The prom night I never had.

So I am a teacher and have been for many years.  Let me get back to my 2nd year.  I had a rough 1st year, with the whole being 3 hours from home and a whole new environment… So I am a teacher and have been for many years.  Let me get back to my 2nd year.  I had a rough 1st year, with the whole being 3 hours from home and a whole new environment (grew up in Raleigh and decided to try Wilmington since there were a LOT more job opportunities).  I was finding my groove and doing much better. 

So midway through the year, I met a teaching assistant named Shannon.  She had just graduated from college and intended on becoming a teacher, so she was an "assistant" from January through the end of the year (after which she ended up getting a position in another school in the county).  Her mother was a teacher in the same school so she went by "Miss Shannon" to the students as opposed to her real last name.  Basically, Shannon did everything - subbed, ran copies, you name it.  I met her while she was helping out in the copy room, and we became good friends. 

Around February, we had a teacher workday and she was running copies again.  I ran down to get some copies made and I decided to invite her to lunch, to which she accepted.  We just had a nice lunch at a nice sandwich shop and got to know each other a little better, and talked about ourselves, our lives and such.  She'd recently gotten out of a long term relationship and I'd been single for the most part for the past 3 years.  After lunch, we headed back to work, and that was that.  We periodically went to dinners together, and a month later, we decided to make it official and shared our first kiss in my apartment. 

We decided to keep our dating life on the down low, as our colleagues would likely meddle in our affairs.  We kept a professional relationship at work, while flirting at times.  I had sent a student to the office to get something and she came back saying "Miss Shannon says hi" in a cutesy voice.  Maybe the kids noticed?

So every teacher was expected to chaperone the prom, in shifts.  I asked Shannon if she wanted to go with me, and she agreed.  As a dork, I actually got stood up for my senior prom, but that was then.  I asked her if she wanted to make a weekend of it. 


Fast forward to late May, and I went to Shannon's house in my best suit and tie, and presented her with a corsage, and her parents even took photos of us like we were still in high school.  She looked stunning in her gown, which was what she wore to her prom. 

We went to a nice romantic restaurant for dinner, and went to the prom, and shared a dance together, while trying not to be obvious.  After the prom, Shannon and I stayed to clean up, and I took her for a late night coffee at Denny's, and asked if she wanted to stay at my apartment.  She agreed, so we headed back to my place.  All we'd done to this point was make out, so we were a tad inexperienced with each other....

Shannon and I sat down on the couch and put on a dvd for us to watch.  We began making out ever so passionately, and I made a move.  I put my hand on her strap and began pulling it down, partly being expected to be stopped, but she said "it's okay, Jim".  She unbuttoned my shirt and stood up and came out of her dress, wearing nothing but her panties, showing off her wonderful tits.....

To be continued!