Pineapple Upgrade

Maggie and I have been looking forward to this for years. We've been married 20 years and this is our first vacation alone since the kids were born. This cruise was going to be great.

My name is John Coleman, I am 44 and I'm not in the shape I was in when I was 20, but I'm still in decent shape. I'm 6'3", 240lbs. I think I am a good looking guy. Maggie is gorgeous. She's 42, but could easily pass for 32. She is 5'6" with beautiful dark eyes, short dark hair and a natural tan, from her Italian heritage. She is in great shape. She has a flat belly, a nice ass with womanly hips and curves. What gets her the most attention as her tits. She has full, natural 36DD tits. She doesn't dress to show them off, but she doesn't try to hide it either. Basically she is a Classy Milf.

Our sex life is good, but as you can imagine, being married to such a beauty I would want more. She is passionate, likes to try various positions and sex in the shower happens once in a while. We never has sex outside the bedroom, she's never sucks my cock, nor will she let me go down on her. She does let me tit fuck her at least once a week, but I have to cum between her tits. I pulled out and covered them once, a string hitting her in the neck. She was furious and I've never done that again. All in all, I am happy.

We walk up to the counter to register and a nice man helps us. He is about to give us our bracelets to open our room and identify us for our all inclusive, when he sees something on his screen and stops.

He smiled "Mr and Mrs Coleman, I have good news." he puts the bracelets away and comes up with two yellow ones that look like a bunch of Pineapples together. "You've been randomly selected for our Pineapple Upgrade."

"What's that" Maggie asks.

"Well it's our most exclusive club level. You get a room upgrade, to a suite with a full balcony, access to the Pineapple Restaurant, NightClub, Spa and shops and a few other private areas. You drink package is unlimited, you can have anything we serve."

"Wow, that's great."

"And Mrs Coleman, you get to start with a 2 hr spa treatment, right now."

She turned and a classy woman in her 50's, tall, attractive and slim was there "Hello Mrs Coleman. If you will come with me, we will get your started. Your husband will meet you in your suite when it's ready."

Maggie was a bit overwhelmed, but she kissed me on the cheek, smiled and said "I guess I will see you in our suite."

"See you later, enjoy the spa."

I turned to the concierge "Thank you, this is incredible"

"We only give this upgrade to a select group of couples per cruise."

We finished up "Now, if you will take that elevator, swipe your bracelet over the reader and it will take you to the upper level Pineapple Lounge."

I gave him a $20 tip "Oh no sir. In the Pineapple Club, all gratuities are included." He shook my hand and headed to the elevator. I walked into a beautiful Cigar Lounge type of room. I was greeted by a stunning, 25 yr blonde, with a killer body, her white blouse showing off her massive tits. She smiled at me "Welcome. Why don't you come meet the other new members of the Pineapple club."

I was sat in a circle of leather lounge chairs, 3 men were there, drinking Scotch and smoking cigars. "Can I offer you a Scotch. We have a fine Macallan Fine & Rare 1939. Goes nicely with a Davidoff Royal Release Salomones."

"Sure, sounds great." I'm not an expert on cigars, but the Scotch I knew was around $10K a bottle" She left and I had to admire her full ass hugged in her black skirt. I sat and met the 3 men, all married and selected like we were. Soon we were joined by others, 9 of us in total. We ranged in age from 28 to 60.

We talked about our great fortune while enjoying the best scotch and cigar I had ever had.

I tried to act cool, but I recognised one of the other guys. He introduced himself as John. I was sure he was an actor, the guy who played Jim in the Office and Jack Ryan on the new Jack Ryan show, John Krasinky or something like that. I didn't say anything, not wanting to sound like a fan boy. The guy next to him, Adam, was obviously a good friend, but I didn't recognise him.

They chatted with us, their wives also getting a spa treatment. That's when I remembered who he was married to. Emily Blunt was his wife. Maggie was going to flip out. She loved them both. And since this was an exclusive club we've been promoted to we were going to going to be hanging out with them.

About 2 hours later two women approached us. One was about 25, the other about 40. Both stunning redheads. The young one was full figured, like the bartender, the older one was slim and athletic with nice firm looking C cups. Both in black skirts and white shirty, mostly undone and both showed off sexy bras.

"Gentlemen, your rooms are ready, if you will follow us."

We stood and I tried to tip the bartender "No sir, we are all very well paid and accepting gratuities is strictly forbidden.

I smiled and thanked her. We were lead to a private, upper level area of rooms. One by one they let us in. I got to my room and it was massive. We had a living room area, a huge bedroom, balcony and the washroom was huge.

I was still admiring the room when Maggie walked in. She was in slippers and a very short silk robe that was a bit too small for her, barely covering her big tits. I started to get hard right away. Then she was followed by an bellboy carrying several bags. "This is incredible" she said "That was the best spa I ever had and then they had me and some other women shop for clothes. It was all free."

"I had a very expensive scotch and cigar. I can't believe this."

She walked up, kissed me with passion. "I hope you didn't drink too much, because I think you will like this."

She took a step back and dropped her robe, stood naked in the living room. First thing I noticed, she was complete devoid of hair below the neck. Then I notice the Bell Boy come out of our room.

"Maggie, he's still here." she was staring at me, unphased. "I'm sure he doesn't mind. Besides we aren't allowed to tip them, so... " She turned giving him a full view of her naked body. "Thank you Jimmy. I really appreciate it." Jimmy looked at her, smiled and left.

I have never seen my wife display her body like that. Even when we were younger and a bit wilder she never flashed her tits or showed off cleavage. What the hell was happening.

She turned back to me "Now, just how much scotch did you have?"

I once again looked at her now bald pussy and didn't care much that Jimmy got to see her naked. "Not that much" I said with a smile. She turned and walked to the bedroom and I followed, admiring her swaying ass.