It's really hard getting back into the workplace after having a kid. It's especially hard as a teacher. I've always wanted to be a teacher so after my daughter was born I made sure to work toward getting back into the classroom. When I did make it back into the classroom the best I could get was a high school position at an inner city school. It was hard work. I was still nursing and hormonal and maybe more than a little separation anxiety.
Looking back I will be the first to admit that the first year back I was a bitch of a teacher. What didn't help was that the boys were constantly looking down my shirts and being the last to point out when milk leaked from my sizable breasts.
Even as young as they were, most of the boys were taller than me. They were 18 and I was 32. Here I was standing 4ft 10 with DD breasts in a school with tall black boys. It was so uncomfortable.
The years got better and being several years after my daughter was born, the first day at the high school I locked eyes with Jared's dumbstruck expression from his seat looking back at me. Jared was one particular black boy that was constantly trying to look down my shirt every chance he could.
Now walking into my new classroom and seeing Jared and the other boys squirming in their seats, I'm not going to lie, I relished in the effect I was having. The embarrassment. The shame. The squirm.
It would've been nice to tell my husband all this but ever since our daughter was born he was quiet and withdrawn and barely involved. Not going to lie, it was part of the reason I worked so hard to get back to work. I mean the few times we had made love after our daughter was born it just seemed like a chore to him.
But I digress. It's now been a couple months into the school year and we are quickly coming up on winter break. I was packing up my things when I heard a knock on my door.
"Miss D, can we talk about my grade?" Jared said as he walked into my otherwise empty room.
"Oh Jared, you startled me." I said, holding a hand up to my chest as I turned to face him.
"Sorry..." Jared said ashamed but no less amused.
"What did you want to talk about?" I asked, trying to remember what he had said entering my room.
"My grade. If I fail this class I will be ineligible for basketball this season." Jared said as he stood one of his arms lengths away from me.
Jared had grown up to be very tall and his athletic prowess was attributed to his well muscular and lean frame. Jared's bulk towering over me was often intimidating and his height only made it easier for him to constantly glance down my shirt.
"Well that seems to be a personal problem to me. I have given many opportunities for advancement and you have squandered every opportunity including tutoring sessions online." I said, mustering my authority from 2 feet beneath him.
I met Jared's eyes and saw him quickly look from my chest to my eyes and back to my chest as I spoke. Used to the action I just ignored it but internally I was rolling my eyes.
"I would've done the tutoring but I can't focus on staring at the computer. Is there some way you could just tutor me yourself?" Jared said pleadingly.
I sighed, "so you want me to take time out of my life to help you do what you were supposed to be doing for the last several weeks?"
I turned away from him to put something on my desk and I inadvertently caused a cascade of papers that I quickly tried to grab. What I had not expected was long dark arms reaching around me grabbing the piles of papers before they fell. Realizing it was Jared that was pressed up against me it took me another heart beat to recognize something hard pressing against my back.
Not trying to be obvious, I turned my head to confirm that Jared's crotch was lined up with what I was feeling. Stumbling out from under Jared I composed myself and fixed my hair.
"Um thank you Jared. That uh... that was some quick reflexes." I cleared my throat and noticed my heart was racing and my face was burning. "How uh how about you come back tomorrow after school and we will see what we can do about your grade okay?"
"Oh thank you Miss D! Thank you so much!" Jared said, wrapping his big strong arms around me and picking me up in a big bear hug. Conveniently placing his ear in my chest.
Gasping for breath I said, "okay okay that is not necessary please put me down."
"Huh? Oh right, sorry." Jared said as he gently put me down back on my little feet.
Jared was now grinning ear to ear. I couldn't tell if it was from my willingness to help him fix his grade or the fact he just got it but he thanked me again and hurried out the door awkwardly.
In the silence I noticed my heart was still racing. I placed a hand on my back because it still felt like something was pressed against me.
That night at home I told my stay at home husband that I was going to be late home tomorrow so I could tutor a student. It caused a big fight. As tradition my husband slept on the couch and I was left tossing and turning all night.
Now I've never been much of a masturbator. But in the last few years I feel like I've masturbated more than my whole life. I found it to be a great tool to combat sleeplessness. As such I got many toys that I kept hidden from my husband. My favorite of which was a simple realistic dildo...okay which happened to be black but that was just a coincidence I swear.
Tonight as I pulled out my big black dildo I stuffed it in my mouth to get it nice and wet as I rubbed my clit. Once I was well soaked and my dildo was sufficiently lubed I lowered it to my shaved pussy. As I slowly inserted the head into my still tight pussy I brought my hand to squeeze my breast. I bit my lip to keep from moaning audibly.
I had never been a screamer but the more I played with myself the more I got into the moment and it got harder to control myself.
As I eased the dildo in and out of my soaking wet pussy I covered my mouth with my hand. I hoped for a quick cum so I could fall asleep but it just couldn't crest that hill. Desperate to cum I hopped up and positioned myself on all fours with my butt facing the headboard. I lodged my dildo inside of me and eased myself back to press my butt hard against the wood. The suction cup on the dildo stuck and I eased forward.
Now able to fuck myself hands free I was now able to cover my mouth and rub my clit at the same time. I was going hard at it, moaning into my hand, and right as I thought I was going to fail to cum tonight I remembered something that pushed me over the edge.
Jared's strong bulk pressed hard against my back and his arms draped over me. My imagination fixated on the hard rod I felt in his pants. I came thinking about how big and hard it felt against my back.
Quivering and shuttering in a mind numbing orgasm I laid there on the bed. I was naked and sweaty and my back arched as I was still impaled on my dildo. Finally I mustered the will to get cleaned up and roll over to sleep.
The next day my mind was wondering and I was finding it difficult to focus on the lesson plans in anticipation of after school. If it wasn't for last night's events I wouldn't have thought much about being alone in a classroom, let alone a school, with the star basketball player that has lusted over me since he could first grow a boner. Now the idea made me anxious.
I was just getting things set out for our tutoring session when I heard a knock on the door. Startled by the sudden foreign noise I turned quickly to see Jared waiting in the open doorway.
"Miss D?" Jared's soft voice called out.
"Yes Jared, come in and sit down." I motioned for Jared to sit in a chair next to me at my desk between me and the door.
As we got started it became instantly aware that the root of Jared's problem is that he can't stop staring at me and he was always twisting in his seat.
"Jared, is there something wrong with your chair?" I asked a bit more frustrated than I meant to be.
"What?" Jared asked, surprised. "...no" and confused.
