice belly ring by the way, It's super cute!" she said playfully as she poked it with her finger.

"Thanks! Believe it or not, you were actually the one who inspired me to get one. I always thought yours looked so hot back when we used to be together," I said as I blushed.

"Really? That's so cute. Well I'm glad you did it," she responded.

"And look at those nails. So fucking cute!" she added.

"Yeah, well you know my affinity for red, so they're almost always red," I said as I giggled.

"Well, you pull it off really well, not just the nails, I mean all of it" she said as she smiled and ran her fingers through my hair.

We continued laying there, chatting and laughing for about twenty more minutes.

"So how much longer until round two?" I asked, only partially joking.

"Girl, its only been like 20 minutes. I need a little break before the next go round," she said as she laughed.

"Well, unless you let me fuck you this time," she said mischievously.

"What you mean?" I asked. "That's pretty much what you just did. You were the one on top doing all the motions," I added.

She abruptly got up and walked back over to her dresser and opened the top drawer. She rummaged around for a moment before pulling something out, hiding it behind her back as she looked back towards me and grinned.

"No, I mean... unless you REALLY let me fuck you," she said as she pulled a strap-on out from behind her back with a realistic veiny seven inch cock.

I looked at her stunned, and then back at the toy in her hands, and then back to her.

"Come on girl, you know you wanna try it," she said as she began attaching the harness.

"Ummm, I don't know, that's not really my thing," I said as I looked away nervously.

"Awe, come on," she replied as she pouted.

"I've never done it before," I responded.

"Taken a strap-on? Its really no different than a dick silly girl," she replied as she playfully slapped the faux cock against my thigh.

"No, I mean... anything," I answered back.

"Any... thing? Do you mean like... you've never even had sex with a boy before?" she asked.

I shook my head, looking down at the floor.

"I consider myself a lesbian, I'm not attracted to men. I've slept with two trans girls before, but I topped both of them," I said.

"Well then it's time for a change," she said.

"I don't know..." I replied nervously.

"Look," she said as she placed the harness on the bed next to me and sat down facing me.

"I'm not trying to pressure you into doing anything you're not comfortable with. And I don't care if you've been with guys or not. But you gotta admit, you enjoyed what we did earlier, and it would be fun for you to experience what the other side is like. I promise, you'll enjoy it," she said as she placed her hand on my thigh.

I was silent.

"Besides, it's not like you'll be the one bottoming. I'll let you be the one on top. That way, you can control the situation and have some power," she said.

I pondered it for a moment and decided that, yes, it would be something different. Plus, the fact that I would be on top would certainly help me feel a little bit more at ease.

"Ok, I'll do it," I said quietly.

"Yay!" she squealed as she wrapped her arms around me and hugged me tight.

"Ok, but please don't make a big deal about it. You've got to just let me control things," I said.

"Of course, whatever you want, I'm just excited to pop your cherry," she said with a giggle.

She stood up and started to put the harness on and adjusted the straps to the perfect fit.

"Are you ready?" she asked.

I simply nodded in affirmation as I bit my lip.

She sat down on the edge of the bed and spread her legs apart, the fake cock standing up at full attention.

"Good, now get down here and suck my dick little girl!" she demanded.

I was taken aback by her aggressive nature, but I liked it. I dropped to my knees in front of her, her strap-on inches from my face.

"That's right, look at my big girl cock. Suck it baby girl," she said.

I leaned forward and put the head in my mouth, swirling my tongue around it, before moving my head forward, taking about half of her length into my mouth.

"That's right. Look at you, sucking on this big cock. Such a dirty little girl," she moaned.

The sounds of her voice mixed with the soft moans and whimpers escaping her mouth as she watched me suck her cock was so hot, and I could feel my own dick begin to stiffen between my legs.

"Now put it all the way in," she commanded as she grabbed the back of my head and forced me to take the full length of the dildo.

I gagged as the tip touched the back of my throat, but I liked the way it felt, the way she was taking control.

This wasn't my first time giving head before, I had actually given multiple blow jobs to both the trans girls I had slept with before. It was only fair considering I wasn't down with either of them topping me.

