I get to fuck a flight attendant in flight, then have sex with another one at the hotel. Beautiful, hot women.
Chapter 62:
TWO MILE HIGH CLUB
62. Friday morning arrived. I topped off my travel carry-on with phone chargers and whatnot, then hailed a ride. Fortunately, it was way too early for any of the derelicts from shore to be up and about. My car arrived and whisked me to the airport.
I had reserved an aisle seat, hoping that some hot stew would grace me by leaning across to serve the window seat, while giving me a face full of bosom. My hopes were soon fulfilled. Even though it was just over an hour flight, the crew served drinks and those worthless packs of peanuts or pretzels.
Three attendants serviced the main cabin. Two were lookers wearing tight-fitting uniforms that showed off just the right assets. I was sitting in the last row, so I got an eyeful as the eye-candy sashayed up and down the aisle.
When they had finished serving everyone, I got up to visit the head, uh…bathroom. The hot babes were huddled in the rear galley, chit-chatting. The bathroom was occupied, so I flirted with the attractive staff as I waited.
“So, how often do you see passengers joining the mile high club?” I asked. They glanced at one another, and the middle one, Melanie, it turns out, answered. “Almost every flight. Why do you ask? Are you a member?”
“Not yet. But I’m dying to join the club. I don't fly often so there's not much chance to audition.” One of the other hotties grabbed her airline issued digital device and the third reached for her phone, just as the bathroom door opened.
When I emerged, the ladies were much more attentive. I guess they had ‘vetted’ me in their system and online. Melanie said “You seem special, Mr. Sailor, or at least your profile says so. Is there anything we can do to make your flight more enjoyable? Just ask and we’ll see what can be arranged.”
Melanie was slightly taller than me, hair brown and falling in soft waves to her shoulders. She had a pretty face, in a classical beauty kind of way. Her body was fit, the uniform custom tailored to hug every curve. She wasn’t runway model stuff; just a solid 8 on a 10 scale. You could tell that she’d be a reliable fuck, time after time.
Eager to join the club, I boldly said “Well, I wonder if any of you can help me become a member of the much-talked-about club? Or is that against airline ‘rules’?”
The three looked at each other, ‘talking’ among themselves without words. Finally, Melanie offered “Well, Mr. Sailor, first we need to know if you prefer natural or shaved. Once we know that one of us can assist you with that under one condition.”
“I prefer natural but what’s the condition?” I asked.
“You must use protection.”
Damn! Shit! Offered on a silver platter, my choice smooth or hairy, and me, without a condom!! Damnation!!!
Thinking I’d be cute I responded “Is there a vending machine handy? I seem to be fresh out of condoms.” All three gave a forced giggle, like they’d heard this retort a million times. Melanie answered “Call me a vending machine, then. I’ve got you covered.”
She stepped into the bathroom and quickly, like a rehearsed skit, had her skirt hiked up above her waist, her panties on the floor. She looked at me intently and whispered “Well, come on. It’s now or never.”
I stepped into the bathroom. On airplanes they’re designed to accommodate only one person at a time. Instantly, we were touching. She leaned over and grabbed the toilet, using it for support as she bent over, her legs spread wide. There was a condom on the lavatory. I got my pants down around my ankles and began fondling my little guy. The novelty of the situation and the expectation of what was to come got a rise out of him in no time. I rolled the raincoat onto him.
Melanie was bent over, her round ass exposed, her dark pussy framed by her pale butt cheeks blending down into shapely thighs. I took aim at her hairy cunt, rubbing my dick up and down her lips until he was lubed. I pressed it against her slit taking two or three attempts to get him to enter her.
Once inside, Melanie was a delight. A bottomless cunt, big lips, wide hole. She was a pro at helping regular guys like me join the club. Her pussy felt warm and inviting as I moved my dick in and out. I gained steam and gave her pussy a decent fucking. I arrived at an orgasm rather quickly, given the heightened context: fucking an attractive airline stewardess during flight.
When I had filled the condom, she instructed me to dispose of it in the trash, not down the toilet. “It can gum up the works if it gets caught down there. The maintenance guys keep score of how many rubbers they find. They even have a pool, based on which stews are working which flights. Pat in Las Vegas holds the record.”
Having checked that goal off my bucket list, I gave Melanie a quick hug and returned to my seat. I wanted to be a fly on the wall in the galley. The rest of the flight was relatively uneventful, although I got lots of attention and free drinks from the flight staff.
