Overnight Flight

alpharatsnest

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Feb 23, 2014
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Kyle Hudson was growing bored with his weekly flight routine. Every Sunday night, he caught the overnight cross country flight from L.A. to New York, to meet up with some bigger clients for his company. The promotion was nice, he couldn't deny that, and the generous pay raise afforded him a very comfortable lifestyle, if only he ever had time to live it. He spent four days a week in New York, working his ass off for the clients, then had a scant three days to recharge before it was back to the grind again. His weekends seemed to be getting shorter and shorter, and the mundane routine of the long flights had started taking a toll on his sanity. Then one night, she came along. She seemed fairly ordinary at first, wearing a cream colored blouse that was buttoned just low enough to hold his gaze a moment longer, along with a black pencil skirt cut just above the knee. She looked as though she could be on a business flight just like him, but something in her warm smile told him that this flight may be more about pleasure than business. She sauntered up the aisle, about five minutes after Kyle had taken his seat and gotten comfortable next to the window. He watched as she scanned the seats, one by one, looking for her number. He felt himself tense up a bit as she came closer, then finally stopped at his row, checking the aisle seat and mouthing, "14-B" as she double checked the ticket. "This must be me," she grinned at him as she slid her purse underneath the seat in front of her and sunk into the chair next to him. He smiled back at her as she took her seat. "Maybe this flight won't be so bad after all" he thought to himself...
 
Jane

I was returning home to New York after a sorority reunion in San Diego which ended this afternoon.

Boarding the plane I looked for my seat, and found 14B, the middle seat in a row of three.

Climbing in, I fastened my seatbelt and looked at the man next to me in the window seat. Other than a "hello", we didn't chat or say much of anything until the plane took off at ten PM.

He did offer to buy me a drink, and after hustling to the airport I needed one.

A white wine was my choice, and we clinked in greeting to ward off the demons, and I set the seatback back a little cognizant of the feeling of a crowded plane with the guy in front of me putting his seat in my lap.

So once in the air with a little more chat, asking him if he was travelling on business or returning home as I was, I fell asleep until I suddenly awoke and realized my head was on his shoulder as if I were his wife or girlfriend.

I sat up and apologized and he grinned and told me it was Ok and in fact he enjoyed it. By now the lights were dimmed and everything was quiet. So UI leaned over and kissed his cheek and put my head back on his shoulder.
 
It was tough getting her to talk at first, but once the wine started flowing, we hit it off pretty quickly. Her laugh was soft and inviting, and I found myself searching for anything that could bring a smile to her face and a laugh from her lips. After about an hour, she started to get tired and laid her head back with her eyes shut softly. After a few minutes, I could see she had nodded off, and her head rolled to her right and rested on my shoulder. I couldn't deny that it felt great to feel someone close to me again, my job had made it difficult to meet people in my down time. The sudden closeness, even if it was accidental, made me smile wide, and I rested my head on top of hers for a few minutes, until she suddenly sprang awake. I was afraid she would be upset, but when her lips touched my cheek I felt relieved and honestly, a little turned on. As she rested her head back on my shoulder, I placed a hand on her thigh and started rubbing slowly, feeling the material of her skirt as my breath picked up a little. I looked over at her with her eyes closed, and almost without thinking, I pressed my lips to hers in a soft, sensual kiss, as my free hand lifted her chin to meet my lips.
 
Jane

I felt his kiss and I liked it. I liked it a lot.

Sitting up I asked him where he was staying and he gave me the name of his hotel.

Will you be sharing your room?, I asked and he said no, but he had business appointments starting in the morning.

"My husband will be at work. Why don't I go there with you and art least we will have a little time before you meet your clients"

He had already told me this was just about a weekly event. His hand was on my thigh slightly under the hem of my skirt. I raised my ass a little to loosen the skirt, and as we kissed again his hand slid up a little farther as mine stroked his inner thigh until I reached his crotch and cupped his hard package.

"Don't yiu think we need a little trip to the john?", I asked
 
A devilish smirk crossed my lips as she groped my stiffening bulge. "Not just yet," I whispered into her ear as I reached under my seat and grabbed the complimentary blanket. I spread it over both our laps and looked into her eyes with a sexy stare as my hand slid up her inner thigh, tracing the hem of her leggings until my fingertips reached the lacy fabric of her panties. Or was it a thong? Whatever she was wearing, I rubbed my fingers in small circles over the material, pressing in a bit and feeling her warm wetness soak through. My bulge was throbbing thick and stiff now, and as her hand slipped over it I bit my lip to contain a moan. God this woman was driving me absolutely crazy.
 
Jane

Another kiss and I told him I just had to go to the toilet. And it wasn't the wine or need to pee. I needed to join the mile high club and another kiss and a thrust of my tongue convinced him.

I slid out of my seat and headed to the rear of the plane. The fight attendants were in their seats probably awake but not very attentive as I entered one of the johns. I left the door ajar as I pulled up my skirt and took off my thong. It was on the counter as I watched for him and before long, there he was having followed me.

