Teacher's Aid

True story, names have been changed to respect privacy. All characters 18 years of age or older.

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Memories of senior year in high school means different things to different people. Maybe the one shy introverted kid finally got the date with the one cheerleader, or maybe the unpopular girls got invited to a party at the popular girl's house. For me. though, my best senior year memory is losing my virginity... to my English teacher's room aid. I first met Brittany when she was my English teacher's aid in junior year. She was more of a cool teacher aid in her mid-twenties who looked more like she would be hanging out with the popular girls than the teachers. That's probably why we got along great. We liked the same music -- went to see Breaking Benjamin together -- and even exchanged phone numbers.

This close bond carried through to senior year as well. She was my teacher's aid again and always helped me with classwork. We even tag-teamed on a novel together for fun and the love of writing we shared. She also got me a birthday card when I turned 18. I'll admit I developed a crush on her, even more than any of the girls in my class, but I always thought she didn't share the same feelings about me, so I kept it inside. As my senior year wound down and Prom time came up, she asked if I had a date. I said I had -- a friend's cousin who went to another school -- and she was excited to meet her at the dance, where she was a chaperone.

Graduation was two weeks after Prom and I couldn't wait to get my diploma & enjoy the class trip to Florida (we got to fly first class by the way.) Brittany was to be a chaperone for the trip as well and told me how excited she was for it every day. On graduation night, the class went out to dinner at Dave & Buster's, which was a good precursor to the trip. We met at the airport the next morning, boarded the plane and were off Florida. Brittany & I sat next to each other on the flight, where we chatted and listened to music together. We touched down in the lovely Florida sun and got a bus ride to the hotel. There, our principal gave us a rundown of the upcoming week's festivities.

We were gonna spend a couple of days at Disney World, go to the beach, and take in the beauty of the Everglades, among other things. Little did I know one of those "other things" included me losing my virginity, but let's not get too ahead of ourselves. By the end of our two days at Disney Word, the bond between Brittany and I grew even stronger, especially after we rode the waterslides at Typhoon Lagoon together (and yes, I admired her body in a bathing suit.) At Disney World, we got ice cream, rode the rides together; we were practically on a date down there. But even so, I wasn't expecting what would happen our last night there.

That last night began with the class enjoying dinner at the hotel after a final day of sightseeing. Brittany and I sat with a couple of my classmates between us, but she texted me saying she wanted to see me in her room after dinner, alone. I wondered if I did something wrong and she was gonna set me straight or something; in hindsight, I probably should've seen what was coming. After dinner, around 9 PM. we all went back to our rooms, but I snuck away from my roommates to see Brittany, telling them I was going downstairs to buy souvenirs for my family. I got on the elevator and went downstairs for those souvenirs, so I'd had an alibi. I then rode back up to Brittany's floor and knocked on the door of her room.

She answered the door in her robe, gave me a hug, and invited me in, closing and locking the door behind me. This is where the action truly begins: Brittany first told me about what a great time she had with me and said she "wanted to end it properly."

"What do you mean, 'properly,' Britt?" I asked. That's when she untied her robe and took it off, revealing her naked body to me.

"Now I know what you're thinking," she said, "but hear me out. I'm still a virgin and I heard through the grapevine that you were too. I was thinking you and I could lose our virginity together tonight."

I never thought I would experience this: my English teacher's aid, standing naked next to me, asking if I would like to lose my virginity to her. I was naturally skeptical, so I asked Brittany if she was sure. She said she was, even handing me a condom and telling me: "I trust you, I just hope you trust me." while running her fingers up and down my crotch. Knowing I would never get this chance again, I figured I'd take it when it was offered and asked Brittany what we were doing. "First we gotta feel each other up," she said. "Once we're all set, we'll try whatever comes to mind."

With that, I got naked, we climbed into bed and started touching each other. Brittany carefully stroked my cock as I carefully rubbed her clit & pussy; that's how I learned about foreplay. After what seemed like an hour -- actually about 10 or 15 minutes -- Brittany slipped the condom on me and said she was ready. I then guided myself into her and we started in missionary. She put her arms around me and kissed my face as we went at it. "Okay," she said 10 minutes after we started, "Time for me to get on top." She had me lay down on the bed, straddled me, and guided me back into her. She rode me for about another 10 minutes and by now, I got the thought of "this is gonna feel good" in my head.

After riding me, Brittany got off and said: "Time for doggie-style!" She then bent herself over the side of the bed, I stuck it in her from behind and railed her like that for another 10 minutes. After doggie-style, she said she wanted more "cowgirl" (her riding me.) I agreed and we got back into that position. We remained like that until we climaxed; Brittany exhaled so hard there, I thought I felt the room shake. She then laid herself on me and kissed my chest.

"That was great," she whispered to me.

"It was better than I thought it would be during sex education class," I replied. We both got a laugh out of that and after a few minutes laying side by side, Brittany took the condom off me. She went to use the bathroom and throw the condom away. When she returned, she had a damp towel with her. She asked if I wanted her to clean me. I said sure and she wiped my cock down thoroughly, kissing it afterward.

"You were great," she told me, "And now, we both can say we lost our virginities."

"But not to anyone here, right?" I nervously asked.

"Oh of course not," she replied. "The last thing we need is for any of the other students to find out what's just transpired."

It was then I remembered my roommates were expecting me back in our room for the night. I told Brittany and she said: "Just tell them there was a line at the gift shop." I then got dressed and ventured back to my room. It was a quarter after 10 PM now and I couldn't believe I had just lost my virginity to my teacher's aid, and how great it was. But in the elevator, I wondered if my roomies would believe the "line at the gift shop" story. I got back to the room about an hour after I left and one of my roommates, Eddie, asked what happened.

"Of there was a line at the gift shop," I told them all, hoping they'd buy it.

"How long?" another roommate, Travis, asked.

"About 15 people," I said, "I kept looking around waiting for it to go down."

The guys believed that and told me they had set the alarm for 5:30 AM (our return flight was scheduled for 6:45 the next morning.) With that, we turned in. We got up at the alarm, got our bags, and met the rest of the class & chaperones in the lobby, where we caught the bus to the airport. Brittany and I sat together again on the return flight, where she told me what a great week she had: "And thanks again for ending it with me." she said.

"It was a pleasure," I replied. We then made a promise not to tell anyone close to us (our families, friends or even our pets) and spent the rest of the flight sleeping due to the early morning wakeup call. Since then, I've graduated college, Brittany has gotten married & had two kids, and we both have remembered the experience fondly; we still talk about it privately to this day. I think losing my virginity to someone I trusted for a couple of years was better than losing it to one of the girls in class I barely knew. As a music buff, I'll never forget the song she played on repeat either: John Mellencamp's "Ain't Even Done With the Night." I even reworked the Pixies' song "Gigantic," which is about a love affair, to reflect the experience.