It was back in the fall of 08 when i was heading back home for Thanksgiving. I got to the airport an hour & a half ahead of takeoff time, got all of my bags checked in and stuff taken care of. Later, as I was waiting at the departure gate, feeling a little tired, I caught a glimpse a woman getting up out of her chair. She was pretty, not stunningly gorgeous, but beautiful enough. I didn’t think too much of it then, but it would be amazing if we got to sit next to each other. A little while later as the passengers were boarding the plane, I fantasized about how nice getting to sit next to her would be. But I told myself how improbable that was and how much more improbable anything would or could happen and not to get my hopes up. she got on ahead of me as i wished that there was an open seat near her. as i got on the plane i saw that it was about half full. I began to make my way back there when I spotted her sitting in the back. I walked over there, put my bags overhead and sat down in the aisle seat as she had the window seat. unfortunately for me she didn’t even look up. I was disappointed but not angry about anything.
The plane was only about 3/4 full when we took off. we were sitting in the back with only a few people behind us and two people across the aisle. we hadn’t said a word to each other 10 minutes into the flight. she actually hadn’t even looked at me until she asked me for a pencil for a crossword she was doing. I handed one to her and she gave me a cute smile which I returned. I could tell she was on business because of the professional look(suit jacket, blouse, skirt and high-heels) she had hazel eyes, brown shoulder-length hair with curls and high-lights. she had fair skin, not too tan nor as white as mine. she was no taller than 5’11” even with heels, slender build even fragile looking. Her breasts were perfect looking. And her face was astonishingly beautiful for her age(mid-thirties) with a perfectly sized and shaped nose and rosy cheeks and smaller lips. We first started talking when she asked me what I was doing in Washington We got to talking about what we were doing in Denver. She was on a 2-week business trip, I was in my freshman year of college then. we talked about where we were going for thanksgiving and family for about 15 minutes. I found out what her name was(I will call her Deb for sake of privacy). she told me she had a husband (who she mentioned she rarely ever got to spend time with) and 2 step-sons when she excused herself to the lavatory. the seats had very little room between them so when she came back she scooted past me with her skirt above her knee and soft legs, which for seemed to give me a semi.
When she sat down I couldn’t help my self, I just had to ask if she had heard of the Mile High Club and was ever interested. she paused and said yes but told me even though she hadn’t had sex for 4 months she just didn’t think it would be appropriate there and then. I being really embarrassed went to the lav. when I got back she was asleep and I decided I ought to also.
Half an hour later or so I woke up to a rather dark cabin with everybody asleep. I looked over at Deb and was astonished and a little freaked out to see her half asleep but some how masturbating with her hand down in her crotch. I didn’t know what to do so I tapped her. She looked over, surprised and blushing.
She took a deep breath and looked over at me said how sorry she was and that the mention of the Club had gotten her horny enough. She said that she actually hadn’t slept with her husband in 6 months. She also said she had only ever been with just 3 guys. she asked me how many woman I’ve slept with and I, being a bit of a nerd, admitted to just one. she glanced down towards my crotch and said that she lied about wanting to join the Club. She just thought it might be a little wrong with someone younger than she. But then she took in another deep breath and smiled, saying it would be quite the opportunity and it wouldn’t really matter after we got off the plane. I nodded and and grinned even wider than she was. She must’ve been pretty horny because she shuddered as we stared at each other for a couple more seconds. Then she looked around for people not asleep. The coast must’ve been clear when she asked if the offer to join the Club still stood. I, incredibly amazed that this was happening to me nodded. She couldn’t even hold her self back it seemed. In an instant she moved over to me and unzipped my jeans and pulled my hardening dick out(looked up at me with surprise, not to brag) and began sucking. I was in instant heaven. She started aggressively but became more gentle as she went along. I was gripping the arm rest with one hand and holding her hair up with the other.
She got a rhythm going and really knew how to work a cock, stroking my ball-sack gently enough to make me shiver. After a while of this, she looked up, still smiling at me.
We looked around to make sure that everyone near us was sleeping. Then she pulled down her skirt and I saw her black panties. I had her lay back in the two seats and spread her legs for me to start fingering her wet pussy. I rubbed her G-spot for a little while longer, and licked her amazing, wet, pink, shaved pussy. she was holding my thick hair. I then sat her up in the seat and helped pull off her skirt, and panties. I had her on her lower back , legs in the air, butt hanging over the seat. I pulled my pants down a little further.
She gave my boner one last suck, then adjusted and eased my dick into her really wet pussy. She sighed at the feeling and I began to bang her. First gently, then growing more rapidly she was breathing heavily. I even began to get a little sweat on my brow. I was humping her with lots of energy now after 4 or 5 minutes. She was starting to reach her 1st orgasm, throwing her head back. I got up off my knees and started to kiss her to muffle her moans. Our tongues danced around in each others mouth.
As she climaxed I slowed down. I pulled myself out of her. She sat up in the chair as she undid her jacket, blouse, and bra. Her chest was whiter than the rest of her body and I realized just how perfect her boobs really were. Her nipples were nice and hard. She was now bare naked some 20000 ft. In the air on the middle of a plane with roughly 90 people on board. I must say that she had a nice figure, sitting completely naked in that seat. I leaned her back a little bit and began to tit-fuck her as she pushed her breasts together. She opened her mouth so that she got a little taste of my dick every time I came up. We did this for a little while longer then I thought I saw a stewardess walk by and got down off the seat.
I brought her down with me and positioned her on her hands and knees in front of me as we then proceeded to do doggy style right the on the floor. We spent the most time in this position until I got tired. Then she did the work. Me thrusting my hips into her ass. Occasionally making a slapping noise. I could feel my climax coming soon and worked even harder to relieve my cum. I turned her on her back and made out as we continued making love on the floor.
Eventually I sat up on the seat and she followed but first taking off my shirt. she faced forward and bent towards her toes as I licked hey vagina some more. Then she stood up a softly lowered herself onto my erection. She really knew how to work my cock like this. it only took me seconds to explode inside of her. She kept going though, even harder than before. I was just able to bite my cheeks to hold back a loud moan. Her cheeks were just moving so fast, she almost twisted my penis off. It was the most amazing feeling I had and have ever felt. She was slowly starting to decline. She hopped off of me and began to suck me again. We put all the arm rests up and I laid down on my back as she rode me some more. After she was done with that for a while, she pulled herself off me and I stood above her, took off the condom, and sprayed her chest with what was left of my cum. She got herself dressed and cleaned up herself a little bit. We sat back and cuddled and fondled each other for the rest of the decent. I think we can say we enjoyed the whole 2 hours on that flight, spending little under a third of it gaining membership into the Club. As we were walking off the plane we noticed some people scowling at us. Apparently we weren’t as quiet as we thought. We smiled at the attendant who I thought might have seen us, and she gave us a grin and said ‘hope you guys enjoyed the flight… with each other’
Deb and I said our goodbyes at the gate and gave each other a hug, she said she was glad she caught this flight, and it couldn’t have been anybody else. I never spoke to her again but hope she enjoyed being my second because I enjoyed being her fourth.
