Helen in High Heels Part I of III [MF] – Short Sex Story

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I went to high college in a small suburban town. My family was well-known and well-liked by most, and so was I. We were church going folks and that’s where everybody got to see and know everybody. I wasn’t particularly religious myself. But it was something to do when there wasn’t much else happening.  

The transition from high college to school was blunt. I went from high college sweetheart with a bright future to a small fish in a big pond. It was isolating. A shock to my system. My “jock” credits from my small-town high college had not transferred over to the big state school. But undeterred, I still had big dreams and I was naive enough to think I can fulfill them. I wanted to be a doctor. Had dreams of opening up my own clinic one day. I signed up for all pre-med classes. I subscribed to a bunch of medicine podcasts and I downloaded some applications. Bright-eyed and bushy tailed, I walked into my first biology lecture with 200+ people in attendance, all of them apparently had the same naïve dream. 

After my first semester, I was starting to doubt myself. I got a C- in Biology I and was qualified to move on to Biology II but the C- had taken everything I had. I had stopped taking care of myself, stopped exercising and gained a few pounds. I now had an unruly beard that I didn’t care enough to shave and a messy head of hair. I was slowly realizing how unlikely my goal was.

But nonetheless, I showed up for Biology II and was ready for another semester of getting my ass pounded. The class was much smaller now. I think I was told that only 112 students passed Biology I and were qualified to begin this class. Sadly, that made me feel a little better about myself. The lecture was now in a smaller auditorium and felt a little more intimate (as if 112 students in a room could be intimate). After the first class was over, it felt like more if the same… C- here I come.

That day, I walked out of class with my head hanging low. But as I walking out, I felt a tap on the shoulder, “I didn’t know you were in this class?”

Surprised, I turned around to discover Helen. “Yes, Biology II, I am here. I am pre-med. I never saw you in Biology I. Have you been here the whole time.”

“No, I took Bio I last year, so I had to wait a year to start up again. I had to take time off when Jack got sick last year.”

“Oh, yeah. I am glad he is doing better by the way.”

Her name was Helen. She was a 35 or 36-year-old woman who attended the same church in my home town. She was married (to Jack) and had two kids. I knew she worked as a social worker (or something similar) but we had never really talked about her job. In fact, we had never really talked before, not any more than niceties and hellos. Maybe at a church BBQ here and there, but no more.

Her husband, on the other hand, I knew fairly well. He was friends with my dad. He was closer in ago to my father, and therefore significantly older than her, maybe 45 or 46 or so. He worked for an insurance business or something and he did very well for himself. I once baby sat their kids and I remembered their house was very very nice. The Christmas before, he had a “procedure”. I never really found out what the procedure was from my dad but I knew he in the hospital for a while. There were a lot of “Please pray for Jack” texts going around at that time. I at all times wondered he was a pretentious asshole so to be honest I never paid attention.

Helen, however, was a nice lady. She was warm and sweet. Very well dressed at all times. This was something I never really appreciated in high college. She was tall, and slender. What I hadn’t known then was that she at all times wore high heels. She apparently didn’t own any shoes without heels. That day in class, she had black high heel boots on with tight pants. These showed off her long legs. She stood out. Even in the middle of 112 students, she was a standout. We all practically showed up in pajamas. But there was Helen, long black hair perfectly done and straightened, nails manicured. She had all the hallmarks of a woman well provided for.  

“Well, I guess I will be seeing a lot of you then.” She finally said. “It has been a while since I saw you in church.”

“Yeah. I have been very caught up with everything here.” I had to run across campus to my next lecture so I was starting to inch away. She noticed.

“Alright, well I won’t keep you.” I smiled cordially. “But if you ever need any help, I have notes from my friends that finished the class last year. They are super helpful.”

She recaptured my attention. “Oh yeah, that would be awesome.” I said enthusiastically.

“You have my number, right?” I nodded. “Just text me.”

“Ok, bye.” I was happy to think that I can just copy her notes and maybe do a little better than a C fucking Minus. I was sure she would let me cheat off of her.

We didn’t talk again for about 2 weeks, until my next test. The night before, I sat in my room, pouring over my notes in a state of panic. I had been studying for days and I still felt that I knew nothing. I remembered Helen and her notes and wondered, “what do I have to lose?” so I texted her.

Me: Hi Helen, sorry for the late text but do you have any idea what is gonna be on tomorrow’s test? I am panicking and I feel like I am going to fail.

Helen: Hi, don’t say that. You are very clever. You will do an amazing job. But as a matter of fact, I do know some of the stuff on the test.

Me: Thank you, that’s a very kind thing of you to say.