In this moment, I just wished Cali could feel the actual pleasure of me swirling my tongue around the head of her fake cock. But something told me she was getting plenty of pleasure from what was transpiring.

"Now take it out and stroke it," she said, breaking my train of thought.

I did as she commanded and removed her cock from my mouth. I spat on the tip before wrapping my hand around it and jerking it back and forth.

"You like the way that feels, baby girl?" I asked as I continued to jerk her off.

"Mhmm," she replied.

"Good," I answered as I continued, before putting it back in my mouth.

"Get up," she demanded as she pulled me up.

"Get on the bed, face down," she added.

I got up and laid flat on the bed, my feet facing her.

"Now pull your ass apart," she said.

I grabbed both cheeks and pulled them apart, exposing my tight little hole to her.

"Perfect," she said as she kneeled on the bed in front of me and ran her hand over the curve of my ass.

She then leaned down and began licking it, causing me to flinch in pleasure.

"Oh god," I moaned into the mattress as her tongue lapped at my asshole.

I was shocked at how good it felt.

"That's right, lick my little asshole," I whispered.

"Mhmmm," she moaned as her tongue swirled around.

"Fuck," I moaned.

"Now sit up," she said as she stood back up.

"Why?" I asked.

"Because it's time for you to take a ride," she said seductively.

"Okay," I replied as I sat up, feeling butterflies in my stomach.

She laid down on the bed, her cock still standing straight up in the air, waiting for me to take my place on it.

I began to get more nervous as I stood there motionless and stared at it.

"Hey," she said, grabbing my attention.

"Look at me," she added as I looked into her eyes.

"Just relax. Everything is going to be fine, trust me," she said.

I nodded as I climbed on top of her, positioning myself over the strap-on.

"Now just go slow," she said, grabbing the dildo and pointing the tip up towards me.

"Here goes nothing," I thought to myself.

I began lowering myself, the head of the cock pressing against my asshole.

"Breathe, breathe, breathe," I kept telling myself.

Slowly, it began to slide into me.

"Ooooh FUCK owww!" I yelled out.

"You're okay," Cali said as she smiled and watched me slowly slide onto her fake cock.

"Fuuuuuck, oww!" I screamed as more and more went into me.

"Keep going baby, its okay," she said calmly.

"Oooooooow!" I screamed as I forced myself the rest of the way down, feeling the full seven inches completely inside of me.

"There ya go," she said, grabbing my hips.

"That wasn't so bad, now was it?" she asked.

"Well... it was kind of shocking, but its really not so bad now that its in," I said nervously.

"Now just move your hips back and forth and let it all sink in," she said as she began slowly moving her own hips.

I took a deep breath and followed her motions, moving my own pelvis back and forth.

"See, isn't that better?" she asked.

"Mhmmm," I moaned softly, the pain soon started to mix with a hint of pleasure.

"Now start bouncing on it, little by little," she instructed.

"Okay," I replied.

I slowly lifted myself off of her cock before gently dropping back down on it, repeating the motion a few times. With each motion it started to be less and less painful and I began to build more confidence.

"You're doing amazing," she whispered.

"It's starting to feel better," I replied.

"That's great," she said.

"Try moving a little bit faster," she added.

I began increasing the pace, bouncing up and down a little bit faster, feeling the pleasure intensify.

"Yes baby girl," she moaned, clearly getting aroused by my movements.

I had reached a speed now where both my tits had started to bounce slightly with each downward motion. My cock began to slap her stomach with each movement as well.

"God you're so fucking hot," she whispered as she reach up and started grabbing my tits as I rode.

"Mmmm," I moaned, enjoying the pleasure of having her hands on my tits while I fucked her fake cock.

"Fuck this feels so good," I moaned as I started really bouncing on her dick.

"Fuck yes, that's it! Ride my fucking cock!" she yelled.

"Oh god, oh fuck," I moaned as I fucked her harder and faster, the pain now fully gone, replaced with pleasure and euphoria.

"Yes! Fuck my cock, little girl!" she said.

I leaned back, resting my hands on her thighs as I rode her harder, taking her entire length into me over and over again.

She suddenly grabbed my flopping cock as I rode and began stroking it, causing me to almost explode instantly.

"OH GOD!" I screamed.