As I was deplaning, Melanie and the other hot one were at the exit door, making themselves visible as PR for the airline. “Can’t thank you enough” I said.
The other hot one responded “It’s our pleasure, Mr. Sailor. Will you be flying with us again soon?”
“Well, yes. I'm flying out on Sunday, back to Orlando. I'm here to meet some friends for a weekend at the Ritz."
“Well, isn’t that a coincidence? I’m staying at the Ritz-Carlton, too. My next flight is Sunday, back to Orlando. Maybe I'll see you around the hotel. My name's Claire, by the way." She extended her hand, and I grasped it, planting a perfunctory kiss on its back.
At the hotel registration counter, I asked for the Reese suites. Jack was the impetus for this gathering and had made all the arrangements under his name. My former roommate, Al, and a smart but awkward Tommy were expected to complete the troops.
"Yes, Mr. Sailor. I show you and Mr. Smith booked into the Executive Suite and Messrs. Reese and Rice enjoying the Presidential Suite. There's no need to provide a card as all charges go to Mr. Reese's account. I will, however, need to see a photo ID and have you sign this form."
The hurdles jumped, I found my way to my suite. At 1,000 sq. ft., it was enormous for a hotel room. Probably twice the room I have on my Love Boat. It was opulent. Out of curiosity, I looked up room rates on the net. This suite commanded $1,700 per night; the other $2,000.
The light was flashing on the desk phone, indicating that there was a message waiting. "Front Desk ... How may I assist you?"
"There's a light flashing on the phone. Is there a message?"
"One moment, please, Mr. Sailor. ... Ah, yes. A Mr. Smith called to relay the message that his flight from the Virgin Islands has been delayed. No ETA given. Also, Messrs. Rice and Reese have notified us that they are to be expected at the dinner hour. Will there be anything else, Mr. Sailor?"
"No. Thank you." It was still before noon. And I had this luxury suite all to myself! I called for bottle service for the room, then unpacked. Being a five star hotel, there was a knock on my door 20 minutes later. A bell hop wheeled in a cart laden with the first of several alcohol deliveries to the suite. Just in time! I was antsy to get the party started, even without the rest of the gang. I poured a glass of scotch and reclined on one of the massive beds, taking in the grandeur of my surroundings. I was feeling frisky and ... and ... no one would know if I just rubbed one out - a quickie, you know?
As soon as I got my pants off and my hand firmly wrapped around my cock, the phone rang, a loud jangling noise, startling me. I lurched for the phone, fumbling it so the handset fell to the floor. “Uh ... Hello?”
“Oh, hi, Mr. Sailor? This is Claire, from the plane today. Sorry to bother you. It sounds like you might be busy.”
“No, no, Claire. I just got clumsy and dropped the phone. Sorry.”
Claire must have done this before. She smoothly continued “Well, if you’re not busy, why don’t I come to your room and take you on a short tour of the hotel. I've been here several times before. This is our usual layover hotel in Atlanta. How’s that sound?”
“That sounds perfect, Claire. I’ll see you shortly.”
The knock on my door startled me, even though I was expecting her. When I opened the door, I gasped. Looking her over from head to toe, she was much more appealing than earlier. She had shed her work uniform. Her top was tight fitting, clutching her well-developed breasts, a tantalizing amount of cleavage showing. She had on a tight skirt ending half-way between her snatch and her knees. Her auburn hair was no longer pulled back in a ponytail; it cascaded beautifully in large waves down to her shoulders.
“Wow! You sure do clean up nice!” I said as I continued to survey her physique. I was mentally undressing her, and she knew it. Claire offered “Those uniforms are so damn ugly. And uncomfortable." She seductively ran her hands down her torso, twisting her hips to draw attention to her derriere. She spanked it, continuing "In fact, most clothes are uncomfortable to me.”
“Well, we certainly want to make you comfortable. Please come in and let me fix you a drink. If that doesn’t make you more comfortable, you can always shed your clothes!” As I said this, I gave her a wink and a grin.
We sat on the couch in the living room and exchanged pleasantries over our drinks. I discovered that she was single but had, in her words, “a squeeze in every city.” She explained that with her schedule and lifestyle, she hadn’t had either the opportunity or the desire to settle down and plant some roots.
“This way works much better for me. I get to fly around the country, visit foreign countries, and still have my needs taken care of. And it’s nice to have an escort in every city to squire me around.”
