My Relationship with Mr. Trainer: Becoming the School’s Secretary

As I stood in my bedroom, I couldn’t help but feel a sense of excitement and nervousness. My dad had given me my “passing-grade-money” early, and I was planning to spend it on some new outfits for my upcoming job as Mr. Mint’s secretary. I had just received the news that I got the job, and I was still trying to process everything that was happening.

My mind wandered back to the past two weeks, which had been a whirlwind of activity. I had been volunteering at the library and the hospital, and I had even helped Mr. Trainer with some extra credit work. I had to admit, it was a bit crazy that my teacher was texting me and had me call him by his first name.

But anyway, back to my outfits. I decided on a pair of black Nike yoga pants and a seamless bra to match. I sprayed some Black Opium by Yves Saint Laurent into my hair and styled it to perfection. I slipped on my long sleeve, off-the-shoulder tan top, and grabbed my purse.

I was feeling confident and ready to take on the day. I was an official employee now, making great money, and I was excited to dress to impress on a daily basis. I wouldn’t need to worry about transportation to or from work, and I would even be receiving benefits.

As I walked to the bus stop, I couldn’t help but think about all the things I wanted to do with my new spending money. I was going to treat myself to some new clothes, maybe even a new pair of shoes. The bus ride was uneventful, but I did notice that my yoga pants were wedging between my legs. I tried to adjust myself to remedy the situation, but it only seemed to get worse.

I arrived at the mall and was greeted by the familiar sight of people shopping and browsing through the stores. I had grown up in this mall, but now I was here on my own, buying my own clothes and treats. I walked into Reitmans and picked out a new skirt and a short-sleeved shirt that looked great on me.

As I was leaving the store, I heard someone calling my name. I turned to see Lori, Amy’s mom, walking towards me with a smile on her face. “Hi Kelly, are you enjoying your summer break so far?” she asked.

“Oh Mrs. Places, I’m swamped right now,” I replied. “I have to start my new job soon, and I need some new outfits. I’ve got a good start on it so far, I think.”

Lori smiled and took one of my bags in her hand. “Please call me Lori, Kelly. Do you want to put your bags in my car? We can look around together. I have a few things to pick up too.”

I hesitated for a moment, but then agreed to let Lori take me to her car. As we walked, I couldn’t help but notice how pretty she looked in her white dress with a floral print. She was wearing a green bra that matched her emerald green bra, and I couldn’t help but wonder if her panties were the same color.

“Do you like my dress, Kelly?” she asked, noticing me staring at her.

“Oh, yeah, it looks great on you, Lori. And your bra is really pretty too.”

Lori smiled and took a step closer to me. “The panties match too,” she said, showing me the thin strap of her green thong on her hip.

“That color looks incredible against your bronze skin,” I replied, trying to sound casual.

Lori laughed and pulled her bra off her shoulder, showing me no tan lines. “I only wear my bikini bottoms or sometimes a thong,” she said matter-of-factly.

I was taken aback by her boldness, but also strangely turned on. I couldn’t believe what I was seeing.

“You know how the yard gets a lot of sun, and it’s fenced,” Lori said, noticing my reaction. “It’s not like I charge admission and let the neighbors watch.”

I laughed nervously, trying to play it cool. “No, I guess not.”

Lori smiled and leaned in closer to me. “And I bet you could,” she whispered, her breath sending shivers down my spine.

I felt a rush of excitement and nervousness as I realized that Lori was flirting with me. I looked up at her and smiled, trying to play it cool.

“Thanks, Lori,” I replied, trying to sound casual.

Lori smiled and handed me my other bag. “You look great too, Kelly. Your clothes always fit you so well. And your perfume matches you perfectly.”

“Black Opium,” I replied, feeling a little self-conscious.

Lori smiled and leaned in closer to me. “And I bet you are as addicting as your perfume’s name, Kelly.”

I felt a rush of excitement and nervousness as I realized that Lori was flirting with me. I looked up at her and smiled, trying to play it cool.

“Thanks, Lori,” I replied, trying to sound casual.

Lori smiled and handed me my other bag. “We should go out tonight,” she said, her eyes sparkling with excitement.

“Uh, I don’t know,” I replied, trying to sound nonchalant.

Lori leaned in closer to me. “Where could we go?” she whispered, her breath sending shivers down my spine.