"You gonna cum soon?" she asked.

"I think so!" I yelled, my voice breaking due to my rhythmic bouncing on her cock.

"Cum for me baby girl!" she demanded as her grip on my dick tightened.

"OH GOD, CALI! I'M GONNA CUM!" I screamed as the sensation grew inside of me.

"Come on baby girl! Do it!" she yelled.

"FUUUUUUUUUCK!" I moaned as my cock exploded, shooting cum all over her tits and face. Ropes and ropes of it shot out, hitting her in the mouth and chin before dripping down onto her neck.

"That's a good girl," she whispered, wiping her mouth and rubbing the cum into her nipples.

"Oh my god, oh my god," I whispered, out of breath as I slowed my riding down.

"Fuck, that was so fucking hot," Cali said.

"That was incredible," I said.

"See! I told you it would be," she said joyfully.

"I can't believe I was missing out on this for so long," I said.

"Well, you don't have to anymore," she said with a wink.

"And to think I came over here for us to go shopping together," I said playfully.

"Yeah, maybe we should take a break and actually go do that now" she replied as she giggled.

"You're probably right. Plus, as good as that was, my ass could use a break too," I said.

We both laughed as I slowly dismounted her and got ready to head to the mall. Cali decided to follow my lead and also wear a cute pencil skirt with a crop top. She looked so cute, and I couldn't help but already start to get a little hard again as I watched her pull her skirt up over her ass as it finally hid her purple thong.

As we left her place and drove to the mall, we couldn't help but laugh at the fact that we had just had some crazy sex together and were now on our way to go shopping for clothes.

Once we got to the mall, we spent the next few hours going from store to store. I had a good time picking out a few cute dresses for Cali, and she had a good time returning the favor. We walked between each store hand-in-hand just like we used to in high school. I couldn't help but feel nothing but pure joy being there with her in that moment.

We decided to go into one last store before heading back to her place. She wanted to pick out a bathing suit from Victoria's Secret.

"Hey, look at this!" I said.

She turned to see what I was pointing at, it was a red and black string bikini.

"Isn't it adorable?" I asked.

"Super cute," she answered.

"You'd look good in this. You should try it on," I said.

"Okay," she replied as we walked towards the back where the dressing rooms were.

"How about this one for you?" she asked, pointing to a white and blue striped one.

"Definitely," I said.

"Good. Now let's go try them on," she whispered as she grabbed my hand.

She opened the door to an empty dressing room and guided me inside before shutting the door behind her.

We both began undressing and began to put on our own bikinis. It was hard for me to keep my eyes off her while she undressed. She also apparently had the same issue as our eyes accidentally met as we were eye fucking the shit out of each other.

We both busted out laughing and she playfully covered her breasts with her hands.

"Stop it!" she giggled.

"Sorry, you're just too sexy," I replied.

"Whatever," she said, rolling her eyes.

We finished putting on our bikinis and we both took a look in the mirror.

"What do you think?" I asked.

"I love it. How about you?" she responded.

"It looks really good," I said.

"Yeah, I like that one a lot," she said, admiring the way the fabric clung to my curves.

She stepped behind me and wrapped her arms around me, placing her hands on my bare stomach and resting her head on my shoulder.

"This is the cutest fucking bikini I've ever seen. It looks so good on you," she whispered.

"Thank you," I replied as we made eye contact through the mirror.

I could feel her warm breath against my neck as she whispered, and it was making me tingle all over.

I turned around to face her, her hands now on the small of my back.

"You're so beautiful Cali," I said quietly.

"So are you," she replied as we stared deeply into each others eyes.

I leaned forward and pressed my lips to hers as I reached behind her head, running my fingers through her hair. I planted my other hand firmly on her lower back, pulling her close.

She moaned into my mouth as our tongues danced together.

I began moving my hand from her hair, slowly making its way down her neck, over her collarbone, and down the center of her chest, feeling her heartbeat against the palm of my hand.

I broke away from the kiss and moved down to her neck, planting soft kisses and nibbling lightly as I went.

"Mmmm," she whispered, tilting her head back and closing her eyes.

My hand reached the waistband of her bikini bottom and I quickly slipped my fingers underneath.

