After a stiff drink in our resort room and some convincing, Ellen finally agreed to remove her panties and go without any undergarments. We headed down to the club with her wearing nothing but a slim fitting, black dress that went to above her knee, her sparkled champagne colored heels, a black lace choker and nothing else. Her 5' 2 inch 110 lb body looked amazing in the dress, the tight cut accentuating her bubbly ass and the heels highlighting her toned legs. A pair of small but perky tits were barely contained and it showed much more cleavage than she was used to. Her fair skin was striking against the black dress, and the red lipstick blazed on her full lips in the middle of her pretty, heart-shaped face that was framed by her long, auburn hair that fell over her shoulders in loose curls. She looked delicate and innocent, but sexy at the same time. She may have been over 40, but she could easily pass for 10 years younger.
"Honey, I'm scared," she started to worry, "I'm feeling so exposed, and I don't know if I can do this. Are you sure nothing bad will happen? And you'll let me stop things if I want to?"
"Babydoll, I won't let anything bad happen, and if you want out, just remember the safe word is "eclipse," and if you use it, we stop and I break things up. It's a great plan. You'll get to do as much as you want to and worst case maybe one guy gets a little peak of you. Best case, you get to humiliate a cute guy for your own pleasure" I assured her with a grin. "You only live once, so why not take advantage? C'mon, I'm pretty much guaranteeing you a chance to watch a guy stroke himself for your entertainment, and I know you want to see that. You've admitted it"
"OK" she replied with a nervous smile. "Besides, I doubt anyone will show interest in me anyway."
"Hahahaa! Baby, you look so hot, somebody will show interest, it's just a matter if it's somebody you'll want to watch. Trust me, the plan will work."
We headed to the casino bar and we split up as planned, with her seated near the dance floor and me at the bar. I brought her a drink, and she winced as she sipped it, noting that the bar tender made it very strong. This was a good thing, since she was a total lightweight, and also got very wild and uninhibited after just a few drinks. It was a tall table and I can see she was being VERY careful about keeping her legs crossed so she don't give the place a show. I headed over to the other end of the bar to sip my drink and observe.
After just a couple of minutes, the first guy approached her, only to be gently rejected. "I guess he didn't meet her standards" I mumbled to myself. Then she got up and walk a few steps to the bar to bring some pretzels back to the table. Then two men approached her, both looking to be in their early to mid 30's. Young, but not too young. One was white, a little bit "plain white guy", but still good looking and in good shape; about five-ten, slender, but not overly muscled with slightly shaggy brown hair. The other was just a bit shorter and looked to be a slightly darker complexion. He was also fit, but a bit more built and his tan jaw was framed with a neatly trimmed beard. I can tell he's the one Ellen had the most interest in; the first guy got a quick check out, the tan one kept her attention. It was amusing, because he probably could have passed for my younger brother. At least her tastes were consistent.
The tanned one must have sensed her attraction, and he spoke first. "Is it OK if we buy you a drink? It looks like you're almost empty." She noticed a very slight hint of Italian in his voice.
She mustered up her courage "We?" she responded with a slight giggle, "Is it a team effort to impress me?"
The other one replied "Sort of. We figure if all else fails we'll play good cop, bad cop and you'll like at least one of us."
Ellen smiled back authentically and they were both sold on her as soon as they saw it.
"Well, I guess the only thing better than a cute guy offering me a drink is two cute guys."
"Great!" He replies "I'm Greg and this is Mario. What are you drinking? Is that a margarita?"
"It is" she confirmed, "but I have to tell you, I'm married and my husband will be along any minute." You can see the disappointment wash over their faces.
Before they could protest you continue "BUT...We're here in Vegas for a reason. What happens in Vegas stays in Vegas"."
"Oh really?" Mario replied "and what are you planning on happening in Vegas?"
"That depends" she told him "Maybe nothing...or maybe a whole lot. You still wanna buy me a drink, gentlemen?"
They glanced at each other and grinned. "I'll go get that drink, I guess" Greg announced withe a shrug "Dude, stand guard. We don't want this one to getaway or let somebody steal her away.
"No way she's getting out of my sight. What's your name, lovely lady?"
"Ellen" she replied. Just then she remembered that she was supposed to give a fake name, but after the stiff drink, she didn't really care anymore.
