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"I'll get you in and, if you're still around when it ends, I'll give you a ride home. I don't think that's going to be necessary. A young stud like you will hook up in no time."
I thought about it.
My car was in the shop and I was in between girlfriends.
I was going to go to Plan B and call Myra. She was in walking distance and once her kids were in bed, I was more than welcome in hers. She screamed in Spanish when she came. One of us usually covered her mouth when she did, but not always, and she'd had to get up many times in the past to put one, or both, kids back to bed and explain that mommy was ok, but what Bill was offering sounded interesting.
"Ok," I said.
"Good. It starts at 8. I'll pick you up at 7. Wear shoes and a collar shirt. A nice pair of jeans are ok if they're clean and pressed. This crowd is more established. Most of the guys dress casually, but nice. The older guys with money flaunt it. It attracts the women. The women always dress nice. You should see some of them, though. You'll see what I mean."
"They're all divorced?"
"Not all. But, that's their target audience. We call these things, 'Second Chance Dances'. Easy gigs, no young guys getting drunk and stupid and enough women looking to get laid to keep everyone happy.
Back in the day, the guy sponsoring this one was divorced and in his 30's when he saw there was a need for this kind of thing, where men like him could meet women of a same age and circumstance. The dancing draws the women the women draw the men.
He's married now, but he still runs these things. There's good money in it.
"So, they're mostly in their 30's?"
"It varies, but, yeah, mostly. You'll get older women in their 40's or even early 50's who can pass for being younger, or, if not, keep themselves in good enough shape to at least compete.
Again, it depends on the night. I've even seen some married women at these things too. They're usually here as 'wingman' for their divorced friends, and also as 'protector,' and a ride home if they get too drunk. I've also seen some of them go home with guys too. I don't know if they have an open marriage, or what, but I've seen it.
I know one woman who's older and divorced who still wears her wedding ring. She's in her late 40's, maybe 50. She's medium weight and height, attractive enough face, but really just a 'nothing special' older woman. She gets laid a lot. You might see her here tonight. If I see her, I'll point her out. She's older than most of the guys that show up, but there are always guys looking to fuck a 'married woman'. Never fails.
I've seen her go home with some of the same guys more than once, so she must be pretty good in bed. The guys didn't look like losers.
You'll also see single women in their late 20's who come along with their older friends, or who prefer older guys, or just don't want to go to a young bar. A few years makes a big difference. When you get older, you'll see.
Yeah, so it depends on the night. Some nights most are in the lower range and some nights the upper. Either way, there's always a number of hot ones looking to get laid."
))))))))))))
I talked with Bill by the entrance of the empty event hall while last minute preparations were completed; there was a final sound check and some scurrying for glasses.
There was one other bouncer at the door besides Bill. The hotel had its own security as well. They expected around 250 people.
One of the women handing out wristbands put one on me.
Jill, who worked for the hotel, was flirty as she checked off the names of the people as they came in, and as she did, often touched my arm unnecessarily, and remarked on my clothes more than once. She said she liked them. Very much.
I was wearing a black, short sleeve, Armani shirt opened at the collar that hugged me nicely, and a pair of matching black loafers. My trousers were a thin pair of off-white, wrinkle-free, Tommy Hilfiger's that, without underwear, felt smooth and soft against my cock. Rose had gotten the pants for me for a party we went to. She liked to show me off.
A number of people recognized Bill and greeted him with a "hi", or a nod. One woman gave him an alluring, "Hiii, Bill..."as she entered. Bill smiled back with a welcoming nod. I stepped up alongside him after he gave me a jerk of his head. He whispered out of the side of his mouth as she moved on, "'Backseat Betty'... I... car... guys have..."
I didn't hear much of it clearly and leaned back slightly to whisper back, "'Backseat' what?"
He tilted slightly towards me when I offered my ear, "Backseat Betty. I fucked her in my car. A lot of guys have. She's into it."
"Really?" I watched her chat. She was a guy magnet.
Bill kept his voice low as he kept his eyes on the incoming crowd, "Yeah, she comes to these things, dances, fucks, goes home."
I turned a bit to face him so, with my back to the crowd behind us, it wasn't obvious we were talking about her. "Does she ever go home with a guy for the night?"
"No, at least not at these events."
"Why not?"