Helen: No issue, dear. I am going to send you pix of the notes I have. They have been very helpful in the past.

Me: Thank you very much. You are a life saver.

She then sent me 9 pictures of very neatly arranged notes. I printed them and studied them all night, next day I walked into the test certain to fail. I saw her across the room, dressed to the 9’s as she at all times is. She smiled and winked. We took the test. She finished before. I heard the clicks of her heels before I saw her get up and leave. She shot me another look and left.

Three days later, the score came out. I got an 89. This had been the highest grade I had in school to date and it was all thanks to Helen. I picked up the phone to text her again.

Me: Hi Helen. IDK if you saw but the scores are out. I got an 89 and its entirely thanks to your help. I just wanted to say thanks, couldn’t have done it without your help.

…a couple of hours passed without a response. But then,

Helen: That’s awesome. And stop that.. you are very clever. I know you are. You were going to do a good job regardless. But maybe now that you are using my notes, you won’t stop avoiding the old lady from church when you are with all you college friends, lol.

Her response made me feel bad. I hadn’t been intentionally ignoring her. I just felt so stressed when I walked into that class every time that I couldn’t even remember that she was in it most of the time.

Me: Oh come on, I am not avoiding you. I walk into that class like a zombie every day. Have you seen me with any friends?

Helen: Now that you mention it… but if you ever need any help, or a friend, I am at all times here.

Me: TBH, it’s been real hard. College is a lot harder than I wondered it would be and I am sort of struggling.

I regretted sending that text after I hit send. I didn’t know why I sent it. Helen and I weren’t that close and I didn’t want to unleash my problems on her.

I waited for a text back but I didn’t get one for a few minutes. I figured she was sitting there regretting her offer to help and was looking for a way out. I figured I would give her one.

Me: Regardless, thank you for your offer. I really appreciate it and I appreciate your help on that last test. See you in class on Tuesday.

Helen: If you want, I study in Starbucks on Monday mornings. I usually get there by 9 and stay till 2 or so.

Me: Thanks for the invite. I have class that day. Maybe after.

Helen: I will be there. Stop by whenever.

I didn’t go to meet her on Monday. I figured she was just being nice. But the week after that, a week before the next test. I figured I would go and try to get the notes from her. I didn’t want to blow her off until the night before the test again. When I showed up, she was sitting in the corner of the store. It was a busy store so she didn’t see me. She had her cup on the table in front of her, legs crossed, book resting on her crossed legs. She was wearing heels. Her long skinny fingers were flipping the pages of the book. It struck me at the moment. Helen was beautiful. She wasn’t “hot” or “sexy”. She was beautiful, regal almost. A real adult woman. She dressed conservatively but at all times very elegantly. She had this air about her, like she knew who she was and what she wanted out of life and was doing it. I saw her in a different light that day.

I grabbed the chair next to her. “Well, hello there. Fancy seeing you here.” She looked up, surprised. She hadn’t expected me. It didn’t feel like she wondered it was a good surprise.

“Hi, I didn’t think you would show up.” She said.

I was discouraged. She looked uncomfortable. “Oh well, how could I pass this up? Good coffee, good company, and the answers to test questions. Its win-win.”

“Alright, well, go get yourself some coffee and then we can get started.”

The line was long and I was gone for about 10-15 mins. When I got back, she had her stuff packed up. “Sorry, I got a call from work. I have to go.” She left abruptly. I stood there afterwards, uncomfortable with what had just happened. I grabbed my stuff and decided to leave too. In my hand, a $7 cup of coffee…I hate coffee.

Later that night, I got a text from her: Sorry, I left so quickly. I had to run because of work. I feel bad. But I will be there next week. Coffee is on me.

I didn’t know what to say: Sure. See you in class.

Next time I showed up she was wearing a red dress. She shimmered in the light coming in from the big window front, she looked beautiful. I walked up and said, “I am here now, got your running shoes on?” referring to last time.

She smiled, a mischievous smile. “I saved you a seat”.

I sat and we started to talk… and we talked more. In fact, I don’t think we got any studying done that first day. She told me about her job, her life, her husband, her family, her kids. 3 PM came around and we were still talking. Then 4 and 5.

“Oh, dear” she said, looking at her watch. “I have to go.”

“Yeah, me too.” I didn’t.

“I will forward you the notes for the next test.” I had forgotten about Biology and the test. I honestly didn’t really care.

“Oh yeah, doesn’t seem like we got much studying done today.”

“No, we did not” she said as she gathered her things. “Next Monday.” It was more of statement than a question. I nodded and smiled.

NSFW: yes

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