The most thrilling night of my life, Part V

(Part 1 from 3. Fiction.)

Note : This story is completely fictional!

After Ian got back to England, the first thing he did was e-mail from his flat in Sheffield. We agreed to stay in touch by e-mail and occasionally by IM if we saw one another on-line. And while I really missed him, I knew that I had to move on with my life and he had to move on with his. I figured if the opportunity presented itself to visit him over the summer, I would certainly take advantage of it. But if it didn’t, then I certainly wasn’t going to dwell on it either. I had to be realistic and accept what fortunes and foils came my way in life. So I decided I would just keep my head up and roll with the punches like everyone else did.

Then something remarkably fortunate happened that spring and it happened just by pure coincidence. Little did I know at the time it would result in my third and by far best encounter outside of Trent and Dean. What made this relationship so different was that it took place gradually rather than instantaneously like every other one did. And I had fallen in love with him before we ever had sex which made it all that more special.

It all started when our Vice-Principle, Mr. Stepholious and his wife went on a cruse down in the Bahamas during Christmas break for their silver wedding anniversary. As the story was later told to me as well as everyone else at school, evidently the couple met a wealthy single woman on the ship from San Francisco who they both really liked and became fast friends with during the cruse. The problem was Mr. Stepholious and the woman became too good of friends for when he and his wife got back to Chicago, he divorced her after 25 years and moved out to San Francisco at the drop of a hat so he could marry her. Of course his position as vice-principle suddenly became vacant until a permanent replacement could be found. In the meantime, one of our history teachers, Mr. Evanston filled in for him.

I had known Mr. Evanston for many years. He first taught at my elementary school fresh out of college when I was in second grade. And while I never had him as a teacher, we talked occasionally at school mostly during recess every since I could remember. For some unknown reason to me at the time, I always felt a special kind of friendship to him and I kind of sensed he felt the same way about me.

The year I became a freshman it was at about that time he was then promoted to both government and history teacher at my new high school. From what I knew of him, he was kind of a quite guy, but otherwise really liked by most students including a number of my friends who had taken his classes in the past. And I knew of at least three girls who had huge crushes on him back during elementary school. He was now 32, but still very boyish looking. His face was just as innocent and sweet as Bambi’s. His nose was compressed and fitted his face perfectly. His ears were small and crested out ever so slightly. And his lips were somewhat narrow, but yet so very radiant at the same time.

He was about four or so inches taller than me, 5’10, with a masculine medium build, very light brown to almost blond hair and pretty hazel eyes. He always looked like a million bucks! He usually dressed in tan or gray Docker slacks, white or blue pin-point oxford shirt and wore either a navy blue, gray or tan sport-coat always with a nice silk tie.

I wondered why he had not gotten married yet since he was in my mind-- The Most Available Guy In Chicago.

Given he was now also going to be the preceptor or head of our student council having taken Mr. Stepholious place, it was more or less my job since I was secretary to bring him up to speed on the various student council minutes & actives for he didn’t know a thing about them.

My first meeting with Mr. Evanston went very well. Just the two of us met in the cafeteria after school and I covered all the minutes over the past year. Then I brought him up to speed on our various projects such as the school blood drive for the red cross, seniors trip to California, paper recycling drive, Regional Student Council spring meeting down at the state capitol in Springfield, IL and the planned fund-raiser for Jimmy Varges, a student, who was undergoing cancer treatments.

One thing I liked about Mr. Evanston right from the start. He didn’t try and micro-manage things like Mr. Stepholious did. Rather he was more or less a hands off kind of guy. And while he was always willing to chip in and give his advice or help me with the student council minutes, he often said whenever I wasn’t sure about something, “You’re a bright guy Collin; I’m sure you’ll figure out the best way to handle it---just use your good judgment”.

Thus he certainly gave me an enormous amount of self-confidence that I never knew I had. Things always seemed to get taken care without controversy or hard feelings unlike the way things were under Mr. Stepholious.

Then during our third meeting one afternoon in late March, he and I met in our usual spot, the cafeteria after high school. After I handed him the typed minutes from our weekly student council meeting and he reviewed them, he redlined a few comments. As I sat there at one of the lunch tables he then stood up. In a very casual manner, he dropped the revisions down right in front of me and carefully went over them line-by-line as he leaned over my right shoulder with a pleasant smile. I don’t know what it was about him, but his unexpected closeness kind of aroused me. I mean I had always considered him a real ladies man--but still--a good looking and pleasant guy like Mr Evanston in the least was hard to resist.

From then on whenever I presented him with the typed minutes, he would redline the comments and then lean over my right shoulder and go over them with me. At one point, while he was pointing to several of the revisions on a page with his finger, his arm brushed up against my shoulder. The feeling really excited me. I certainly enjoyed the moment while I tried to keep my mind on what he was saying.


After that day he would usually sit next to me at our weekly student council meeting. Then we would meet in the cafeteria and go over the minutes the following Monday once I had them typed up. And like he always did after our third meeting he would lean over my right shoulder and go over them with me line by line. It was kind of odd in that I looked forward to our Monday afternoons together just so I could be close to him even if was just for a few minutes.

