17 Ekim 2024

Jen – Becoming a Sales Associate

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Telefon Numaram: 00237 8000 92 32

Babes

The chapter continues the evolution of Jamie’s double life. Her sisters Melissa, Megan and Amanda helped Jamie start his journey as his alter ego Jennifer Nicole. They all assisted from the beginning of Jamie’s transformation as Jennifer Nicole. She now embarking on the dual life as Jameson and Jennifer Nicole.

I cherish how my sisters, and my family and friends have accepted Jennifer Nicole. They always let Jamie be Jamie, now we are embarking on Jennifer Nicole being whoever she wants to be.

Jamie attends classes at the University as a male. Jennie, or Jen, his alter ego emerges daily outside of Jamie’s school responsibilities. In this stage of the Jennifer Nicole journey her persona evolves into Jennie, the budding female trying to fit as the new girl; then as Jen, she became just a college student. Jen dresses in cute little outfits that embodies her innocence and sexy lingerie that exploits wild side. She is truly a little tart.

In this chapter Jen and Naomi, a fellow University student, continue to expand their relationship. It’s not imperative but you may want to read two previous chapters involving Jen and Naomi’s evolving relationship, they are: Jennifer Nicole’s Coffee Rendezvous and Jen Nicole and Naomi are in Heat. There will be others in this series. Naomi and Jen have become inseparable.

This story contains sexual activities and situations between consenting adults. All characters are above the age of 18. Any similarity to any individual, living or deceased, or any location, is purely coincidence and unintended. Most of her family and close friends, with the benefit of being able to comprehend and appreciate her exploits, are aware of and love her. Jennifer Nicole is very cognizant of the importance of safe sex. She uses a highly effective preventive medication that reduces her and her partners’ risks for disease.

So, the life story of Jennifer Nicole Madison’s Kinky Adventures continues by adding yet another chapter, as told in first person, at this point in her life’s journey.

Becoming A Sales Associate

Naomi and I work together now. She has worked at a national lingerie chain store in Northern Virginia but transferred to a mall location near her house. She then got me a job there as Jameson. I was not the first male sales associate. It’s a wonderful experience, helping both females and especially the males allegedly shopping for wives or girlfriends but most likely shopping for themselves.

I learned a great deal about lingerie working at the store. The Store Manager Olivia encouraged me and taught me a lot to enhance my knowledge. She was aware of my alter ego Jen, encouraged my experimenting with sexy outfits and was truly okay with me being femme underneath my male clothes.

She knows I can sell. Trust me, I have the knack to spot every crossdresser that comes into the store. My ‘CD radar’ is always up. As second nature the other sales associates could learned quickly to identify the males buying for themselves, too. They always tried to redirect these wannabe females to me.

A sale is a sale, and a customer is a customer regardless of gender. Males surprisingly could also use the fitting rooms. In my short time, I have accommodated more than one. My sales numbers were very solid, hitting or exceeding the informal sales quotas. My numbers always seemed second to Naomi’s monthly figures. Due to our successful selling, the store always ranked high in sales for the region.

One slow Thursday evening, Olivia approached me and Naomi to meet her for drinks after the store closed. We met her at a trendy Italian café in the heart of Downtown Bethesda. Quite an upgrade from our normal haunts. Olivia went right to the point.

She advised us that she has been offered a full-time position at a privately owned intimate apparel boutique, called Intimately You. The boutique that caters to a higher end clientele in Chevy Chase is owned by Estelle St. James. Olivia was told that women were sophisticated, old money but she added that she wanted to attract a younger crowd, of course with new or even old money. Ms. St. James is aware that she must begin attracting a younger clientele. Women of all ages want to feel and look sexy in lingerie. That’s why she, Olivia, is being hired, but Ms. St. James wanted her to bring with her two young associates that can service high end customers… that’s where Naomi and I came in.

Naomi and I grinned at each other, and in unison, said, “Tell us more!”. Olivia explained the benefits, hours, money, commission, expectations kağıthane escort and more. It was indeed an extremely impressive job offer. Olivia added that the working environment is eclectic.

