My wife and I had been invited to join the rest of her family for a destination wedding in Punta Cana, but a last-minute issue with my work schedule had me changing my flight to a couple of days later. Karen had already booked the time off, and most of her family was going to be on the beach, so we opted to fly separately. She told me her sister would be on my flight, and I was looking forward to catching up with her. It’d been at least five years since we’d seen her in person.

Kerry was nearly ten years younger than my wife, and the last time I’d seen her, she was 18 or 19, a little chubby, a lot nerdy, and always fun to have around. Her outfits were usually hoodies and sweats, no matter the weather. I couldn’t remember a time when she’d worn makeup, and she’d never managed to find a pair of glasses that suited her face. But she loved playing games, watching movies, and reading. Their mom joked that she didn’t know if Kerry was into boys or girls, but given the cover art on the books she liked to read - I had a feeling that she liked the swarthy pirate-type. And the burly lumberjack. Ripped nerds and the occasional debonair billionaire were also well represented.

I got to the airport early to enjoy a drink in the lounge. The first old-fashioned tasted so good that I had to order a second. As the server brought over my drink, she just about spilled it on me when something caught her eye. I turned around to see what it was, and realized that just about everyone in the busy airport was straining to see something. Or someone. Maybe it’d be someone famous.

It was Kerry, looking all grown up and nothing like the awkward teenager we once knew.

She didn’t simply walk through the concourse, she floated. Some people were casually glancing at her, some were staring, and a few were openly ogling her. If this were a cartoon, their eyes would be popping out of their skulls. It wasn’t just what she was wearing; it was how she was wearing it that was creating the commotion. Bright pink stilettos lined with pink fur, sequins, and crystals, leading to golden tanned legs topped with a pleated plaid skirt. A loose white blouse floated around her, obscuring what lay beneath but certainly not hiding the delightful curves.

And while her outfit was impressive, it didn’t hold a candle to the rest of her. She was gorgeous. Supermodel gorgeous, with a casual smile, cute little nose and intelligent eyes that were clearly full of life. And when she saw me at the bar, that smile got even bigger and better. And I became the luckiest man at that airport, earning the jealousy of everyone around, and I didn’t care a bit.

I waved, and she came over. Our server hovered over us, eager to answer Kerry’s every beck and call. Soon we had more drinks in hand, cheering and chatting about the upcoming nuptials. Kerry explained that she’d been bouncing around the world, exploring the many places from the books she loved. She told me how she had a bit of a glow up in Australia (understatement of the century), which allowed her to meet men and women from all over who were interested in helping her enjoy her life, as long as they got to enjoy some of it with her. She was very casual about it all; she loved good food, good drink, great experiences, and sex. “I love having sex, and my friends-with-benefits come with some pretty great benefits,” she said, causing me to nearly choke on my drink.

She was a very touchy-feely kind of person. When the server appeared to refresh our drinks, Kerry casually stroked the young lady’s arm. I don’t think Kerry noticed the poor girl turn bright red, but I certainly did. And it was very clearly a welcome touch, as the server leaned in for more.

We caught up over a few more drinks, and I was buzzing nicely. Partly because of the drinks, but mostly because of the looks I was getting from everyone in the airport for sitting with what was surely a goddess. We chatted about family, favourite destinations, books, and life. While we were chatting, I felt a light pressure on my calf, which slowly travelled up to my knee. It took me a moment to realize that it was Kerry’s painted toes that were tracing up my leg, across my thigh, and then gently stroking me through my pants. All without breaking eye contact or even giving the hint of a smile - until I flinched.

“Yes?” she asked, raising an eyebrow seductively.

“You’re not serious, are you?” I asked.

“Why not? I know you and Karen have an open marriage, so why don’t we have a bit of fun before we get on the plane?”

“We’ll be boarding soon.”

“Well then, I guess we’ll need to be quick.”

I didn’t even wait for the server to bring us the bill - I just threw a wad of cash on the table, accepted Kerry’s hand, and followed her to wherever she was taking me.

We tried to sneak into the family bathroom, but sneaking is difficult when you’re with an apparent goddess. We managed to get in without many issues. Once we were inside, I took a moment to appreciate my sister-in-law’s full form. Jet black hair that cascaded over her shoulders. Intelligent eyes with slightly purple irises - I’m sure they were ridiculously expensive contacts, because other than the colour, they looked completely natural. She had the cutest dimples when she smiled, a graceful neck, and before I knew it, she was pulling her blouse off to show me everything. I realized then why she’d always worn hoodies - she had been blessed by the boob fairy. Solid double-dees that rode high on her chest, defying gravity but clearly natural. Deep pink areolas capped with thick and juicy nipples, each pierced by a little barbell, with a fine gold chain running down to her bejewelled belly button.

As I admired her body, she went straight for my belt, and within seconds of entering the room, she was on her knees, pulling me out of my pants and then taking a moment to assess what I had to offer. I’m not huge, but never had any complaints. My Karen says I’m ‘big enough to get the job done and thick enough to remember the next day’ - I don’t know if that’s a compliment, but I’m ok with it.

“This’ll do nicely,” said the woman on her knees in front of me. Then she licked my shaft from base to tip, swirling around my head while her hands massaged my balls. I grabbed the back of her head to stabilize myself, and she started sucking harder. Her tongue sliding all over my cock while her head bobbed back and forth. I reached down to find those beautiful breasts, pinching and pulling at her nipples while she continued to blow me. Stamina has never been an issue for me, but I was nearing climax in record time while doing my best to make this moment last as long as possible. Clearly, Kerry was a master at this, and while I was losing the battle, I was enjoying every second of it.

Finally, I could take no more, and I warned her that I was about to blow. She looked up at me, her mouth still wrapped around me, and those purple eyes seemed to beg me to give her my load. Seconds later, I was emptying what felt like a lifetime of cum into her delicious mouth, sending jet after jet deep into her throat. And she took every drop I had to give. My knees buckled, and I had to brace myself against her so I didn’t pass out on the bathroom floor. We sat there for a moment, both of us breathing heavily and glistening with sweat. And then we heard the announcement.

“This is the final boarding call for flight 6969 to Punta Cana” - despite my post orgasm fog, my brain managed to detect that we needed to get on that plane, so we quickly got dressed, shared a quick but deep kiss - the taste of me still in her mouth - and raced for the gate.
As we walked the jetway to board the plane, Kerry looked back and asked, “Will this be your first time in the Mile High Club? Because it’s your turn next, and I’m expecting your A game.”

Would anyone like to hear about what we got up to on our flight?
Leave me a comment and vote to continue.