Then came the regional student council meeting down at the state capitol in Springfield. The meeting was a three day conference which began on Friday and ended Sunday afternoon. About a week prior to the conference, Mr. Evanston was asked by our superintendent of schools to put on a thirty minute presentation regarding how to conduct a successful fund-raiser at one’s school. Given Mr Evanston was new to student council and had never participated in a fund-raiser, a number of students helped draft the presentation for him. And while it was not my responsibility to type it up, I gladly agreed to do my part and help for I really liked Mr. Evanston and wanted to make him look good--especially since we heard that the governor or lieutenant governor might drop by at some point during the conference.

Needless to say, I worked like a dog that week. I felt like pulling my hair out at times. Not only was I typing and retyping Mr. Evanston’s presentation after everyone kept adding their two cents, but I also had to put together a number of visuals and handouts. Mr. Evanston knew I really worked my heart out. There were two days when I burned the candle into the wee hours of the morning trying to get the presentation ready.

Then at one o’clock on Thursday afternoon, four us from student council along with Mr Evanston hopped on the train for the five hour ride down to Springfield. I originally wasn’t scheduled to attend the conference, but Mr Evanston insisted I go given he felt he needed me there to help him put the presentation on. He told me to bring a laptop and a printer in case we wanted to make some last minute changes.

After we arrived and checked into our hotel, Mr Evanston told me to remain there with him while the others had plans to go out to dinner. He wanted to go over the presentation point by point to make sure he was completely satisfied. We agreed to meet in his room around 8:00 PM. I was rooming with Jay Sanders, the president of our school’s student council and our room was just down the hall from his.

After I unpacked and rested for about an hour, I headed down to his room. When I knocked on his door, I was immediately taken back by his appearance. He wasn’t dressed in his usual school attire being slacks, a button down shirt and a sports coat & tie that I had always seen him in since I was in second grade. Instead he had changed into a pair of white shorts, a blue tank-top and was barefoot. He looked so different now. He had nice firm hairy legs and an incredible upper body. I could even see some sexy chest hairs spurting out at the top of his tanktop. The hair under his armpits was thick and really turned me on too. With a smile on his face, he said , “Come on in Collin, I ordered some sandwiches from room-service and we’ll work while we eat”.

I sat down at his small table and unpacked my laptop and printer. After we went through the visuals and made a few revisions, he sat down at the end of his bed and read through the presentation point-by-point and line-by-line. He looked so damn sexy as he sat there with his legs crossed and whisked through the speech without missing a beat. And while I listened to every word, nevertheless my mind wondered while I admired his hairy legs sexy toes and chest hairs. I even wondered what he looked like without his clothes on. But then I almost slapped myself in the face and told myself to comeback to reality. I was there to help him prepare for a presentation.

We then tweaked a few sentences here an there and I printed out the revisions. While we waited for them to come out of the printer, we sat down and opened our sandwiches. Just before I took my first bit, Mr Evanston said with a slight smile, “Collin whenever you and I our by ourselves like this, call me, Steve. I know we respect one another, but you are here to help me far more than I am here to help you. And I can’t tell you how much I appreciate that along with everything else you have done this past week for me. I certainly wouldn’t have been in position to give such a first class presentation without you. So again, thank you so much for everything.”

His kind words really put me on cloud-9. I didn’t know exactly how to reply to his comments so I just thanked him and said anytime he needed my help, I would be glad to jump right in.

While we ate, he began to tell me how much he enjoyed his new job as acting vice -principle. When I asked if he would take the position if it were offered to him, he replied that he would consider it, but wasn’t sure for he liked just being a teacher. But he also added it was certainly something he would have to look at given the money and future opportunities down the road.

I quickly added my two cents and replied that I thought he would make one heck of a vice-principle and he should take it if it were offered to him. Mr Evanston looked me in my eyes with those pretty hazel ones of his and replied, “Well thank you, Collin. That means a lot to me coming from you, it really does.”

After we finished our sandwiches, we put the revised pages in his presentation and then went through it one more time. I told him I would skip breakfast on Saturday so I could go over to the auditorium and download his presentation into the TelePrompTer. Mr Evanston was scheduled to be the third speaker right after breakfast from the podium on Saturday so I wanted to make sure everything went smoothly. Then he said, “Well Collin, let’s call it a night--get some sleep for we have to get up early and attended the breakfast, and then we have meetings all day”.

No sooner did we both rise to our feet when he stretched both of his arms and placed his hands on my shoulders. He kindly said with a smile on his face, “ And again Collin, I can’t think you enough for everything” as he squeezed my shoulders a few times and walked me to the door. Just the touch of him made me feel so alive inside. It was like nothing I had ever experienced before.

After we said goodnight to one another and I walked down the hall to my room, I couldn’t help but be kind of disappointed. I wondered in the back of my mind why he didn’t kiss me. That’s all I really wanted from him. But then I told myself it was another pipe-dream for me to actually be expecting something like that. I mean he was supposed to be straight.

When I walked into my room, my roommate Jay wasn’t back from dinner yet. So I quickly went in the bathroom and masturbated fantasizing over Mr Evanston. As I sat on the pot and stroked my meat, I imagined Mr. Evanston and I on an island by ourselves kissing me as he held me in his firm arms out in the blue water by a beach. No sooner did I blow my load, when the phone rang. It was my mom! After we chatted a few minutes, I undressed and got in bed. I couldn’t get Mr. Evanston out of mind that night. But eventually I drifted off to sleep for I was exhausted after such a long hard day.

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