Skip to content

Support Our Website

Funding is essential to keep our community online, secure, and up-to-date.

Buy Me A Coffee

Key West vacation

By CourtneyClippers

Story Categories:

Views: 7,038 | Likes: +41

It was my first time in Florida, Keywest to be specific. All my life I had lived in Los Angeles so when my boss gave me 2 weeks of vacation, I decided to visit the beautiful keys.

I packed my bags as soon as I got home from work and began sorting through which clothes to take.

Most of the clothes I packed were revealing. I have a stunning body so why shouldn’t I show it off? I was blessed with perky double D titties, a moderately skinny waist, and a gorgeous ass that had just the right amount of recoil as I walked. My body is the definition of an hour glass figure.

I packed several sets of bikinis, very short sundresses, a couple dresses for going out, yoga pants and many other clothes. I’ve always had the problem with over packing.

My flight was first thing in the morning heading straight to Key West. I managed to roll myself out of bed with enough time to get ride and grab a bite to eat. I dropped my hair from the high bun I wore it in, leaving it wavy. Brushing it out took a good bit of time judging by how long it was.

My hair hung down to my waist, blonde as could be. Every night I would put essential oils and hair masks in to keep it long and healthy. Most of the comments apart from my body were about my hair.

When I arrived to the airport I quickly strolled through security, grabbed coffee and hopped on my flight. I slept through the entire flight like a rock.

After landing I made my way through the airport, grabbed my suitcase and ordered an Uber.

A red convertible pulled up right in front of me, “Uber for Jenny?” The woman asked smiling.

“Yes that’s me thank you”

Without think much I set my suitcase into the truck and hopped in the front seat.

“Is this your first time here? By the way my names Liz”

“Actually yes it is! First time in Florida too!”

“Fun you’ll love it here. Oh my gosh I love your hair!” Liz said

“Oh thank you! I love it, but you’re seeing it at its worst, it seems so humid here my hairs all frizzy”

“We’ll if this is a bad hair day I can’t imagine how good it looks on a good day”

“That’s so sweet Liz”

“That is a hell of a lot of hair for this climate Jenny, you may want to consider cutting it. It’ll make your time a lot more enjoyable here”

“I don’t think I could ever cut it, I love it long too much”

We arrived at the hotel and I checked in and found my room. I opened my suitcase and gazed through all the outfits I brought.

I decided on a red bikini set under a red and white sundress barely covering my glutes. It showed a lot of cleavage, which typically turned heads as I walked around town.

I decided to walk towards Duvall Street, I plugged it into my maps app and it didn’t seem like too much of a walk so I grabbed my purse and sunglasses and walked out of the hotel.

As soon as I was walking down the sidewalk passing different stores i started getting catcalled. I enjoyed people gawking at me especially other women. Whenever I passed by someone staring, people that I thought were cute or sexy, I would lift the back end of my sundress up showing off my pink slutty thong jiggling with recoil. I loved the attention.

I passed by many stores, restaurants, and bars. Some had caught my attention and I’d wander in, look around at all the cute clothes then move on to the next store.

As I walked I noticed a gorgeous woman around my age standing outside of a building handing out papers.

I continued walking and tried passing right next to her when she grabbed my arm and spun me around.

“Oh my gosh you would be perfect, are you free right now?” She asked me while twirling her hair.

“Yea actually I am, why?” The woman grabbed my hand and pulled me inside.

“We need a model for a cosmetology conference, basically you sit down, we do your hair in front of 50 people, take pictures and you get to leave with you’re hair done for free”

“Oh I-“ I was cut off by her saying “quickly it’s about to start”

She rushed me over to a chair and threw a vape on my the quickest I’ve ever seen a stylist move. She didn’t give me a chance to reply or talk. As soon as I was caped she started talking.

“Welcome everyone to today conference, the type of lesson and show today has been highlighted on your emails so please, no further questions.”