"I don't know, limited time, excitement." Bill punctuated it with a shrug. He tilted his chin upward in the direction behind me, "She's looking at you."
I turned.
She took her eyes off my ass and said something to the guys around her. Apparently, she knew them. They went to the bar and left a middle seat empty. She caught my eye as she walked to the ladies' room. She slowed and motioned to a small, empty table with 2 chairs. I nodded and she slipped into the bathroom vestibule. A few minutes later she reappeared.
"Hi..." she smiled. "May I join you?"
"Sure," I smiled and stood to pull out her chair for her to sit down.
She looked up and gave me a provocative smile, "Oh, such a gentleman. Thank you."
"You're welcome," I said, looking down her top.
From my vantage point I could see a lot more of her big tits as she leaned forward to shuttle in.
She twisted in her seat to take her little jacket off and my cock was in her face; I thought she was going to touch it. It stirred. I let her look a moment before I moved to take my seat across from her.
"We don't get many young ones like you at these events. I saw you at the door, are you a friend of Bill's?"
"Yeah, I'm Max."
"Betty."
Her right tit squeezed up as we shook hands across the small table. She looked to be in her early thirties. She was in good shape.
Betty was small in height, but not in frame. She was medium build, but her personality was big, and brassy like her tits, which were bigger than I thought when she took off her jacket. With it on, the aerial view was deceptive. It was much like a car's side-view mirror where things were bigger than they appear. So true.
"You're helping Bill tonight?"
She had a "chorus girl" vibe and you just knew she was here to fuck. It was still early, but I decided to go for the low-hanging fruit.
"Just for the set-up." I jiggled my wristband. "My job is done, but what he said could happen did happen." I gave her an uncompromising smile.
"Oh? What happened?"
The lights dimmed as the DJ announced the dance floor was open.
"I met a beautiful woman."
"Honey," she smiled, "you talk as sweet as you look." She got up and reached for my hand, "How 'bout a dance?"
We were the second couple on the floor. She hummed into my neck and her long blonde hair smelled nice.
More men and women were on the dance floor after the third and fourth song and the fifth was a slow one that had Betty's legs open for business. My cock rose to the occasion.
We kissed and her tongue left no doubt. She nipped my earlobe and whispered, "Let's go to your car."
"I came with Bill."
"Ok, we can go to mine."
))))))))))))))))
We made our way through the thinned out, incoming crowd and Bill noticed us swimming upstream. Betty made it obvious with a big wave and a loud, "Bye, Bill!"
I caught a glimpse of his smile.
Outside, we kissed again by the exit. I pulled her into the shadows and it wasn't long before I had my hand up her dress and a finger up her cunt.
She was rubbing my cock, "Baby, I want you bad."
We got into the back of her Mercedes and attacked each other's clothing. Her tits were large and soft with big, hard nipples. Her car was a large S-Class and, with the driver's seat adjusted for a small driver, such as her, there was more than enough room for fucking.
She dropped my pants, "Ohhhh, myyyyy!" She grabbed my cock and smiled to my face, "That's a lotta fun you got there!"
I whipped off my shirt and stepped out of my pants and draped them over the front seat as neatly as I could with a woman jerking my dick. I ripped open a condom and pushed her back. I entered Betty directly and she groaned in time with my thrusts. She came quickly and often and we shuffled and fucked all over her custom leather backseat until she reluctantly pled for mercy.
"Please... I can't... ohhhh,..." She waved me off, "Letme... jerk... youoff."
I came in her mouth.
She laid back, and, as her head rolled sideways, loudly proclaimed, "... THAT... WAS... INCREDIBLE!!"
With that out of her system, she raised her head and looked herself over, "I really need to go home."
Betty leaned up on one elbow to address me, "Could you be a dear, and..." she sat up further and pulled her skirt back under her, "... get my jacket? I can't go in like this..." Betty talked while she pulled her gold sequined top back on, "whew, I got more than what I came for, that's for sure." She adjusted her tits and looked at me with smudged, mascaraed eyes, "Honey...," she pointed at my cock, "that thing is deadly."
She saw it twitch a bit. Nothing serious, but she wagged a cautionary finger, "Don't even think about it. Go! Get my jacket."
I was sweaty too and, before I got dressed, wiped myself down thoroughly with some lavender-scented hand wipes she had in her car.
)))))))))))))
It was still there. Three women had commandeered the table, but the jacket was still draped over the same empty chair. Two purses were on the seat.
