As one of the youngest executives to ever climb the corporate ladder at Southwest Airlines, I was charged with devising a way to improve passengers' enjoyment on our flights.
One of the ways I had managed to climb the ladder so fast was because of some of my ideas, which could best be considered "outside of the box," and my "live at 35" idea, in which we were going to have a musical act perform a song or two for our passengers on a few, select flights, was one of them.
But I also wasn't above using my position of power to find musical acts that I could engage in "other" activities with aboard the plane if they so desired, so since I had a strong sexual attraction to Cassadee Pope, she was the first one I thought of to ask to be a part of this project.
"Sounds like a fun idea. I'd love to be a part of it John," Cassadee told me over the phone as we discussed it, not even trying to hide the excitement in her voice as I told her when and where to meet up with me and my assistant James.
"I wonder if she'd be down for a little three-way with us," James asked me as we awaited Cassadee's arrival at the airport terminal, seeing her arrive in a sexy white skirt and a tight black shirt as she saw us, smiled and shook our hands.
"Hi Cassadee. James and I are thrilled to have been able to land someone of your stature for our first Live at 35 concert," I told her as I tried not to make it obvious I was staring at her legs, both of us engaging in her conversation the whole time we were walking to the plane.
"I always look for fun, new ways to connect with my fans. And this seemed like the perfect opportunity," she told us as we boarded, before going off to the airplane restroom to prepare herself for the brief concert she was going to give as we gave a brief introduction about the Live at 35 concept and introduced her.
"Ladies and gentlemen, Cassadee Pope!" we both said together as we introduced her, leaving to take our seats at the back of the plane and watch as she performed a few quick songs to a rousing round of applause.
"God she has some sexy legs. I'd give anything to have my way with the pussy between them," I heard James say under his breath as Cassadee finished her performance and started walking over towards us, bounding to us in a way that made her tits jiggle in the shirt she was wearing.
"Me too. Just follow my lead and I bet we'll both get to later," I told him as I started engaging Cassadee in conversation again, feeling pretty good about our chances with her by the time she told us how much she had enjoyed the experience.
"So...I have to ask John. You don't look like you're even old enough to be an airline exec. How did you pull that off?" Cassadee asked me, showing herself to be clearly attracted to me as she focused all of her attention on me, allowing James to start feeling her up.
"Because when I set my mind to something Cassadee, I get it. I ALWAYS get it..." I told her as I leaned in to kiss her, my hand resting on her thigh as James' hands grabbed and squeezed her tits, things starting to get out of Cassadee's control faster than she would have liked, even though she made no move to stop us.
"MMM..." she moaned as I kissed her, opening her legs slightly and allowing me to slide one of my hands inside her skirt as the other one went to the back of her head.
"So Cassadee...how long have you been with your man?" James asked her, sensing how close we were to going in for the kill with her as I continued making out with her, by now stroking her pussy through her panties.
"Six years...UH..." she moaned, her body starting to give in to her desires as we fondled her in the back of the plane, both of my hands now between her legs and sliding her panties away to start rubbing and fingering her pussy as James kissed her neck, made out with her and fondled her tits.
"Ever been with anyone besides him?" I asked her, getting more turned on by the moment at the scene we were starting to create, James getting bold enough to pull her shirt up over her head and start sucking on one of her tits right there in front of the other passengers.
"No," she whispered, trying to push James away as he worked over both of her tits with his mouth, forgetting all about my hands having their way with her precious pussy for the moment.
"How would you like to be with someone else besides him right now?" I asked her as I hit my knees and placed my hands on the insides of her thighs, running my tongue out along her pussy slit and sliding it into her as James got in her lap and started making out with her.
"MMMPPPPHHHH," Cassadee moaned into his mouth as he made out with her, her legs starting to wrap around my head as I ate her cunt, feeling her slick pussy walls wrapping tighter and tighter around my tongue with every flick it made into her.
"This isn't the only thing of mine that's going in this hole," I told her as I licked her pussy, James sucking on her tits and making out with her to keep her attention off the fact she was being double-teamed in a wide open airplane compartment.
"Cum for me Cass. Then we can get you in the bathroom and have some real fun with you," I teased her as I went back to eating her out, her walls pulling at my tongue as I buried it inside of her and she humped my face, James making out with her to cover up her moans as they grew louder and louder.
"MMMMPPPPPPHHHH..." she moaned into his mouth, cumming all over my face as I licked away at her cunt, drinking down her sweet sex juices and holding my tongue inside of her as James continued swapping spit with her.
