It was March of 1995. Kelly and I were both thirty-five. We’d lived in our “new” town for about two and a half years at that time. While we had found a music club in town where we could have some fun, our limited social lives still mostly revolved around work and co-workers. In fact, it was a guy I worked with who invited Kelly and me to a substantial community fundraiser. Apparently, over the years it had turned into the social highlight of the town.
Folks would get fancied up and spend the night drinking, eating, dancing, and bidding. The guy I worked with (well, to be clear, we both ran separate divisions so we were in some meetings together but didn’t see each other daily, or even weekly) got us on the mailing list. We put our wives in touch and they took it from there.
Kelly spent a couple of weeks shopping for a dress. She found a little black dress that she fell in love with. The neckline was straight across and it had spaghetti straps. There was something built into the boob-area of the dress so that Kelly could wear it braless and her huge jugs were front and center. She was sexy as hell but not spilling out and looking stupid. Quite a feat for 34F boobs. The length was a bit long on Kelly’s short torso so she shortened it by a few inches.
She found a perfect garter belt to wear. Also, black and sexy. It lay pretty flat so no weird lumps under the dress. Black stockings with a seam up the back and black pumps with a four-inch heel and a bit of a platform. They hiked up her short little five-foot-two body but she could still dance in them.
We also found out that the event had gotten so popular that they had an after party from eleven until two to keep the party hopping. Although, Kelly wasn’t too sure about the couple that had invited us. She said they sounded pretty “dry.”
I was easy to dress. Kelly’s recon said about half of the guys wore tuxedos and I owned a tux. Easy, peasy.
The evening kicked off with an open bar (included in the steep price of the ticket) at six. The silent auction tables were open and we wandered around. Kelly wrote our bids on the sheets. She was having a bit of fun leaning forward to write on the tables. Only fifteen minutes after we’d arrived and Kelly already had a couple of guys who couldn’t keep their eyes off of her chest. They were oh-so-subtle trailing Kelly around and positioning themselves on the other side of the tables for maximum cleavage viewing.
We met up with my co-worker and his wife when we took our seats for dinner. He and I talked shop. Kelly was right about his wife, though. Kind of dry and only wanted to talk about their kids. After dinner, more drinks and Kelly hit the silent auction tables to update her bids. She adjusted her dress, ostensibly tugging it down for the hemline. I noticed the difference in how she was showing more tit on top when she tugged the dress down.
It worked. Well, that and the alcohol. Kelly had maybe a dozen guys stealing glances, and some outright stares, as she walked around periodically bending at the waist to write a new bid. About half of the women wore long dresses and the rest, short ones. Kelly, while amazing, wasn’t the only sight to see in the room. This was the prom for adults and it had all of the women dialing up their game. Plus, there is definitely something about a tuxedo. Kelly says she gets wet every time she sees me put it on. The right women love to flirt with good-looking men in tuxes.
Kelly and I drifted further apart from each other as she led her quiet and inconspicuous parade and I found a couple of other hotties to flirt with. I ended up at the bar flirting mostly with women who came up to get drinks, but also with a very busy and very cute young little bartender.
Too quickly, we took our seats again as they began a live auction for the high-ticket stuff. Kelly flashed me a knowing wink as it started, clearly taking me back to the time when she was the hostess for a live auction with a room full of liquored-up men and it turned into an out-of-control sexual situation. Nearly all of which was her fault.
No such luck this night! Soon the live auction was done and my co-worker and his wife couldn’t shoot out of there fast enough to get home to the kids. This event was held at a golf course clubhouse/event center. The bars flipped to all cash and a swarm of uniformed young men moved in to remove the auction stage and ready the dancefloor. The bars were slammed and I was in line forever.
Kelly had chatted up a couple of guys who decided to try to outbid her for a couple of items in the silent auction. It was just an excuse, of course, to get the conversation rolling. Two of them came up to our table and asked her if they could sit down. By the time I returned, nearly half an hour later, the DJ had the music started and Kelly was laughing and having a ball with her pair of admirers.
The round of drinks I bought was gone too quickly and her boys insisted Kelly join them on the dancefloor. We traded places a couple of times as Kelly and I also danced. She was having fun with Andy and Thad. She said they were both pretty good sports, funny, good-looking, and not too aggressive. I guessed them to be around our age. Kelly was in classic flirt mode. She headed back out to dance and I headed to the bar.