I probed. “Tell me more about these escorts. Do you have a favorite?”
“I like them all” she said. “Some are better lovers than others but they all get the job done. I'm wondering if I've just found a new one in, where are we, Tampa, Atlanta, Orlando? I get mixed up sometimes.”
“We're in Atlanta but we met in Orlando. And now I feel like I’m in a job interview.” I chuckled. She slumped her shoulders forward and took a big drink.
“Sorry. Guess I’m still at work. I need to get better with that.”
I replied, “Let me know what I can do to help.” Letting her own words come back to haunt her, I added “Maybe getting out of your uncomfortable clothes would be a good start.”
Her pretty eyes widened as she finished her drink. She was suddenly lost in thought, her fingers absently twirling a lock of her hair. She had a dreamy expression, her eyes shifting to ‘bedroom eyes.’ With a sultry inflection to her voice, she purred “How about another drink first?”
I poured another round of drinks only to turn around and discover that Claire had removed her blouse and was working on her bra clasp. She uncovered her well-formed breasts, nicely sized and standing up firm. Her nipples were already hard, her areolas wrinkled and pebbled. As I put her drink on the table, she stood up and unzipped the back of her skirt, letting it fall to the floor. Interestingly, she had no panties on. A bra but no panties. Hmmm….
Standing next to such an engaging sight, I slowly surveyed her physique, coiffed top to pedicured bottom. Her smooth skin, her firm tits, her flat belly, her shaved pussy with generous inner lips visibly protruding. I stood there frozen, taking in this vision of perfection when my shyness overcame me. I felt paralyzed except for my dick. He had swelled up and was clearly visible through my pants, running down along my thigh.
Claire took a big swallow of her drink setting it on the table. She stepped closer to me and boldly reached out to rub my erect cock through my pants. She used her nails to scratch it through the cloth, making it twitch and jerk. She had a mischievous look in her eyes. “He’s acting like he wants to come out and play.” She reached to undo my belt, but my senses came back. I had my pants on the floor in moments, my dick standing up, waving around like a dowser stick searching for the playground.
Claire clutched it to hold him still, then squatted down and started sucking on him. Her lips were engorged, wet, warm, and felt incredible on his sensitive glans. Her head bobbed on him until she got over half of him in her mouth.
“Now that I’m off the clock, I no longer have to please you. Now I want you to please me." She lay on the couch spreading her legs and rubbing her clit in a circle. "Fuck me silly, Sailor. Make my pussy tingle. I need to feel your hard cock stretching my cunt, leaving only room for your cum. Give me your best shot, Sailor, and don’t stop until you’ve filled her with your juice.”
She had a wild look in her eyes. With one hand servicing her clit, she used the other to slide two fingers up her clean shaven twat. She'd push them in and out a few times, then put her fingers in her mouth, licking them clean. Her hand left her mouth and slid down to cover her breast, tweaking the nipple and flicking her areola with her fingertips.
I mounted her and my dick instinctively found its target. Her pussy was sufficiently wet by now and he found his way inside with no trouble. Claire raised her legs high in the air and let me have my fun in her crotch.
I pumped my dick, gaining speed and depth with each stroke. Soon I was going balls deep, loving the feeling of this slut’s cunt. It started out tight, the swelling grasping my cock, then opened wide up. Before long I was fucking a gaping hole, sloppy with her juices.
“Yes, Sailor, that’s it. Keep stroking, keep going. It feels good to have your rod in there, oh, yes. I’m loving this, keep it up. I want to feel you shoot a big load of your hot semen inside. Fill me up, Sailor, fill me up.”
Her sex talk encouraged me. I took to thrusting harder, deeper. Her pussy was exquisite, and I was enjoying my time in it. Her vaginal gape was now full on, her pussy making those unique and unmistakable sloppy sex sounds. It made for some high quality fucking.
“Oh, yes, unhuh. You’ve got me now, babe. You got me” I said as my orgasm built to a crescendo. Finally, it shot out of my dick as she squealed with delight.
“That’s it, Sailor, yes, dump your load in me, fill me up. I love feeling your cock spasm and jerk inside.” She lay still underneath me, letting me pump both nuts into her cunt.
When I pulled him out, my cum juice drained from her hole, helped along by some pussy contractions. Without any encouragement, I scooted down and licked her slit, her asshole, cleaning up the load I had just delivered.