All characters and situations are fictional and for entertainment purposes only.
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My wife and I have been married for just 3 years. She is now 26 and I'm 29.
When we got married she was a virgin. Sure, she'd sucked a few cocks and had her tits sucked in high school and college, but I was the first man to finally put a cock in her pussy. She always planned on saving herself for marriage and followed through on it. No problem for me, though. We still had fun and she understood that I'd had fun before we met and had my "needs" so we did everything except sex. She loosened up with fucking over the past three years, but she'd still never gotten as kinky or had as much fun as I wanted to.
My wife Alyssa is the hottest girl I'd ever dated before we'd gotten married, too. She's a tight, 5'5" petite blonde with nice B tits and long, sexy, shapely legs. She rarely has to exercise and still maintains an incredibly toned body. She looks absolutely killer in tight short skirts or shorts and especially got looks when we went to the beach or pool and she wore a bikini.
Last summer, we decided to take a nice vacation to Jamaica before the eventual kids. We'd been trying for a few months to get pregnant already and figured we'd have a nice outing to an exotic place while we tried to make it happen. We flew to a couples only resort and checked in to our nice hotel room overlooking the bay. The all-inclusive resort was starting to loosen both of us up.
The first couple days we'd had some fun but it was more or less vanilla sex as usual. I'd gotten her to try anal a couple times and she wasn't super into it, but was always the type to try something at least once. One thing I'd always wanted her to try was a threesome. I'd always had a huge fetish for watching my sweet, virginal, conservative, but extremely sexy wife get fucked by another woman (or man) that wasn't me. I'd had a couple threesomes in college, but that seemed like ages ago. My wife at least had packed a small bag full of extremely naughty and kinky lingerie and roleplay outfits for the trip, so I was definitely looking forward to that.
One night a few days into the trip we went dancing at the local resort club. I talked Alyssa into wearing her very short, tight red dress. It looked painted on to her young 26 year old body. There were a lot of couples there, some newlyweds, but mostly older couples in their 40's to 60's. The club had some great music, and the open bar was all-inclusive so before we knew it we were getting handsy and tipsy with each other. I could see a few of the other men in the club, even the ones with their wives, checking her out as she danced and had fun.
One guy, an average business type guy in his late 40's or early 50's, started chatting me up as we leaned against the bar. He was balding and slightly overweight, but still a decent looking guy. He introduced himself as Miguel.
"Damn, buddy. Is that your wife?"
"Yep," I replied.
"Shit, man. She's gorgeous. I don't think I've seen such a gorgeous girl like that in real life outside of magazines... and porn!" He added.
I chuckled. "Thanks for the compliment, man. Where's your wife at?" I asked. The guy looked away for a second, then responded.
"My wife died about 2 years ago. Car accident. She was a brunette and had a body a little like your wife, but nowhere near as gorgeous. I come here every year on what would be our anniversary."
"Oh shit, sorry man." I slurred. "Didn't mean to bring up something so sensitive."
"Nah, it's cool man. Hardest part after two years is that I haven't had sex in that long! My wife was kinky as hell, too."
"Sorry bud."
"Yeah, me too. What I wouldn't give to just see your wife nude! Haha!"
In my drunken stupor my cock instantly started to stiffen when he said this.
"Hey... you'd really want to see her naked, huh?"
"Fuuuuck yeah man. Who wouldn't?"
"Yeah man... ", I responded, "I've always wanted to see her get fucked by someone other than me, but she's usually really conservative and naive about all that stuff."
"Really? She could've fooled me with the way she dances and dresses!"
"Haha yeah. Just for vacation and special occasions."
"Damn. Yeah man I'd love to see her nude. I'd love to watch you pound her pussy."
"Hmmm ... uhh.. well how would we do that?"
"What? You're serious?"
"Yeah man. I'd be happy to do this for you. You lost your wife and I know what it's like to have blue balls for that long... I dated her and she refused to have sex before we were married."
"Oh shit. Damn. Well... how about I watch from your hotel closet? I bet I can sneak in and out pretty quietly if you give me your key card ahead of time. Or maybe if you blindfold her I can get a nice close up look at that pussy without her ever knowing?"
"You wanna get close up huh?" I asked drunkenly. "How about this: when I have her bent over doggystyle I'll let you stick your dick in and pump it a couple times... but you gotta wear a rubber, cool?"
