04/12/2019
Wild Key West
There are moments in life that will stick in your mind forever. A few years ago my wife gave me one of those moments during our vacation to Key West, Florida. Perhaps I should start off with the basics. My wife, Kelly, was 24 at the time. She is about 5'7, beautiful thick blonde hair, toned smooth legs, perky 34B tits with large nipples, and an ass that is out of this world. About 6 months before the trip we both started tanning and doing P90X obsessively, so she was in amazing shape and had no tan lines on her body since she tanned naked. We had an active sex life and she liked to show off, often going out without any panties on in a short skirt, trying to give any onlookers a quick flash of her gorgeous shaved pussy or her ass. I knew she'd do some showing off that week since I only found one pair of panties in the suitcase. I was not disappointed. It didn't take long for her to start the tease, lifting her thigh-length skirt to her waist in the car ride to the airport to show me that she conveniently "forgot" to wear panties that day. Waiting for our flight out of Houston I sat across from her and she would tease me by opening her legs just enough so that I could see her beautiful pussy and snap a picture. When we finally got on the plane and made our way to our seats, we found a younger guy, probably about 26, sitting in the aisle seat. Kelly glanced at me and I knew she had an evil thought in her mind. Instead of taking her rightful spot by the window, she waved me into the row so she could sit in the middle. As she wiggled to get past the guy, I snuck a peek over and saw him trying to slyly stare at my wife's ass. When she sat down her skirt rode up her thigh some, but instead of pulling it down she just left it there and smiled at me. As the flight went on, Kelly would lean over me to look out the window, causing her skirt to ride up more and more, but she never fixed it. I pretended to be immersed in my book, but I listened intently as Kelly made small talk with her new friend. By this time her skirt had ridden up a good 4 inches, meaning you could almost see the slightest hint of her pussy. I took my headphones out and told Kelly I was going to listen to some Bob Marley to get into the island mood. I put on the headphones and closed my eyes just enough to make the guy think I wasn't listening to their conversation or see what was going on. As I listened I could tell their conversation was getting pretty flirty. Kelly was asking if he had a girlfriend (he didn't) and she said he would probably get laid in Miami. About that time the flight attendant came by with the drink cart, so unfortunately Kelly put her table down, blocking the view of her tanned legs and almost-visible pussy. I could tell the guy was getting turned on, because he kept reaching under his table to adjust himself. I didn't expect anything more than the flirting and teasing, so I was surprised when Kelly leaned over and whispered something in his ear. I looked out of the corner of my half-closed eye and saw the shocked look on his face, and I knew she must have said something outrageous. When she leaned back into her seat she reached down and pulled her skirt all the way up around her waist so that her shaved pussy was on display for her new friend. His eyes were like saucers and his face broke into a huge smile. I could hear him ask, "Are you sure?" and Kelly nodded. Without any more prompting, he slid his left hand under his table and onto my wife's leg. She jumped at the touch, and I knew she was getting turned on. Through a barely-open eye I watched as he inched his hand up her thigh, finally coming to rest right below her pussy. I could tell he was nervous but also horny as hell. He tentatively reached out with his pinky, tracing the folds of her lips and stroking her slit. As he got braver he slid his hand over so that he was fully cupping her pussy. He rubbed her for a minute before he finally inserted his middle finger into my wife's, now dripping, pussy. She moved her hips slightly to his rhthm, which he took as a sign that if one is good, two will be better. I watched through half-closed eyes as this stranger's middle and ring finger disappeared into my wife's pussy. His speed increased as she continued to rock her hips into his hand, trying to get as much of his fingers inside of her as possible. After about 5 minutes of this I knew she was getting close, as her breathing got a lot harder and she was making small whimpering sounds. When she couldn't take it anymore she reached under the table, grabbed his hand, and started jamming his fingers into her pussy as hard as she could. She threw her head back against the seat and came, biting her lip so hard I was afraid it was going to bleed, When she finished shaking the guy took his fingers out of her pussy, giving her one last rub around her now wide open lips. The tension was higher than the plane at this point, and I wasn't sure what was going to happen next. My curiosity was interuppted by the pilot announcing we were beginng our descent and that all tables should be put up. Reluctantly, Kelly pulled her skirt down and resumed talking with her new friend, telling him where he should go to meet girls in Miami. When we landed he followed us to baggage claim. I think he wanted to continue what started in the plane, but we were on a tight schedule so we had to say goodbye there. Since I "didn't know" what happened on the plane, he simply shook Kelly's hand and thanked her for an enjoyable flight. As great at that flight was, it didn't prepare me for what would happen a few days later...