I introduced myself with, "Hi," and pointed at the chair.
"Oh, sorry," one said as she went to remove the two purses.
"No, no, leave 'em," I said, "I'm just gonna take the jacket."
The young one smiled at me, "It looks a little small for you."
I smiled back, "A lot of things are too small for me."
The smart one got it, "Ooh, lucky girl. Have fun."
"Thanks. We did."
She was about to say something else when the closest one got a whiff and interrupted, "Lavender?"
"Yeah," I smiled, "I'll come back and explain."
Two said, "Ok," right after each other and the smart one said, "We'll save your seat."
))))))))
"Kiss me Max, I have to go. Just out of curiosity, have you always had a thing for older women?"
"Not really, why? Do you know any?"
"Oh, God, you're so damned cute. What's the oldest you've had?"
"Twenty-five."
"Twenty-five?"
"Yeah, you youngsters put them to shame."
"Honey, you are sweet." She laughed, "As much as I hate to admit it, I ain't 25 no more."
"I can't believe it. You look young for 26."
"Sweetie, I wanna gobble you up right now, but I'm too tired and your cock's too big."
I laughed at that.
"Listen, I don't give out my number, but if you're interested in getting together again, call or text me. What's your number?"
I told her. She dialed. And my phone vibrated in my pocket. I took it out, "I'm putting you in 'Favorites'."
"You know just what to say, don't you?"
"I'm being honest. You're giving me doubts about younger women."
She raised her brows and gave her head a little celebratory wobble, "Thanks. It does my heart good to show a young man the benefits of maturity."
"You mean there are other mature women out there are as good as you?"
"I didn't say THAT," she said with a smug look.
"Do any come close?"
"I don't know..." she preened, "but I doubt it."
I leered at her smugness, "I guess I'll have to find out for myself, then."
She made a pouty face, "You're not going to forget me, are you?"
"No, way," I said, giving her a quick kiss.
"Good," she said, with a quick kiss of her own, "In that case maybe I can help."
"How's that?"
"Well, if you're going to fuck other women my age, I do have a friend getting over a divorce."
She went to her phone and pulled up a group picture and pointed to a stunning, model-like face, "Her."
"Hmmm, nice," I said, impressed, "but can she fuck? I mean, you've certainly set the bar high, as far as that goes."
She touched her heart, "Awww, thank you, sweety," she said, unctuously, then, smiled sincerely without the saccharine edge, "I can certainly return the compliment, which is why I'm showing you my friend's picture. She could use a good fuck right about now, so, what do you say?"
I was momentarily caught up in my thoughts and the unexpected opportunity I'd walked into. I usually know the ballpark I was playing in, but tonight was different. At first, I thought, at best, I'd dabble. Now I was confronted with possibilities I didn't think I'd be interested in, but was.
Yeah, this 'older woman' thing might be worth pursuing. I'd seen hot mature porn sites. I'd jerked off to some, but, in my mind, eighteen to twenty-five were the 'golden years'. Head games and confusing emotions did come with the territory, though. Was that true for older women too? It didn't seem that way, but who knows? Betty was a great fuck - very experienced, knew what she was doing, in great shape, available, where was the down side?
"Helloooo...?" she said.
My brain returned from its detour and I said, "What?"
"Regina. What do you think about Regina? She broke up with a guy who wanted to get serious. She's not ready for that. It was just about dick. She's gun-shy about anything serious, as I'm sure you can understand, but she's not the most outgoing or assertive type, so she stayed with the guy just for consistent dick until he took it the wrong way. Now she feels bad about hurting the guy's feelings. I told her to go online, but she hasn't so far." Betty tapped a fingernail on Regina's face, "Beautiful face, you have to admit."
I took another look and, with my fingers, expanded the photo. She was partially blocked by another woman in front of her.
"Yeah, beautiful face, but it seems her body needs some work."
"She's trying. She was just divorced when that picture was taken. She looks better now. She's working on it - walking and stuff. We encourage her."
She looked me right in the eyes to share a new idea, "You obviously work out. Why don't you train her? You should. You look like a personal trainer. Are you?"
"I graduated this Winter with a physiology degree."
"So, you already know this stuff. You should think about it. You hear all these stories about women sleeping with their personal trainers. I've heard some myself. You could make Regina a test case. Get her in shape, re-establish her self-esteem, and then, you know, give her some therapeutic fucking."
