During my senior year of college, I started to hit my stride.
After the forgettable experience during which I lost my virginity, I kept trying. (Gotta get back on the bike if you fall off, right?) I gained confidence, and eventually, I got better.
Since I couldn’t get a do-over, I decided to think of subsequent experiences as “My First Time….”
I had taken a trip to see my former HS girlfriend, who went to another college. We weren’t really sure where we were in our relationship; but we were most definitely friends, leaning towards trying to make a long-distance relationship work.
I had been to her school for a few days, and was flying back to my school, which was several states away. At this point, it bears mentioning that occasionally, flights would leave with one or two passengers, along with the flight crew. It was an early morning flight, and this was one of those times.
I got on the plane, and was told that I could sit anywhere. I selected a seat, and settled in for the flight. To be honest, I wanted to sleep, and I had just started to doze off when…
“Is this seat taken?”
What the hell? The plane is empty.
“No.”
She was older than me by a few years, and neatly dressed in a skirt and blouse. Brunette, athletic, and on the smaller side.
“Thanks.”
She smelled nice, she was pretty (in that Southern girl sort of way), and she seemed likely to let me sleep.
Or not.
She started talking. Telling me about her weekend, asking about mine, and generally being way more charming than I expected at 6:00am.
About thirty minutes into the flight, she commented on the empty plane, and how easy it would be to fool around.
“Are you asking?” I said.
She smiled, got out of her seat without a word, and headed aft. 20 year old me was confused. Horny, but confused.
I sat there.
“Are you coming?” she whispered.
Oh! She was asking.
I followed her to the lavatory. She went in and closed the door, waited a few seconds, then opened it again. She beckoned me to join her.
I squeezed into the lav, thinking that I was luckier than the average sardine. I went to kiss her, but she pushed me back.
Now there’s a mixed signal.
She unzipped her skirt and hung it on the hook. She was wearing white cotton panties, and I went to remove them.
Again, she pushed me back.
Finally, she discovered what a clueless dumbass I was. She put a finger to her lips, as if to tell me to be quiet.
Ah! Now I am on the same page.
I quickly unbuttoned my blue jeans and let them fall down. She leaned against the sink and pulled her panties to the side with one hand while guiding my cock to her lips with the other.
The head of my cock split her lips, and was immediately soaked in her juices. I pressed forward a little, but it was difficult due to our height difference.
I grabbed her ass and lifted her up slightly, allowing me to enter her slowly, the panties adding friction to the process.
Pressing forward, I felt her pussy conform to my cock, gripping me. She was soaked, and I started to thrust into her. There wasn’t a lot of room, but I managed to develop a rhythm, and it seemed as though we were both about to have an on-time arrival.
For the first time since we had started fucking, she put her arms around my neck as she began shaking.
Turbulence?
No, she was having an orgasm. (And I wasn’t wearing a condom.)
“I’m close.”
“Cum with me,” she purred in my ear. She’s holding on to me with her arms and legs. “Cum. In. Me.”
One last thrust, and I exploded. She kissed my neck.
“You have to go back to your seat.”
I cleaned up, and excused myself. She returned a few minutes later, as the plane turned toward its final approach. (Our final approach and arrival had already happened, so I was relaxed.)
We made small talk, as she almost pretended nothing had happened.
I thought for a second. “May I have your number?”
“No.”
Again, I’m confused, and finally, she stops talking all together.
As we deplane, I see her run to the open arms of a guy waiting at the gate.
The last thing I hear her say is, “God how I have missed you.”
Source: reddit.com/r/gonewildstories/comments/y1hdw8/my_first_time_the_series