Broken in by a Newbie
  • Author - Jack Ladd
  • Rating -   
  • Site Rank - 1856 of 2955
  • Story Codes - F-m, Other-f, consensual, bondage, ponyplay, spanking, torture, watersports
  • Post Date - 11/26/2016

Part 1

I stood at the big bay window overlooking the bay and straight up the hazy gulf. You could see for miles, but I was more interested in the view from the strip of gleaming white sand about 50 yards from my place.

As I trained my Zeiss binoculars to the strip immediately opposite I could see my target. There were a lot of people basking in the sun this mid-week early afternoon, but the one that stood out was a dark-haired woman in a white bikini, which contrasted superbly with her chocolate-colored tan.

She was perfect for me – about five or 10 years older than my 30. I like ‘em mature. From my bins I could make out that she had a great rack, and full, beautifully-shaped thighs and calves. I felt my cock rising in my board shorts in appreciation.

Putting down the glasses I went through the large bedroom – also with a great view up the gulf - and into the bathroom, where I stripped, smothered myself in lotion, pulled the shorts back on, slipped into my 1930s-style PanAm T-shirt, adjusted my Gucci sunglasses and grabbed a towel.

I got in the glass-sided elevator that is attached to the outer wall of my place and went down to ground level, dodged a car or two on the beachfront drive and padded down onto the beach.

She was off to my left and I walked along and decided on a instant approach.

“Mind if I park myself here?” I asked, in my best, dark-brown bass, as I ogled her lush figure.

She looked up through dark sunnies and smiled. “Be my guest,” in a very posh, upper-crust voice.

I threw my towel down, dragged off the PanAm shirt to display what I darn well know is a ripped and bronzed upper torso.

“Are you sure you wouldn’t be better off down with the bikini babes?” she said, in her hoity-toity voice, nodding towards a group of three little blondes in very little bikinis.

“Airheads anonymous?” I laughed. “Nah, not for me – far too young. What do they call ‘em – 5 and 15s?”

She bought it. “What?”

“Five minutes with one of them gets you 15 years in the state slammer,” I grinned, with what I hoped was my best “Fuck, I wanna fuck you” smile.

“Oh,” she said, “you mean jail bait?”

“Correct,” I nodded, noticing the way her super rack gleamed as she lifted herself up on one elbow.

“Like them a bit older, do you?” she said, but she was still smiling.

“Mature women are the best,” I said, lying back and peering over to the giggling, shrieking bikini babes. “Not that I’m suggesting you’re er …” I paused and let the sentence trail away.

“Past it?” she said. “I may as well be for all the attention I get from my husband.” And she said it earnestly.

“Oh,” I said, trying to look as if I gave a fuck. “Playing away from home is he?”

“He spends all day looking at pussy,” she said, leaning slightly closer.

“He must be mad,” I said. “With a wife like you?”

She laughed. “I’m teasing – he’s a gynecologist!”

“Mind you,” she said, quickly, “I’m pretty certain he is – what do you say? Playing away from home?”

“What makes you think that?” I asked, aware that my cock was starting to strain at my shorts. I rolled over onto my stomach but propped myself up on my elbows, so my head was level with hers.

“He’s got a little blonde bitch of a secretary,” she said. “She wearsspectacles and tries to look mousy, but I’ve seen him look at her. I bet he’s seen her cunt – and not in a professional way, either!”

“Anyway,” she said, “enough about me and my problems. How about you? Drive far to get here or do you live close?”

I pointed to my place, where the sun glinted on the glass of the elevator shaft up the side of the building. “Over there,” I nodded.

“Oh fuck, I love that place,” she said. “It must have cost millions to build a mansion like that into the cliff.”

“It wasn’t cheap,” I said. Then I threw caution to the wind. “Wanna ride in my elevator?”

She looked around, surveying the beach. I thought she was going to turn me down.

“I mean if you think you’ll get noticed by someone who knows you? Or if your husband should drive past ?” I said.

She shook her head, her big breasts wobbled in their white cage. “No, certainly not hubby – the bastard’s with the bitch at a conference in Hawaii. Well, that’s what he says.”

Then she looked at me and smiled a real nice smile. “Got a pool, you fuckin’ fast talker?”

The way she said “fuckin’” in her upper-crust accent was a huge turn on.

“Sure,” I said, “it’s very secluded. I sunbathe there in the nude.”