"Oh," she whispered as she felt me begin to rub her pussy.

"You're wet," I whispered, feeling her juices against my fingertips.

"Shut up," she said, embarrassed.

"Awe, its okay," I said before kissing her again.

"Mmmmm," she moaned.

I pushed two fingers into her, causing her to gasp.

"That's it, just relax," I whispered.

I kissed her softly as I pumped my fingers in and out of her, slowly at first, before picking up the pace.

"Fuck," she moaned as she leaned her head against the wall, her eyes shut tightly.

"Do you like that?" I asked, already knowing the answer.

"Yes," she said, her voice shaking.

"Good, now turn around," I commanded.

She did as she was told and turned her back to me, placing her hands flat against the wall and sticking her ass out.

"Fuck, your ass is so perfect," I said as I caressed her right cheek with my hand.

"Thanks," she replied giggling.

"Now take those bottoms off," I demanded, giving her a gentle smack.

She reached down and pulled her bikini bottoms to the floor, leaving her naked from the waist down.

"That's a good girl," I said, rubbing her ass and leaning down to plant a kiss on her right butt cheek.

I knelt down behind her and pulled her ass apart, exposing her perfect hairless pussy.

"Mmmm," I said, taking a moment to admire her sweet pussy.

I leaned in and kissed it softly, before dragging my tongue from the bottom up, stopping just short of her asshole.

"Oh my god," she whimpered.

"You taste amazing," I whispered.

I continued licking her, slowly, and methodically, savoring every moment.

"Mmmm," I moaned as I sucked her clit into my mouth, flicking my tongue against it.

"Fuck," she moaned, her knees getting weak.

"You like the way I eat your pussy, huh?" I asked.

"Oh god yes," she said, her voice shaking.

"You're such a good girl," I said before licking her pussy lips again, causing her to shiver.

I stood up and pulled my bikini bottoms to the side, allowing my rock hard cock to spring free from the fabric.

"I'm gonna fuck you now," I said before spitting into my hand and rubbing it all over my dick.

"Fuck yeah, fuck me with your big dick," she whispered, pushing her ass backwards, grinding her pussy against the tip of my cock.

"Oh, you're such a dirty little girl, aren't you?" I asked.

"Fuck yes I am. Now fuck me!" she begged.

"If you insist," I replied before plunging my cock deep into her pussy.

"Ooooh god!" she moaned loudly.

"Shhh," I whispered, placing my hand over her mouth.

"Wouldn't want someone to hear us, would we?" I asked.

"No," she mumbled through the hand that was covering her mouth.

"Good girl," I whispered.

I started thrusting harder, grabbing her hips and using them to steady myself.

"That's it, take my dick baby," I whispered.

"Fuck, I love your cock," she moaned.

"I know," I replied as I gave her right ass cheek a hard smack.

"Yes!" she yelped.

"You like it when I spank your ass, don't you?" I asked.

"Harder," she whimpered.

I smacked her again, this time even harder, leaving a bright red mark on her skin.

"Mmmm," she moaned as I rubbed the mark before smacking her again.

"Fuck, fuck, fuck," she whispered as I fucked her hard.

I reached around and placed my hands on her boobs and pulled her upper body up closer to me.

"Yes," she whispered.

I continued fucking her, feeling the warmth and tightness of her pussy.

"That's it, fuck my little pussy," she moaned.

"I'm gonna cum soon, baby," I whispered.

"Cum in me," she demanded, reaching back and placing her hand on my hip, guiding me deeper inside of her.

"Yes, fuck, yes," I moaned as I felt the sensation growing inside of me.

"Give it to me!" she screamed.

"Fuck, oh fuck!" I yelled, exploding inside of her.

"Oh my god, yes!" she screamed as we orgasmed together in perfect harmony.

We were both panting and sweating, and I could barely stand anymore.

"Holy shit," she whispered.

"That was incredible," I said.

"It was," she said, still breathless.

"I can't believe we just fucked in public," she added.

"Me either," I said, laughing.

"Well, I guess we should probably get dressed and pay for these things," she said, picking her bikini bottoms up off the floor.

"Agreed," I said as I pulled my own bottoms down and put my clothes back on.