I looked at Olivia a little confused, then remarked, “I understand Naomi, But why me. I am male, I do not have openly gay tendencies, no disrespect, so how do I fit in?”

Olivia responded, “I told Ms. St. James that you two were my top sales associates and yes, she knows that you are male, Jamie. It’s not my place to tell her about your alter ego Jennifer. That is up to you. If you agree you will both have to interview for the open positions.” Olivia, then added, “Jamie, she is intrigued by you and remarked that she has never employed a male at Intimately You.”

Naomi spoke first, “I am game. What is the next move?”

Olivia smiled at me, silently asking me for an answer. Naomi gave me, the why not shrug. I smiled back, “Why not? This could be quite fascinating. Besides my lingerie habit is becoming much more costly. My tastes are now on the higher priced, luxurious side.

Olivia, responded, “Terrific, I will let Ms. St. James know. Someone from Intimately You will contact you directly. BTW I start next week! Let’s havea cocktail to celebrate!”

A New Opportunity Awaits!

A few days later, we both heard from Samantha, Ms. St. James’ assistant. Naomi had her interview Monday in the morning. She scheduled my interview for Tuesday at 3 PM. Both interviews are to be held at the Intimately You location in Chevy Chase.

Monday afternoon, Naomi texted me, that read. ‘Interview went well. Ms. Stella is gorgeous, elegant, demanding, and serious, but lots of fun and sexy. She hired me on the spot! I’m excited. See you tomorrow after your interview girlfriend! Go for it!’

I texted back, ‘Terrific, I knew you would get hired! Any pointers?’

Naomi texted back two emojis, ‘one was cherries, and one was a cat face! Then the word Yum!’

I sent back a text with ‘Wow, so I should dress feminine underneath? I sent the trans symbol emoji’.

Naomi returned a “thumbs up!’

The next day, Jamie had class in the morning, but I had enough time to change before my interview. I wanted to nail this interview so much, so if Ms. St. James would be looking under the hood so to speak, I had to be as sexy as I could be!

Underneath my male blazer, chinos, blue shirt with tie, I wore a three-piece black lace bralette garter and panties set with matching stockings. The set was floral lace with a mesh overlay and scalloped lace trim, the bralette fit perfectly with my flat chested boi look- no breast forms today. The garter with panties with stockings was perfect. Of course, my panties were worn over my straps. I complimented the look by adding lace top anklets that hid the stockings from immediate view. The blazer covered any outline of my bralette.

I put my red 3″ stilettos in my satchel along with my purse and travel make-up kit.

I arrived early. Intimately You is in a large brownstone with onsite parking in an affluent Maryland suburb, called Chevy Chase. Samantha, greeted me as I arrived at the door, saying, “You must be Jameson, Ms. St James is in her study office on the second floor! She is expecting you. Right this way.”

The brownstone is spacious; luxurious and elegant; lingerie was plentiful on tables and intimate racks. It’s a gorgeous setting to sell lingerie and other elegant attire. I made my way up the stairway, then knocked on the door, that simply read Study.

The door, opened, and Estelle St. James, frankly said,” Come in Jameson, make yourself comfortable!” pointing to the two chairs in front of the mahogany desk.

I sat in the chair on the right, Ms. St. James sat down in the one on the left. I spoke. “Thank you for seeing me Ms. St. James!”

She responded, “Hush, with the formality, call me Stella!”

Estelle St. James dressed in a black overlapping wrap look at the top of this dress complemented by a feminine side bow, a V-neckline on the front and back. When she sat and adjusted her hem as she crossed her legs, I thought I noticed a hint of a lace stocking top. Estelle, err Stella was gorgeous, in her early 40’s perhaps, brunette, olive skin and captivating brown eyes.

She simply said, “Olivia has said nothing but wonderful things about you and your friend Naomi. I asked her why I would hire a male in an Intimate Boutique store? Olivia commented that women think, you, Jameson are brilliant, that kağızman escort you know how to dress them sexy and elegant, and they ask for you all the time. Also, the men customers buying lingerie feel amazingly comfortable with a male assisting them with their choices for the woman in his life…” She then paused smiling directly at me, remarked “Olivia then added even if that male was buying for his feminine self!”