“I was thinking we could just sit at your place for the afternoon,” I replied, trying to sound casual.

Lori smiled and nodded. “That sounds perfect. We can stop at the liquor store on the way home.”

I felt a rush of excitement and nervousness as I realized that Lori was inviting me to her place. I looked up at her and smiled, trying to play it cool.

“Sounds good to me,” I replied, trying to sound casual.

Lori smiled and pulled into a parking spot. “We have to do something about those nipples of yours, Kelly,” she said, noticing my hardening nipples in the cool air.

“Yeah, okay,” I replied, trying to sound nonchalant.

Lori smiled and turned off the car. “Let’s go inside and get some drinks,” she said, her eyes sparkling with excitement.

Lori’s eyes sparkled as she took my hand, leading me to Victoria’s Secret. “Let’s go find you a bra, and some matching panties,” she said, her fingertips massaging my palms. I didn’t pull away, even as she gave my hand a light squeeze before releasing it. The sensation sent shivers down my spine.

I couldn’t help but wonder if she felt it too, but I didn’t dare ask. The thought of trying on bras and panties with her by my side made my heart skip a beat. I remembered the kleenex in my purse and felt a wave of relief wash over me. My confidence returned, and I laughed to myself, thinking about what Lori would think if I handed her back a pair of wet panties.

As we browsed through the store, Lori walked up to the attendant and said, “My daughter’s nipples need to be covered, but she wants a comfortable bra. She needs a sports bra, a white, red, and black executive bra, and a few everyday bras. Various colors, and matching panties for each one.” The attendant, Leah, smiled and began pulling out bras and panties for us to try on.

I couldn’t help but picture Lori in each of the outfits she picked out, and I have to admit, I enjoyed the thought. Leah, with her 30-ish years and friendly smile, helped us find the perfect fit. “Ah, you’re wearing seamless panties, Kelly,” she said, glancing at me from behind.

“Yes,” I replied, reaching around to ensure my panties weren’t showing. Leah just chuckled and said, “Don’t worry, they’re not showing. I just didn’t see you as a ‘commando type’ and I saw no g-string indicators.” “And what are g-string indicators?” I asked, curious.

“Go try these on. 34B, right?” Leah asked, holding out a bra. I smiled, impressed that she knew my size. “How did you know?” I asked, and Leah just smiled and said, “I’ve worked with your mom for a few months, Kelly. One is an underwire bra, but I just threw that in to see if you like the fit. You don’t need one, though.”

“Can I take these all into the change room at the same time?” I asked, and Leah said, “I don’t think you’ll be able to hide anything under your current outfit, so yes, you can Kelly. There are panty liners in the change rooms, or you can put them on over your underwear.”

I liked the change rooms at Victoria’s Secret. They were big, and there were mirrors at every angle. I looked up, but there were no mirrors on the ceiling. I giggled to myself as I slid my yoga pants down and sat down to try on Leah’s choices.

As I tried on the first pair, I realized they fit well enough that I decided to buy them, even though they were a bit damp. I wiggled into my new bikini-style underwear, but then I remembered how wet I was. “Oh shit,” I thought, as I pulled them down and away from my soaking pussy. I brought the wet mark to my lips and tried to lick and suck it out.

I was in trouble. I needed some help with my decision-making skills. But at the moment, I was in a bind. I was going to buy the panties anyway, but what if Leah saw the wet mark? It wasn’t there when she gave them to me, and she had told me about the panty liners. Dammit.

I must have been daydreaming, because on the third knock, the door opened, and Leah was standing there with a bra, saying, “…your mom picked out for youuuuuuuu…” as her eyes finally met mine…

…I was posing in the mirrors, with the crotch of my damp panties in my mouth, trying to dry them out. I was sitting on the change room bench, nude, with a very wet pussy, and instantly hard nipples!

I pulled the material from my mouth and told Leah, “I’m going to buy them all. It’s okay,” I mumbled, looking down. Leah smiled and said, “If you don’t want them, you don’t need to buy them. This happens all the time. Why do you think we provide panty liners?”

“And what are g-string indicators?” I asked, trying to change the subject.

“Go try these on,” Leah said, handing me a bra. “34B, right?” I smiled, impressed that she knew my size. “Yes, how did you know?” I asked, and Leah just smiled and said, “I’ve worked with your mom for a few months, Kelly. One is an underwire bra, but I just threw that in to see if you like the fit. You don’t need one, though.”