After the first hour or so of the after-party, probably half of the crowd had wandered home. The lights came down another couple of notches and the music got a little tighter. Andy and Thad had a Kelly sandwich happening. They were all dirty dancing. Kelly was riding their thighs; Andy and Thad were taking turns grinding against her butt. They both had their hands on her hips and were feeling her garter belt.
They all took a break to sit down and chug some drinks from the bar closest to the dancefloor (I was at the one in the back of the room). Andy asked Kelly what it was that he felt under her dress. Kelly laughed out loud and asked if he’d never felt a garter belt. The guys played it dumb and straight like they were learning something new. Kelly played along. She gave them a detailed description of how it worked, what it was for, and what it looked like.
Thad seemed genuinely confused at how garter belts work in conjunction with panties. Wouldn’t the garter belt have to be removed to pee? Kelly let their little game continue for a while until she drew them in and whispered to them, “That’s why I never wear panties with a garter belt.” The party went up a notch. “I’m ready to dance,” Kelly announced as she got up and headed out.
Thad and Andy were each really rubbing Kelly’s ass when she’d grind them. Thad was the first to tug her dress up a bit so her bare butt was rubbing onto his crotch. Kelly loved feeling his stiffening lump through his suit pants. Thad paused, seeming to think he’d gone too far. But Kelly kept dancing and grinding his cock.
Thad’s hands found her bare thighs and slipped under her dress. He played with her side garter straps, rubbing his hands from her stocking tops to the top of the garter belt. Andy was dancing in front of her and kind of poking her thigh with his lumpy slacks. Kelly reached out and gripped his cock through his slacks and was tugging on him.
The wild song that had them all heated-up ended and they went back to the table to cool off. Kelly slumped back in her seat. From mid-thigh down, her legs were under the tablecloth. She had her knees spread wide to catch some air. Thad and Andy had both moved their chairs so they were sitting facing Kelly.
No one said anything. They each slipped a hand under the tablecloth and started by her knees. Kelly loved their touch. They were both massaging her legs. Almost by instinct, Kelly tugged up her skirt. She did a little hop and she pulled the dress past her ass, placing her bare butt on the chair.
She spread her knees further apart and pulled the hem of the front of her dress up to just below her waist. There was really nothing more she could do to open the door. Thad and Andy both continued to rub her legs. Kelly decided to kick it up another notch. She slipped out of her shoes and lifted one leg so it rested across Thad’s leg.
“Help me get out of these stockings. I’m burning up they’re so hot.” She had to coach Thad on how to unclip the garter, roll the stocking down her leg, and peel it from her foot. As soon as his task was completed, she shifted and placed the other leg on Andy’s lap. She could feel his hard-on and she firmly rubbed her leg against him.
Andy went to the top of her thigh, looking for where to unbuckle the garter. A couple of fingers brushed against her pubic area and he realized she was hairless. His face said he was surprised. Kelly smiled knowingly. Andy ever so carefully removed the other stocking. Kelly shifted in her seat, rolling on her side to face Thad. “Andy, be a dear and unhook my garter belt.”
Andy got both hands under her dress, rubbing and fondling her butt cheeks, and dragging his fingers through her ass crack. “Nope, not there yet. Getting closer. Closer. Nope, definitely not it. Almost. Yep, that’s it. Unhook it, please. Thank you!” Kelly rolled back to sitting, reached under, and pulled off the garter belt. She left it and both stockings on Thad’s lap.
Quickly they both had their hands on her thighs and moved to her crotch. Andy was first to rub his fingers in her wet slit and just as quick to slip a couple into her pussy. Andy was right behind and also rubbed her wet slit. Pretty quickly, they coordinated and Kelly had four fingers from two hands in her cunt.
Kelly knew she was close to cumming, and probably squirting too, but she was mostly concerned that she wouldn’t be able to stay quiet enough. A fun Cyndi Lauper song came on and Kelly sat up and then jumped up and said, “Let’s dance!” Kelly bounced her way barefoot to the dancefloor. Kelly was hopping and jumping around as they danced. She kept tugging her dress down, working from her waist. She slipped the tiny straps off her shoulders and they fell to her upper arms. She had the dress so low that it barely covered her areolae.