Hitting the Speed Dating Lotery
Erotic Couplings Story

Hitting the Speed Dating Lotery

by Acup 10 min read 4.5 (7,300 views)
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Many thanks go to RF-Fast, and drbob5108 for their editing and suggestions that enhanced the story. Any bad grammar left is wholly on me and my artistic style.

LEGALESE: Don't read this if you are underage, if it is illegal in your area, if it is offensive to you, or if you cannot distinguish fiction from reality. This is a work of fiction. All characters active are of the age of consent.

I don't consider myself a writer or author, I'm a storyteller. So please take that into consideration when you read it, it should read like someone is telling you the story. I am not now, or never have been, an English major. So synonyms may be wrong, and the grammar may not be correct, but it is like people really talk. I've never talked to someone that had perfect grammar.

To all of our service and first responder personnel, current and former,

We the people

thank you for your service.

To all the people that enforce the rule of law,

We the people

salute you.

To all those that stand for the flag, support the constitution, and kneel for the fallen,

We the people

are with you all the way.

- - -

For those of you that do like what I've posted so far, thank you and I hope you enjoy reading it as much as I did writing it.

Copyright (c) 2024 by Acup

# # #

Hitting the speed dating lottery

Rotating through until you hit the jackpot

- - -

I had gone through several speed dating sessions in the past. I was new to town, and the guys at work had talked me into it, even ponied up for four 'sessions' of them for me.

This was the last of the four, and I was having better luck hooking up online than I was at these. A whirlwind of first and last dates so far, the online ones I mean. The speed dating was a dead end so far, and it wasn't looking up...

Until I met April.

I had been through six women tonight. All a bit on the large side, and most with squeezed together butt crack tits. Since the guys were rotating and the girls were in the booth on this one, I had no idea if the huge tits came with the thighs and gut to match, and didn't want to find out the hard way.

Four more women, and I could make my escape.

I sat down at a slim woman's table and extended my hand, "Hi, I'm Al."

She held out her hand and leaned forward a bit. Plenty of skin showing in her halter, and no butt crack tits. Hell, didn't look like she had much for tits at all. Might be a good night after all.

I'd had my fill of big tits in college. They were a pain in the ass once the new wore off. And unfortunately, most of them came with the attitude of 'If you want access to the boobs, you'll give me what I want, period!'.

I'd put myself on a C cup or smaller diet, and it was actually working out okay until Ruby decided her boss had a bigger bank account.

Now I was starting to think about trimming my diet down to B cup or smaller.

"Hi, I'm April. Nice to meet you." she had a nice firm handshake. We exchanged a bit of basic info. She was an office manager, I was a construction manager.

Similar outlook on politics and work ethics.

Then we came to the 'why are you here' question and answer.

"My answer is simple, my girlfriend of four years that wouldn't commit to an engagement decided she liked the size of her boss's bank account better than mine. I wasn't aware I was the holding pattern until something better for her came along."

She paused a bit at her response, took a drink and drained the last of her glass of wine.

"Well fuck it, here's how it is. I'm a founding member of the itty bitty teensy weensy titty club, I'm allergic to the pill and latex. My last two boyfriends couldn't handle no pussy twice a month instead of just once. Even though I was more than willing to toss in skull fucks and the occasional cumwalk." She swiped through her phone, and turned it to show me a picture of her kneeling on the floor, mouth open, and face covered in cum.

And she had some tiny tits, with huge pierced nipples held out in long stands.

She pulled the phone back to herself, and was signaling for another drink. "So, you can move on to the next bimbo if you want."

I had trouble finding my voice. "Actually, I have a question. Well two actually."

Her hand came down slowly. "What?" she asked softly with her head tilted slightly to the left.

I smiled, she smiled. "Well first an observation, that septum ring in the picture is hot. But first, do you wear the nipple jewelry stands all the time, or would I have to wait for special occasions to enjoy them. Second, do you prefer clothed or topless cumwalks?"

April's eyes flashed open, then a smile came across her face. She looked around, then slid her hand to the edge of her halter, then pulled it aside revealing her pierced nipple with a nicely jeweled bar thought it, being held out by a bit smaller stand.

"And if you don't mind taking the time for me to suck you hard again, I like a topless one every so often if you'll hose my boobs down too."

"Niiiccceeee," I sighed.

April giggled, then leaned forward. "It's been a while since I enjoyed a decent skull fuck."

I grunted and nearly came in my pants. "Seems like forever since I've had a willing blowjob. Never had the luck of deep throat or skull fucking."

April ducked her head blushing, then raised it and spoke softly, "Would you mind just pumping the first one down my throat. It's been a while."

I tried not to choke on my drink.

"I have my allergies, but absolutely no gag reflex."

I groaned and gripped the edge of the table. "If you're not careful, I'm going to cum in my pants," I hissed.

"Let's get out of here," she said, grabbing my hand.