“Can I take these all into the change room at the same time?” I asked, and Leah said, “I don’t think you’ll be able to hide anything under your current outfit, so yes, you can Kelly. There are panty liners in the change rooms, or you can put them on over your underwear.”

As I left the change room, Leah handed me the scissors to cut the tags. I smiled and thanked her, feeling a sense of relief wash over me. I was glad that the ordeal was over, and I could finally put on the bra and panties that Lori had picked out for me.

Lori was waiting for me outside the store, smiling and looking radiant. “How did that bra fit?” she asked, eyeing my nipples through my top. “I see you don’t have it on now,” she said with a full smile. “But they will attract a lot of attention with all the boys in here,” she added, walking away.

“Ummmnnn Lori, give me a minute so I can run back to the change room and put the bra on,” I told her, looking at my poking nipples in the mirror.

“OK sweety,” Lori said, turning to me. Her blonde hair swirled around her shoulder as the red light behind her illuminated her. “Like her aura suddenly appearing,” I thought to myself. And it was incredible.

“Sweety,” she said again, as she walked away. I felt a flutter in my heart, wondering if she was just playing the mother/daughter scenario for the attendant, or… something more. My heart was pounding, my nipples were hard, my pussy was wet, and I had a great feeling bra in my hand.

I took a deep breath and followed Lori to the change room, feeling a sense of excitement and nervousness building inside me. As I sat down on the bench, I took off my top and began to remove the tags from my new bra. Suddenly, the door opened, and Lori walked in.

“Would you like a hand? The attendant told me you leave the door unlocked,” Lori said, giggling.

“I need my heart restarted first,” I told her, grinning. Lori smiled and said, “I’m sorry, sweety. I didn’t mean to frighten you.”

As I looked at Lori, I felt a sense of longing wash over me. I was standing in the change room, wearing nothing but my underwear, and Lori was standing in front of me, smiling and looking at me with a sense of affection. I felt a spark of electricity run through my body as she leaned forward and gently kissed my shoulder and the thin strap of my bra.

“I thought we were trying to hide my nipples, Lori, and this won’t do it,” I said, turning around and kissing her quickly on the mouth. Lori looked shocked, but she quickly said, “OK, I’ll meet you outside.”

As I left the change room, I felt a sense of confusion and excitement building inside me. I had just kissed my best friend’s mom, and I had no idea what to do next.

Lori was waiting for me outside the store, smiling and looking radiant. “Now you look notable for the right reasons, Kelly,” Leah said, smiling as I handed her back the scissors. “I’m glad Lori’s pick worked. Still leaving that door unlocked, I saw,” she added with a smile.

“No use changing now,” I told her, returning her smile. “Thanks for all your help.”

“Have an amazing day,” Leah said, smiling as I walked away with Lori.

“Without a doubt now,” I said under my breath, looking at Lori as she smiled at me. We walked to her car, enjoying the warm sun on our skin. As we sat down in the car, Lori undid the top two buttons of her dress, revealing a stunning emerald green bra.

“And that was the reason we came here,” Lori said, laughing as we headed towards the highway. We stopped at the liquor store, and Lori picked up some coolers and a bottle of vodka. As we drove away, I couldn’t help but feel a sense of excitement and nervousness building inside me.

As we chatted and laughed, the conversation flowing easily, Lori suddenly blurted out, “I saw you going down on my daughter. Both of you were moaning. Her louder than you! And I can’t get it out of my mind.” The last line was whispered to the windshield, and I felt my heart stop.

“And then what happened?” I asked, my voice barely above a whisper.

“I just sat there, watching you two,” Lori said, her eyes fixed on the road ahead. “I couldn’t believe what I was seeing.”

“And now?” I asked, my heart pounding in my chest.

“Now I’m not sure what to think,” Lori said, her voice barely above a whisper. “But I do know one thing: I’m curious.”

I looked at Lori, feeling a sense of excitement and nervousness building inside me. I had no idea what was going to happen next, but I was ready to find out.

As we drove away from the store, I couldn’t help but feel a sense of wonder and excitement building inside me. I had just kissed my best friend’s mom, and I had no idea what the future held. But one thing was for sure: I was ready to find out.