She made me laugh, "Therapeutic fucking?"
"Yeah, she'll get over her divorce quicker if she's feeling good about herself."
I didn't like dealing with teenage issues, when they occurred, and didn't want to deal with divorced women issues either. This was beginning to look a bit more emotionally intensive than I wanted.
"I don't know. I don't want to sound selfish, but I really don't have time to make it worthwhile. I fuck to have fun, not straighten out lives."
"You work out, right? Everyday?"
"Four days a week."
"At a gym?"
"Yes," I said, a little annoyed at her intrusion into my personal life.
"So, why can't she join you at some point? You don't have to spend the whole time with her. Just tell her what to do. Regina won't nag you or anything. Which gym?"
I rolled my eyes. I told her.
Betty looked it up. I was ready to just get up and leave but, I had great sex, and wanted to fuck her again, and there were others in that picture that looked interesting, so I didn't.
"It's 15 minutes from where Regina works. We've been talking about her joining a gym. She can join and meet you. Just give her some pointers."
Betty was tenacious and made a good argument. What did I have to lose? Regina did have a beautiful face.
"Does she give good head?"
"She might, I don't know. Her sex life with her ex was never that good. You can make that another project. Turn her into a world class cocksucker and, if nothing else, just fuck her for the exercise."
I laughed again, "You make a good point."
"Good. I'll talk to Tracy. Between the two of us we'll get her to join. Regina was always closest to Tracy."
"Who's Tracy?"
She pointed, "The one in emerald green."
I expanded the photo and looked closer: long, red hair, light freckles, full red lips, very pale complexion, long neck, slight, gentle features, much curvier in the expanded picture, very nice legs, probably runs, runner's arms, long, delicate fingers... Shit! "She has a ring."
"Yeah, married. Her husband's a shit. She's not ready to divorce him, but I could see her cheating at some point. She's considered it. Her husband's lousy in bed, eats, drinks, and smokes too much. The kids don't like him. He's not nice to anyone. She has a pretty good job, but, with what little savings they have, not good enough to divorce him. A few years down the road, I think she'll be ready to kick him to the curb. I can't stand the guy. You wanna fuck her?"
"Definitely."
"You work on Regina and I'll work on Tracy."
"Deal."
)))))))))
I pointed back at the picture, "Who are the others?"
"Some friends," she teased.
"I figured that," I said drolly, then looked closer, "Any of them single?"
"Ohhh, look who's suddenly interested in older women now?" She gave me another smug look before continuing, "This was an impromptu get-together we had last month, friends, and a few friends of friends. The third on the left, and first, second, fourth and fifth on the right, have boyfriends of varying degrees. I can't speak for the others. I don't know them that well."
A young one at the end caught my eye, "Who's the last on the left?"
Betty flipped the phone to look. "Ahhh, Ashley, Catherine's daughter." She pointed at the similar-looking woman next to her. She could pass for her older sister.
"Single?"
"I don't know. Just out of college. Didn't get around to it. I only met her that day."
"Mother?"
"Married."
"Happily?"
"Yeah."
I pointed at the one who was third from the left, "Who's that?"
"Maria. She's with a new guy so I don't know how serious it is. She's had at least one threesome I know of. You might have some luck there."
The case for fucking matures was improving; actually, it was sealed.
"Spanish?"
"Yeah, Puerto Rican."
Olive complexion, slightly Asian eyes, black as olives, high cheekbones, cute, little nose, full lips, nice, round tits, bigger than 34's maybe 36's, B or C, tight stomach beneath the body suit, curvy in her skinny jeans, slim, athletic legs. Outside of a few wrinkles forming at the edge of her eyes? - Fucking hot!
I nodded with much less enthusiasm than I felt. I would fuck Maria in a heartbeat, I just didn't want to come off as some eager, young thing and really wanted to see all my options first, maybe get something going with Ashley -- or her mother. Actually, I realized, I wouldn't mind fucking any of them.
"Nice."
Betty responded with a knowing smile, "Uh, huh."
I was playing it cool.
Betty teased, "She's got a great ass. You can't see it, but it's to die for."
"Does she do anal?"
"She might...," Betty teased.
I was getting a lot more interested in her friends. My dick was getting hard, but I didn't want to seem over-anxious. I pointed at the woman at the end, in front of Regina, "Who's she?"