We got some dirty looks from the organizer, but I didn't give a fuck. April literally drug me out the door and across to the back of the parking lot. I heard an alarm chirp, and the rear door of an SUV was coming up.

April pushed me to sit in the tailgate as she ducked her head and lifted the halter over her head. It hung on her hips, but as she was attacking my slacks, it fell to a ring around her feet.

April stepped back as she freed my aching cock and kneeled on her dress. There was absolutely NO hesitation as she descended on my cock. She got a few strokes in, then pulled my hands to the side of her head and pulled herself down.

I didn't last long, I got a few more strokes in and just UNLOADED. Spasming as I felt her swallowing. My legs were trembling I was cumming so hard. She pulled back once to take a breath, but dived right back on to the end.

When I released her head, she didn't pop off right away. April ground down on my cock a bit, before pulling back and laying her head on my still trembling thigh. "Thanks," she said softly, suckled a little bit more out of my cock, and laid her head back on my thigh.

I couldn't help it, I laughed. "Thanks? I should be thanking you and every deity anyone ever thought of. I have never experienced anything close to that, and never expected to."

April grinned, then leaned forward and took just the tip of my cock in doing her best to smile around it, then pulling back still smiling. "So does that mean we can do it again?"

I grinned down at her as she suckled my cock. "I think I might be talked into it."

April popped off my cock and held it to lick up the underside. "Good, the pussy is out of commission until Tuesday or Wednesday, you busy this weekend?" then suckled my cock again.

I cupped her jaw, and she moaned and took a bit more of my cock in. "I am now."

We took her SUV back to her place, I drove, she sucked me hard with her naked ass in the air the whole trip, and had me blasting off as we pulled into her garage.

- - -

That was four years ago, and unlike Ruby, we are going strong. I waited a year to ask her to marry me. I didn't get the sentence finished before she said yes.

She celebrated with an in house cumwalk weekend. I came on her face and tits so much that weekend I was glad to go back to work. But damn those pictures of my cum dripping off her nipples being held out in her extra-long stands is fucking hot. She grins and poses anytime I want a picture of her topless or naked, and REALLY grins if it's with my cum on her somewhere.

April describes herself as a big boobed bimbo hiding in a skinny flat chested body... with a healthy dose of cum slut!

She does have a number of piercings. The septum and nipples that I saw that night. She has one nostril pierced and normally wears a little diamond stud to go with her 'regular' septum piercings. She had a nice collection of them. She has a few nostril to ear chains that she knows drives me wild.

But she also has a number of much more noticeable septum rings, and she has me put them in for her. That usually proceeds her dropping and getting skull fucked. She finally admitted she prefers getting her throat fucked to pussy fucking. 'No dribbling that way, unless I let a little bit dribble on my chin.'

I also found out that night, she had a few more piercings. Both pussy lips and her hood. When she's buying a slut set, she gets the septum ring, nose stud, nipple rings or bars, hood and lip rings... and the matching butt plug.

She claims to be too tiny for actual anal, but had found a source for small plugs with large crystal heads. Tugging on them when I do fuck her pussy puts her in orbit. Popped one out when I was eating her once and slipped a little vibrator in, made her pass out.

April looks perfectly normal at work, she wears hard B cups to both make her tits look bigger, and let her nipples be held out in whatever stand I put on them in the morning. Quite often there is a fair amount of cum dribbling down her chest as she gets dressed.

She enjoys showing me my crusty cum on her tits when she gets home, 'demanding' another skull fuck to refresh her reward. And that's exactly how she sees it, her reward. She schedules all our vacations and time off to match up with spring breaks and Fantasy Fests so she can go topless and cumwalking as much as possible.

- - -

I was kicked back in my recliner, recovering from being raped two steps in the door. Her new helping hands g-string arrived today. It was modeled, or more like flaunted on an otherwise naked body, then I was attacked. I didn't even skull fuck her, she just grabbed my ass and skull fucked herself. Holding me in deep to pump it down her throat.

"Honey," I heard called from the kitchen. "Come help me decide."

I managed to tuck myself away and stand, getting to the kitchen was more like shuffling.

There sat my wonderful naked wife. Knee kicked up putting her new helping hands G-string on display, holding her pussy wide open. She was literally glistening with her own cum.

"Decide what?"

"Marjorie told me about the cruise they went on, so I've been doing some research. If we go on a nudist or swingers cruise, I can show off your cum on my face and boobs and proudly grin about it. But if we go on a regular cruise, I get to see the expressions on the prudes' faces when they realize the chain is between my nipples and not part of the dress, or that it's not dressing dribbling down my chin."

April reached over and groped my still soft cock. "Damn, I knew I shouldn't have swallowed it all. It's going to take forever for you to get hard again, and I think better covered in your cum."

Yeah, I hit the lottery that night, and it's been a lifetime payout.

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