As she continued to speak to the audience I could feel her securing my hair into a low ponytail but thought nothing of it, I assumed she was just sectioning it out to be curled so I didn’t interrupt.

Next thing I knew, she started attacking my ponytail at my neck with such speed and force that before I knew it, the crowd started giving applause and the woman held something out and over my head.

I looked up and was stunned. Held out right above me was my ex-waist length hair in a ponytail, completely severed from my head.

“This was much too long and getting in the way, now we can move on to the real cut.” The woman said as if nothing was wrong.

Tears began to pool in my eyes, and my throat began to close causing me not to be able to say anything. I tried so hard to not let any tears run down my face or ruin my makeup.

I felt my hair being sectioned again, she pulled her scissors out and lined them up with my jaw. The feeling of the cold steel blades sitting against my jaw made me shudder.

Snip

3 more inches of hair precisely cut and sent raining to the ground, followed by another snip, and another as she continued shortened everything all around my head.

Each sound the scissors made, more tears filled my eyes. The resistance to crying grew harder and harder.

She had finished her scissor job and set them down.

I felt her acrylic nails push up into the back of my head and guide me to face down- chin in my breast. I thought she was just evening everything up but I thought wrong.

A loud pop followed by humming filled my ears. My head shot back up and was quickly pushed back down. She brushed my hair forwards and held the clippers up.

The hungry blades of the guard less clippers tug into my nape pulling upwards. She stopped the clippers at the bottom of my ears and returned them back for another pass. Instantly as the sawed off hair landed on my shoulders I felt a very cool breeze blow across my bare nape.

She repeated pass after pass until I had a skin showing undercut. She pulled my head back and brushed my jaw length hair back hiding my new undercut.

“Oh but ladies and gentleman we aren’t done yet. We can’t have this bald undercut hiding underneath all that hair…”

A pit grew in my stomach as she sprayed my hair with a fine misting of water and placed her scissors at an angle over the undercut. She quickly began making angled cuts at my nape showing off my bald skin.

I had a feeling what cut she was giving me but couldn’t tell, there was no mirror.

“And just like that, you have an A-line bob, on your way out stop at the reception desk for a surprise”

She unfastened the cape and flung it off me, sending hair everywhere to the ground. I stood up with shakey legs and began to slowly walk to the reception. My fresh slime bob, brushed against my cheeks with each step I took, cold air caressing my bare scalp sending shockwaves through my entire body.

“Hi Jenny, looked like you took my advice!”

I recognized Liz my Uber driver instantly, appearently she works on the salon and does Uber on the side for extra cash.

Before I could reply she had me pull her phone out. She typed in her number.

“We are going out tonight on a date so don’t plan anything. Oh before I forget we have a surprise for you since you were willing to model today.”

Without saying anything she called my boss from my phone “hi is this Jenny’s boss?”

“Yes it is, if I may ask who are you?”

“Jenny’s new girlfriend, I regret to inform you but Jenny has a new job as a hair model in Florida, she is quitting.” Liz hung up quickly before Jenny’s now ex boss could reply.

“What are you doing?? I need that job”

“Not anymore, we decided to keep you as a hair model. You’ll be making way more money and you’ll get to stay here with me”

I still had tears in my eyes from my hair being cut off against my will. I couldn’t find the courage to muster up anything to say.

She clocked out and grabbed my hand, leading me out of the salon. As I walked down the street holding Liz’s hand, I couldn’t help but let tears fall as I felt my hair bob and sway around my cheeks.

Liz noticed me crazy and wrapped her arms around me. Her hand migrated up my back and onto my bare undercut. The feeling was so foreign feeling her nails run up my scalp.

As we continued walking, I realized I had nothing to hide behind anymore. No security blanket, no long flowing hair. All I had were my slutty clothes I packed, a short short haircut I never consented to, and a stunning girlfriend that I had just met earlier that day.

Leave a Reply