Reaching through the open door I beckoned to him, inviting him in with me in the tiny facility, and as he entered and closed and locked the door, I lifted my ass and sat on the counter with my legs apart.
 
The sight of her spread legs made my erection twitch and throb in my pants. I gazed into her eyes as I dropped down to my knees and kissed up her inner thighs teasingly, before taking a long slow lick up her wet lips, flicking my tongue against her swollen clit, before spreading her lips with my fingers and licking her pink sensually. "God you taste amazing" I whisperes breathlessly before burying my tongue deep inside her, moaning to vibrate her wet slit as I lapped up her juices hungrily. It had been way too long since I'd done anything like this, I was going to enjoy myself on this flight.
 
Jane

I was surprised that he did that, but I loved it and loved him for doing it.

But I needed a fuck and I needed it now.

I quietly blurted out for him to stick his cock in me. He pulled it out of his fly, and rubbed its tip up againbst me and softly told me to beg for it.

"Fuck me. I need your cock. Please put it in me" and he did.

It didn't take either of us long. the wickedness of the situation overcame both of us and quite quickly, I felt the spurt of his warm cum inside me. When he slipped out, I took a wad of john paper and wiped myself and flushed the toilet. Whether it was the sound or whatever I'll never know but just as I did, there was a knock on the door.

We put ourselves together and I handed him my thong as a souvenier. We opened the door.

The stew chastised us for two of us being in there at the same time and we were told to return to our seats and we did.

It was almost dawn and our plane wasn't too long in landing at JFK. We got our luggage and grabbed a cab which took us to his hotel, where he checked in.

Once in his room we quickly undressed and climbed into bed.

As we fucked I told him I was Jane and I would leave a note with my cellphone number and if he had an opportunity on this trip or a later trip and wanted to see me again, for him to give me a call and we would work something out.

Later he dressed and got ready for his appointment. I told him I was going to take a nap and would be gone in a while, before he returned, as he heard me take my cell and call my husband and tell him I had missed the plane and was catching a later one arriving in NY later today.
 
I still had the memory of fucking her hard on the plane fresh in my mind,and during my meetings I sent her a simple text: "8:30 tonight. My place. I need you again."

The day felt like it took forever, but finally the time came as I sat in the kitchen of my hotel room. I heard a knock on my door and opened it to find her standing there in a short red dress, just barely covering her thighs. I pulled her into the room and as she opened her mouth to speak I silenced her with a deep, passionate kiss, pressing her back against the wall and grinding against her sexy body. I hiked her skirt up and noticed she wasn't wearing any panties, and I grinned as I undid my belt and released my long stiff penis from my pants. I gripped her thighs and lifted her sexy legs, wrapping them around my waist as I drove my long, thick penis deep into her soaked pussy, sending shivers of pleasure down my spine as her tight wetness enveloped my throbbing cock. "Fuck....you feel so amazing baby" I moaned as I started to pump in and out in a sensual rhythm.
 
Jane

I got his message soon after I arrived home by cab.

8:30 tonight. just 5:30 pacific time which I was still on having been in California.

I fixed dinner for my husband Frank.

Over a glass of wine I told him about the flight. I told him I had met a nice man and one thing led to another and I was now a bonafide member of the mile high club, and that I had a date with him again tonight.

Frank has an affair going with a lady that lives nearby, and I suggested he spend the night with her because I might be at the hotel all night.

I hadn't told Kyle, but he might have suspected that Frank and I have an open marriage and both of us encourage and allow outside arrangements when the opportunity arises. Frank grinned and told me he had been sleeping with Doris while I was gone, and one more night would be just fine. Then he suggested that Kyle might like to be a guest in our home on his next trip, and save all that commuting and the expense of a hotel suite.

After dinner I got all cleaned up again, including a quick shave of my pubes, and put on my cute little red dress and no panties and was off to the hotel. Once there, Kyle kissed me there in the doorway and lifted my dress revealing my sex, and finally led me into the room where there was another man sitting.

My God! It was my husband's boss whom I have been fucking for several years.

I just sauid "Hi Sweetie. It's a small world isn't it?"
 
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During my meetings with our new clients, I learned that one of them, Eric Sharpe, was actually Jane's husband's boss. During our lunch hour, while speaking candidly about my flight over, I mentioned my bathroom tryst with a beautiful woman who was on her way to see her husband. Eric pieced it all together when he asked her name, as he had also planned to see her on this trip as well. The coincidence was too good to pass up.

Eric suggested we surprise her in my hotel, and I agreed. The look on her face when she saw him grinning in that chair was priceless. "Hi sweetie. It's a small world isn't it?" She laughed nervously as he stood up and kissed her softly. "We thought we'd surprise you with a little extra fun tonight" Eric smiled as he began groping her breast, while I approached from behind, running my hands over her perfect ass as I kissed her soft neck, squeezing tenderly as my erection began to throb and pulse. I had never shared a woman like this before, and the taboo feeling turned me on like crazy.
 