I just grinned, adding,” That about sums it up, Ms. Stella!”

Stella, smiled, “I love your self-assurance, Jameson! Tell me more about you Jameson?”

“Where do I begin?” I proceeded to tell her about my local upbringing, that I was a sophomore soon to be Junior at the University of Maryland, a Marketing major, outside interests that include athletics and fashion; but I avoided my crossdressing only adding that I enjoyed working part time as a lingerie sales associate. I mentioned that I was exceptionally good at selling.

I concluded, “Stella, I always meet or exceed my quotas!” Feeling over-confident, I crossed my legs, my pants rose up on my right leg, revealing the lacy top of my anklet. I immediately put my leg down.

She glanced down at my feet, I am sure she saw my lacy anklet, then she added, “I do not want to assume anything Jameson. So, tell me are you dressed femme underneath your male clothes?” I nodded yes.

Smiling, she then added, “So that’s what Olivia meant by unique?”

I stuttered, “Yes, ma’am!”

Let’s Unwrap the Secret

With a little snicker, Stella added, “Jameson, please don’t Ma’am me! If you are comfortable, please show me your attire? Afterall, this is an intimate lingerie boutique, and I must know that my associates know how to dress?” I hesitated, but Stella quickly added, “Don’t be bashful Jameson!”

I kicked off my loafers, removed my blazer, I instantly unbuckled my chinos dropping them to the floor. Stella remarked,” Simply lovely Jameson. Your legs in stockings are gorgeous.”

Stepping out of my pants, I quickly unbuttoned my shirt, revealing my lacy black bralette with full exposure to my garter and panties. I sat back down, removing my stilettos from my satchel, I quickly slipped the red stilettos on.

Stella, remarked, “Stand Jameson. Give me a twirl? “I immediately obeyed. She added, “Just lovely! Elegant taste my dear. I love floral lace. I am thrilled that you dressed the part today!”

I remarked, “Thank you Ms. Stella, I cannot lie, I really enjoy the delicate and silky lingerie against my smooth skin.

She stood, then slowly walked around me, adding,” I love your diligence to detail, your entire body is smooth.” She politely asked, “May touch you?” I nodded yes, as she caressed my round booty, running her fingers between the seams of my panties, my butt crease, then my nylons. She remarked, “Nice touch with the black whisper-thin, semi-sheer deniers stockings. It shows that your care about what you wear!”

Smiling at her as she circled me, I added, “Ms. Stella, wearing a garter belt has become second nature but I still get goosebumps every time I roll a pair stockings up my shaved legs!”

She continued to run her fingers gently across my body. With her soft touch, I could not hold back my arousal. Ms. Stella stopped directly in front of me. She smiled as she noticed my sissy clit getting aroused, then cupped my crotch with her right hand. She grinned, “I love it when my girls get excited to my touch!”

Stella then added, “You must have a feminine name?”

I grinned, “My feminine name is Jennifer Nicole! I go by Jen. Close friends call me Jen or Jennie!”

“Well, Jennifer, you are a lovely creature. While in the boutique, you will be Jameson as a male, and if you wish, always femme underneath! I nodded. “Then as Ms. Jennifer if dressed femme on the outside. You are so lovely; you must go out in public as Jen?” I nodded affirmatively again.

For formality purposes, to customers you will always refer to me as Ms. Estelle or Ms. Stella. All your associates will always be addressed to customers as Ms. Olivia or Ms. Naomi or Ms. Samantha or Ms. Isabella or Ms. Evelyn. The same will apply to you. Jameson, err Jennifer, and the the job is yours if you want it!”

“Absolutely, Ms. Stella!”

Time to Consummate the Interview

Stella smiling, “One more thing Jennifer, all Associates have benefits and Owners have needs! You will be expected to meet my needs.” As she stood up, she unbuckled the wrapped dress, dropping it to the floor. maraş escort She stood before me in her champagne three-piece embroidered lace lingerie set enhanced by her olive skin. Her stockings matched her skin tone. She is simply elegant and gorgeous. My sissy clit was becoming semi aroused.