"Of course" she answered, as he pulled a chair up right next to you.
Mario leaned in close to speak into her ear, and she noticed he smelled really nice and even had fresh breath. "The husband thing isn't a surprise, you know" he began, "there's no way a woman with your pretty face and nice body could be here alone."
Ellen started to answer, and realized the alcohol had hit her a bit because she leaned into him more than she meant to, nearly touching her mouth to his ear and cheek. "How are two handsome guys like you both single?"
She realized he was sneaking a peak down the front of her dress as he talked. "Actually, I just ended a long-term relationship, that's why I came. I'm kind of celebrating a new start, doing something wild, I guess. And Greg is kind of a ladies man. He likes to date, but isn't really interested in dedicated relationships. We're on the prowl I guess" he finished with a laugh. "So, what are you and your very lucky husband here for? Why are you here?"
"Mmm..." Ellen replied "I've never been a party girl or very adventurous, and I want to walk on the wild side for a change" she said while raising her eyebrows. That elicited a big grin. "my husband always says he would do anything for my pleasure, so we'll see if he means it, because you're both cute" With that, she blushed a bit, not believing she was telling a stranger this.
"What's this about pleasure?" Greg asked as he returned with the drink, a smile across his face. Ellen realized he was actually cuter than he had seemed at first.
"The hoping to be "hotwife" was just saying she basically has a hall pass...and we're both cute."
"No shit?" Greg sputters. "Sexy thing like you, with a hall pass? This is gonna be a great trip after all!"
"Slow down there, bro." I interrupted, walking up after her drink was provided, just as planned. "nothing in this world is free, especially my darling wife." I stroked a finger under her chin and give her a wink and smile. She looked so pretty, it was no wonder it didn't take long to find ourselves a player...well, two players...for our game.
I could see their sudden apprehension as I continued "Easy guys. I told her she could have her fun tonight, and I'm going to let her, but we have some conditions I guess you'd say." We quickly introduce ourselves and shook hands.
With a confused look Mario asked "Do "conditions" mean we will be paying money for her? I mean, she's worth it of course, but that's not really what we..."
"No, dude. No money, this is all for fun."
"I'm not a prostitute!" she defended yourself. The anger was only semi-sincere.
Mario looked to her with alarm "no, no, no that's not what I meant. I'm just confused." He looked to her almost pleading to her with his big brown eyes "PLEASE tell me I didn't just blow this whole thing.
She found him so cute, the fact was nothing he could do would ruin it, but she strung him along a bit "Well, we'll see."
"OK guys, before I lay out the rules, and we decide if there's a winner...or no winner...or you both win (that draws a smiles from both of them), tell us...what do you like about her? Are you both REALLY into her?"
Greg began "oh yeah, I don't know about him but she's awesome. She has beautiful face and judging from how that dress fits, a nice body. Her smile could light up the strip."
"Same here" Mario continued, "Not only does she have beautiful eyes and a dynamite smile, when she got up I was blown away by that JLo class botty. I can only imagine how glorious she looks out of that dress. Hey, are you sure this is OK?"
"Well," I answered, "we haven't agreed on anything yet, but to me, she is the sexiest woman I have ever known and in a way I feel guilty keeping her to myself, and she deserves the chance to experience whatever lusty desires she has. She's like my own little pornstar, and she deserves to show herself off and enjoy somebody new. I want her to be pleasured however she desires."
Greg answered "Well, I don't know about him, but your gorgeous, and I would love to be part of your wild side trip to Vegas."
"Damn straight" Mario chimed in. "So pretty lady...what's your answer?"
"Yeah" I continued, "are these guys worth it?"
Ellen sized them up. Realizing they are both looking her up and down and almost drooling. She also noticed Mario had quite a bulge already building in his jeans. She was loving the feeling of power she had.
"Yes, Honey. I like them both. I think you should give them the challenge."
"Challenge?" they questioned in perfect harmony.
"Yeah guys...a bit of a wager. If you really want her, then you'll take a bit of a risk. Right?"
They exchanged a glance and nodded in unison. "Fair enough, let's hear the challenge."
"You sure baby? " I asked a last time
"Yes." She replied. I was a little caught off guard by how sure she sounded.