After we were fully clothed, we left the dressing room and headed towards the checkout line.

"So what now?" I asked, curious as to what else we would be doing with the rest of the evening.

"I have a surprise," she answered.

"What is it?" I asked excitedly.

"You'll see," she said mischievously.

"Alright," I said.

"Well, how about we get some food and then go back to my place so we can check it out," she said.

"Sounds like a plan," I said.

It was already dark by time we got back to her apartment, she put our bags on her couch and took my hand.

"Come on," she said.

She led me into her bedroom and stopped in front of her bed.

"Ok, close your eyes," she said.

"Okay," I said.

"Now, put your hands out," she said excitedly.

I put my hands out, palms facing upward, and waited for her next instructions.

"You can open them," she said.

As soon as I opened my eyes, I saw what she was holding. It was a pair of handcuffs.

"Umm, what's this for?" I asked, feeling a bit nervous.

"Well, I was thinking," she began.

"And you can say no, and if you do, I totally understand, but I was wondering if you would maybe, maybe let me be the one on top this time with the strap on," she continued.

"What do you have in mind?" I asked.

"Like, maybe let me, umm, take control of you this time," she said.

"But how? Like, you want me to, what, let you cuff me and then... and then what?" I asked.

"And then let me have sex with you silly," she answered playfully.

"I don't know Cali, that seems like it's a bit much. I'm still a noob when it comes to taking dick," I said back nervously.

"You'll be fine. Just trust me! Plus, its only fair" she replied.

"Only fair?" I asked.

"Well we've both had the chance to ride each other and you just took control and fucked my brains out at the mall. If you're gonna top me, then it's only fair that I get to top you," she answered.

"I guess, but..." I began.

"And besides, you'll love it, I promise," she said.

"Don't you remember how much you liked it earlier when you just trusted me?" she added.

"Yeah," I replied.

"Exactly. So just trust me, okay?" she asked.

"Alright, but please, don't go too hard on me. This is my first time doing something wild like this," I said.

"I'll be gentle, I promise," she said.

"Okay, well, what should I do?" I asked.

"First, take your clothes off," she commanded.

"Okay," I said, following her instructions.

"Now get on the bed on your knees and put your hand behind your back," she stated as she began taking her clothes off.

"Umm, okay," I said.

I climbed onto the bed and got on my knees.

"Put your hands behind your back and lean forward," she said.

I did as I was told, placing my forehead on the bed.

I felt the cold metal of the handcuffs around my wrists, clicking into place.

"Are they too tight?" she asked.

"No, they're fine," I said.

"Good, now, stay like that and don't move," she said.

I felt her weight shift as she got off the bed and began putting her trusty strap-on back on for the second time that day.

I looked up and watched her as she tightened the straps and grabbed some lube. She looked back and caught me looking.

"Eyes down, little girl," she said sternly.

I did as I was told, looking back down at the bed.

"I'm going to lube up, and then we can get started," she said.

I heard her squirt the bottle and start lubing up the fake cock.

"Okay, I'm ready," she said.

She climbed onto the bed and crawled behind me.

"Now, just relax, and remember, you can trust me," she said.

"Okay," I replied.

"Now, lift your ass up for me," she instructed.

I did as I was told, lifting my ass in the air. I felt her hands grab my cheeks and spread them apart.

"You have such a cute little hole," she said.

I blushed and looked down at the bed.

"Just try to stay relaxed and don't forget to breathe like earlier," she said.

"I trust you Cali," I said quietly as I waited for her to enter me from behind.

"Good girl," she said, before pushing the head of her cock into my asshole.

"Ahhhh, ow, ow, oww," I winced.

"Relax," she whispered as she rubbed my lower back.

"Fuck," I said, trying to catch my breath.

"It's okay, you're doing great," she said reassuringly.

"Just take deep breaths," she whispered.

I did as she said and took a deep breath in and out.

"That's a good girl," she said as she gently rubbed my back.

"Okay, I'm going to keep going," she said.

I tensed up and winced, waiting for the pain as she pushed more of the cock into me.

"Breathe, baby girl, breathe," she said, gently stroking my back.

"Fuuuck," I moaned.

"Does it hurt?" she asked as she pushed the cock as far as it could go inside me.