She turned the phone back to her and then back to me, "That's Flo."
"Florence?"
"Yeah,"
I looked closer. She had a nice slim body with small tits. Her straight, dirty blonde hair, curled under her chin but it wasn't enough to hide a nose too big for her face. I gave a noncommittal shrug, "Not in the same league as Maria."- I quickly corrected, "Or you."
She smirked at that and at the interest I tried not to show about her friends.
"True. Flo's self-conscious about her nose. Always talking about a nose job. Guys really like her, though. Great body, different from Maria's, more model-ish, divorced, only child at college, likes to fuck. Puts a lot into it - tries to make up for her nose. Doesn't have the opportunities Maria has... or ME," she added jokingly at my expense, "but does very well for herself."
I figured as much. I'd fuck her.
We went back to the photo. I pointed to the fourth on the right, "Who's that?"
"Nina."
"Italian?"
"One hundred percent."
I zoomed in. Nina's tits looked like they were bigger than Betty's. Those were some hefty looking jugs. She was voluptuous and stocky with an hourglass figure. Jet black hair flowed past her shoulders and curved around those magnificent tits. Her eyebrows were dark and manicured. Her nose extended straight from her brow with a little bump in the middle. She had a wide, aggressive mouth with full lips. Rough sex looked like it would be on her menu.
"Does she like it rough?"
"I don't know," she teased, "I've never fucked her."
Betty rubbed my cock, figuring it was safe to tease that too. If I hadn't cum so much in the last hour it would have been raging in her hand already.
"Are her tits bigger than yours?"
"They are."
I looked down at Betty's and shook my head, "Shiiiiit!"
Betty kept stroking and squeezing my, now not so flaccid, cock. She was getting into this cock-teasing appraisal of older women and feeling evidence of my arousal was part of that. "Next to Nina is Tamara."
"Bi-racial?"
"Yeah."
Tamara was tall, the tallest of the group. Her skin was the color of café au lait. Her long, thick, wavy hair was light brown, as were her eyes. She was slim, with long arms and a long body that supported two, good-sized, conical tits that, without a bra, shunned each other with upturned nipples that supported the loose, flowing blouse that hung from them.
There was something in her expression and the way she held herself that exuded a raw, overwhelming sexuality. She was sooo fucking hot!
Between that, and the way Betty was massaging it, my cock, ached from its rapid engorgement and, trying to get vertical, pushed my pants to its limits. The resistance was painful and I unzipped my pants.
Betty said, "Damn!" Then gripped it, and, with it pulsing in her hand, said, "Oh, baby, you want to fuck Tamara bad, don't you?..." She knew this was getting me crazy and started cranking and working my dick fast and hard. "Don't you?! She loves anal..." stroke, stroke, stroke,... "You want to fuck her African ass, don't you?! Don't YOU?!"
I came so hard I would have coated the car ceiling if Betty hadn't put her mouth over it. Betty actually recoiled from the first of my ejaculations. She started frantically waving one hand off to the side while her mouth tried to contain the tide, all while making frantic noises and muffled squeals.
Bubbling continued from the tip of my dick once she took her mouth off and some dribbled down to her hand. Most importantly, though, she had corralled the streaming horde.
I was as surprised as anyone about the amount, "Damn, Betty! That was...," I looked down, "... You, ok?"
She was frantically fanning her face as she choked the last of it down, then gasped for air. She kept pointing at her open mouth, through which she was breathing heavily, and gasped, "It wedupmynode."
She jabbed towards the glove compartment. "Tithues, tithues..."
I jumped into the front passenger seat and dropped the glove compartment door. I grabbed the packet of tissues and whipped my arm back.
She snatched them quickly and tore at the packet and pulled out two or more at once. Betty blew frantically into the tissues, wiping after each effort and letting them drop to the floor. She slowed after the first number of attempts and then blew more normally until she was able to talk.
She dropped her hands, still holding crumpled tissues, to her lap, "Shit, that stings," she said quietly. She looked up. She wiped her watery eyes with the used tissues, "You're gonna kill me Max, you know that?" Her head lifted as she rolled her eyes.
I stepped into the warm, April air. Betty followed right behind and eased into the driver's seat. I kissed her through the rolled-down window before she drove off.
END OF PART 1
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