Jane

After a few kisses, Kyle came up behind me and unzipped my little dress. Taking it off me, I was naked underneath and stood there with his hands cupping my breasts, looking at Eric whom I had fucked just last week.

"OK guys. how shall we do this? Which one of you will be first or do you want to do this in a threesome?"

I held out my hand to Eric who stood and kissed me and I slid my tongue in his mouth.
 
"Threesome" Eric muttered into her lips, "I don't mind sharing." With that, Eric undid his pants and dropped them to the floor, releasing his stiff penis standing straight in front of her. With a smirk on my face, I placed my hands on her hips and bent her slightly forward, placing her mouth just inches from Eric's stiff cock as I massaged my tip against her wet pussy lips. After a moment of teasing, I pushed my thick tip into her warm, tight pussy, grinding my hips and pressing my thick shaft deeper into her as breathless moans escaped my lips.
 
Jane

I took Eric into my mouth as Eric fucked me from behind. This wasn't my first threesome. in fact it was how I first got involved with Eric when he and my husband did me together. We had him over for dinner and afterward, having had our fill of drinks, Frank told him about our open marriage and invited Eric to fuck me if he wanted.

I thought at the time Frank only did it to cement his position with the firm, but later he told me he liked watching me fuck other men.

But it got him a nice raise and all it cost him was a few nights with his own girlfriend when Eric was in town. And I liked being my husband's whore because he couldn't keep up with my libido and my sex drive and this way I could get all I wanted.

Right now I wanted both of them for the same reason, because at our ages they needed their rest after cumming while I could keep going all night.

I stopped sucking him long enough to ask Eric if he wanted to cum in my mouth, or wait to take his turn in my ass or pussy.
 
Eric grinned at the proposition, "its been far too long since I've been in that perfect ass" he smiled as I obliged and pulled out of her dripping pussy. He layed back on the bed, stiff cock in the air, and Jane climbed on top and turned around, facing away as he massaged his stiff cock into her tight asshole. The sight turned me on like crazy and I stroked my cock fiercely as he began pumping her tight asshole in and out with deep, powerful strokes.
 
Jane

"Kyle, come feed me with that delicious cock", I said taking him into my mouth and tasting my own pussy on it. This was a delight and with Eric up in my ass, I was getting it on both ends.

I wondered how it would feel having all three of my holes filled with cock, but I wasn't about to bring up the subject
 
As I fucked Jane's hot mouth, my cock pulsed and throbbed with desire, precum dripping out of my slit as I pounded my cock deeper into her tight throat, causing her to gag. I stopped for a moment but she grabbed my ass and pulled my cock back into her throat, while I moaned in ecstasy. "How about I fill that pussy up while he fucks your tight ass baby?" I moaned as I looked down into her beautiful eyes
 
Jane

I swing around with his cock still in my ass, so I was facing his feet. I leaned back and felt Eric kissing the back of my neck and his hands on my breasts as Kyle mounted me and plunged his cock up in me.

I hadn't done that since the night Frank and Eric did me in a threesome, but enjoyed the way they got their act together.

First they worked together, thrusting at the same time and then they alternated. First one and then the other went deep up in me and I wondered if the flesh in between my holes would last as long as they did, or would they both want to use the same hole together.
 
I started pounding her wet pussy deep, her moans right in my ear as I drove my throbbing cock as deep as I could into her, while her asshole was being stretched by Eric's thick cock. We both picked up speed, slamming both her holes and moaning loudly as she squeezed two fat cocks with her hot holes. Then Eric had an idea....

"Kyle, she's pretty stretched out back here. Why don't you slide in and we can show her a real good time." I didn't waste any time responding as I pulled my cock out of her pussy, already lubed from her wetness, and started slowly pressing it into her tight asshole, feeling it stretch and gape from the intense pressure, both our huge cocks swelling so thick in her tight ass as we both started grinding in rhythm. God it felt incredible.
 
Jane

Two cocks in my ass at the same time. I couldn't believe it! It felt wonderful having them thrust into me together with their cocks right up against each other. It made me wonder if they were a couple of queers, but I just blurted out that when they finished fucking ne there anally, they would have to lick me clean to soothe my sore asshole.

I wondered how that would go over, but Eric would know what I meant because I have licked his asshole more than once.

Then I thought about the fact that Kyle lived in LA and Eric here and how often they could have me together.

But I was theirs for the night and they could do with me whatever they wanted to.

I didn't even give a thought as to what Frank might be doing with Doris. I was akll wrapped up in my own pleasure.
 
Eric moaned loudly as he pulled out, jamming his pulsing member into Jane's mouth just seconds before he erupted in a thick, hot spray of semen into her waiting mouth, coating her cheeks and hitting the back of her tight throat, while she sucked him hungrily and looked desperately into his eyes as I drilled her tight asshole with my rock hard penis, my hips slapping her ass with every deep, powerful thrust. Even with her ass stretched to the limit, she still managed to clench down on my cock like a fist, driving me wild as I inched closer and closer to an enormous climax.
 
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