"A little," I said, gritting my teeth.

"It won't much longer," she said reassuringly as she began to slowly move her hips back and forth. The feeling of her cock moving inside me caused me to shiver.

"There ya go," she said.

"Oh god, fuck," I moaned, the pain beginning to fade and pleasure taking over.

"That's it, just keep breathing," she said as she continued thrusting into me.

"It feels good now," I whispered.

"Good, baby girl," she moaned.

I could feel the head of the cock pressing against my prostate with each thrust.

"Fuck, it feels so good," I thought to myself.

"It looks like someone is finally starting to enjoy herself," she teased.

"Yeah, it's really good," I whispered.

"That's it, baby, just let me make you feel good," she moaned.

I felt her lean forward, pressing her bare chest against my back.

"You're such a good little girl," she whispered into my ear.

"Mmmmm," I moaned, loving the feeling of her being so close to me.

"Now, how about we pick up the pace a little bit, huh?" she asked.

"Please," I whispered.

She reached her arms under me and grabbed my tits.

"God, I love these," she moaned.

"They're all yours," I whispered.

"That's what I like to hear," she said as she began fucking me faster.

"Oh god," I moaned, feeling the head of her cock hitting the perfect spot inside of me.

"Do you like the way I fuck you?" she asked, her voice filled with lust.

"Yes, god yes," I moaned.

She leaned back up and grabbed the handcuffs.

"Now let's try this," she said as she pulled on the cuffs, pulling my upper body up off the bed.

"Ow," I yelped.

"Too tight?" she asked, pausing.

"No, it's okay," I said.

She began fucking me again, this time pulling on the handcuffs with each thrust.

"Harder," I whimpered.

She did as she was told and pulled the cuffs harder.

"Faster!" I yelled.

"Yeah, that's it," she said, thrusting into me as hard and fast as she could.

"Oh god, yes, yes, fuck, yes!" I moaned, feeling the orgasm building inside of me.

"Make me cum, baby" I begged as Cali was now pounding into me repeatedly as hard as she could.

She abruptly took her other hand and wrapped it around the front of my throat and squeezed, her purple nails digging slightly into my skin.

"Then cum!" she demanded, squeezing harder and pulling my head back.

"Ahhhh fuck, fuuuuuuck!" I screamed as the orgasm erupted within me, exploding all over her sheets and comforter.

The waves of ecstasy coursed through my entire body as Cali's thrusting squeezed every last drop of cum from my body onto her bed.

My body began to shudder as she finally let go of me and let me and let my body fall back onto the bed.

"That's a good girl," she whispered into my ear before kissing the back of my neck.

"Mmmm," I moaned, too exhausted to speak.

She gently pulled the cock out of me and unlocked the handcuffs.

"Are you alright?" she asked.

"Yea.. yeah," I answered breathlessly.

"Did you like it?" she asked.

"Yeah... a lot actually," I replied.

"See, I told you!" she said as she laid down beside me and kissed my cheek.

"Well, I'm sorry for making such a mess," I joked, looking at the massive wet spot.

"It's fine," she said. "I'll wash it later. Right now, I want to hold you."

"I'd like that," I replied.

We laid together on her bed, snuggling, her soft skin pressed against mine.

"Karli?" she whispered.

"Yes?" I answered.

"What would you think about being my girlfriend?" she asked.

I rolled over to face her, shocked at what she just asked me.

"You... you want to be with me? You know, as a couple?" I asked.

"Absolutely. I mean, if you're down for it. But if not, then we can just stay friends," she replied.

"Cali, of course I'm down," I replied. "You know you've always had a piece of my heart since back in high school," I added.

"Really?!" she squealed.

"Absolutely," I answered.

"Spending this day with you has been easily happiest I've felt in years. I thought it was clear pretty early on that the chemistry between us was still there," I added.

"You have no idea how happy that makes me. I had no idea how much I missed you, Karli," she replied.

"Well, you have me all to yourself now," I said as I grabbed her hand.

She squeezed me tightly and kissed me softly on the lips.

"I'm so glad you ended up posting that photo on Insta Karli, she said quietly.

"Me too sweet girl," I replied. "Me too."