She motioned for me to come to her. We embraced. She tilted her head, to kiss me full on the lips. With her right hand, she cupped my sissy clit and balls, gently squeezing and caressing my shaft to full hardness. She then whispered; “I want you inside me now Jennifer!”

Stella grabbed my hand and led me to the elegant period couch, laying down on her back, Stella pulled me towards her. I slightly resisted, stopping above her pantied pussy, lowering my head, closer to her pussy and inner thighs, I took several deep breaths blowing out my hot air to warm her up. I gently parted her legs slightly to run my tongue up and down her lace panties.

With my right hand, I began stroking her labia lips, then rubbing her clit through the lace. Stella began to moan softly. I gently pulled her panties to the side, slowly dancing around her bare vagina with my tongue, then gently with my finger. Stella’s sensations built. She was responding to each stroke of my pointed tongue. Each time I went side to side, her body reacted, wiggling, and moving. I moved my hands to her hips. I did not have to ask I could tell she was loving my tongue dart side to side. I kept my tongue motions consistent.

Stella screamed, “Jennifer, you tease I want you inside me! You little tart.”

Instead, I spread her labia apart with my fingers, penetrating her vagina. I could feel her inner thigh become more intense around my head. I discovered her G-spot with my fingers, lightly stroking her I kissed her clit in a curling infinity motion. She screamed again at the touch. Her body shuddered, as she screamed, “You bitch, you bitch! I am close!”

I lifted my body slightly, looking straight into her brown eyes, saying, “Its my turn now Stella!” I pulled my panties hem to the slide to enable my aroused sissy clit to pop out. She screamed at me, “Give it to me now you little tart!”

I looked back at her, as I climbed her lower body. I pushed a sofa pillow under her lower back and climbed her. My sissy clit was fully aroused now. Stella pulled me closer, parting her legs, wrapping them around my lower back.

I was in heaven, the sensation of her stockinged legs around my body was simply breathtaking. Stella’s tight pussy was soaked, so my sissy clit easily and smoothly entered her in one motion. We matched thrust for thrust, I could feel my body quickly tense up, surprisingly and silently I shot my load into her. My body sagged, but I did not stop thrusting. Stella screamed again,” More, more, more you bitch!”

I had more, I felt Stella tense up again, her body shuddered once more as I dropped more cream inside her. This time she became silent. We fell into an embrace. Stella whispered into my ear, “How am I going to get any work done with you working here?” We both giggled.

We laid side by side on the couch, then the intercom buzzed. The voice on the other end, was Samantha, “Ms. Stella, Ella your 4:30 is here. Should I tell her you will be down shortly?”

Stella responded, “Yes, please get her a glass of chardonnay, she is looking for a special bra and panty set. I will be there in a few moments.” She paused, then added, “Also, try to get Jameson on the schedule as soon as you can. He will chat with you on his way out.

We rose together, embraced, Stella was quickly off to her ensuite bathroom, saying as she left, “I need to freshen up! Take your time Jennifer!”

I stuffed my shirt and tie into my satchel along with my loafers. I slid into my chinos, keeping my stilettos on, I did my make-up with a casual look, then put on the blazer. I went downstairs dressed to kill to chat with Samantha.

She greeted me with a huge smile, “I love your lacy bralette Jameson.”

Opening my blazer a little wider, to give her a better look, I smiled back at her, simply saying, “Thank you!””

Samantha the added, “I have penciled you in to start your training on Thursday afternoon with Isabella. Look over the schedule and let me know if the days and times work for you going forward. Ms. Stella told me privately for you to let me know if you will be working Thursday as Jameson or Jennifer.”

I smiled, back at her, saying, “This Thursday I will be Jameson on the outside and Jennifer underneath!”

Samantha responded back, “I hope to see all of you on Thursday!”

I blew her a sweet kiss as I walked to the door., “Ta Ta!”

To be continued

As always, your comments and feedback are important. I sincerely hope you are enjoying Nikki’s Kinky Adventures. Please take a few moments to share your thoughts in the comments section.

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