She grinned. “And is there drink service?”

“I’ll find something,” I said.

She was on her feet in a flash and I saw she was quite tall. She grabbed her towel, her book and her bag, pulled on a see-through wrap and we walked off the beach. At the sidewalk she threw her towel and bag into the trunk of a snappy little Maserati, and we crossed the road, where I punched the code into pad for the elevator and we whizzed up to my cliffside home.

“My name’s Dee,” she said, holding out her hand. “As in ‘d’ for dominatrix.”

I felt a surge in my crotch. “Don’t tempt me,” I told her. “You’re just the sort of woman I’d accept a spanking from.”

I told her my name - it’s Rick, by the way.

When we got into the air-conditioned cool of the house, she marched into the lounge and looked at the magnificent view.

Then, But without even commenting on it, she said, coolly and calmly: “And that’s why you’re not interested in the bikini babes, with their tight young bodies and their tight, young cunts?
“Far too young to be dominatrixes, eh, Rick? Or is it dominatrices, I’m not up with the technicalities.”

“Dominatrix is fine,” I said, my heart thumping.

She looked intently at me. “Am I more the dominatrix type, Rick?”

And she turned to face me, pulled off her wrap, bunched her hands into fists and placed them on her lovely hips. “Reckon I could give you a good spanking?”

I was trying to think of something smart to say, but she pressed a forefinger onto my lips and made a shushing warning with her mouth.

“You lie by the pool in the nick, Rick? Sorry I couldn’t help it, it rhymes so nicely. So you’ve got a nice tanned butt, eh? Like me to give you a nice tanning on your tanned butt?”

She withdrew her finger. “Are you really into that, Rick? Come on, tell me, while you mix our drinks. You’re a submissive, that’s what they’re called, isn’t it?”

“Vodka tonic?” I asked and she nodded, her jet-black hair shimmering in the sunlight.

“Yep, a long one,” she said. “Now tell me – I’m a total beginner, but fuck there are times when I’ve felt like whipping hubby’s cock and balls. You? Are you an expert, Rick?”

I went over to the large bar area and pulled off my T-shirt, because I knew we were going to get down and dirty. I started to mix two large, long vodkas and took a deep breath.

“Yep, Dee, I’m an expert. In fact, I go quite regularly in summer to a special place about 30 minutes drive south where an acquaintance and I play pony games. Er, I’m a ponyboy. She’s my rider.”

“Is she a mistress?” asked Dee. “I mean, do ponyboys get to fuck?”

“Sure,” I said, passing her a long, tall glass of vodka, ice, tonic with a slice of lime. “It’s not all floggings, cock and ball torture and watersports. She likes me to fuck her, too.”

Then I took another big breath. “I’ve got some pictures – wanna see ‘em?”

And another big breath. “You are discreet aren’t you, Dee?”

She reached out with her free hand and grabbed my cock, which was trying to burst through my shorts.

“Discretion is my middle name, Rick,” she purred, and started to rub her smooth hand up and down my rigid shaft. Then, she looked me directly in the eye, and drained her vodka in one long, thirsty swallow.

Passing me the empty glass, she squeezed my cock hard.

“Now Rick, let’s fuck. And then you can tell me all about your naughty games!”


Part 2 Dee takes me in hand

Taking her by the hand I led her into the master bedroom, the large bed displaying the blood red rubber sheets and pillow cases.

She picked up on the bedding in a flash. "Ooooh, rubber sheets, kinky and cool," she breathed, and then she grabbed my shorts and yanked them to my knees. I was displaying my hard-on - and more.

"Ooooh, fuck, you're wearing something around that cock and your balls, you kinky bastard," she said, and her voice was excited. "What the fuck is that, Rick?"

"It's an engorgement ring," I said, my voice husky. "It helps keep me hard when I'm being dommed. And it feels great, helps with my erection."

Dee squatted in front of me and stroked the underside of my shaved ball sac.

"Fuck this is a nice cock - and a full dead of flesh. I just adore uncut cocks," she said. "And you shave your shaft - but not your pubic bone!"

I groaned as she massaged my heavy testes - I'd not come for a few days, sperm was bubbling down there.

"Oh and look," she cooed, "he's so pleased to see me, he's actually drooling. Let me fix that."

And her glorious mouth encircled my stiffy, just down to the ring, and she sucked. I drew breath in sharply - don't cum in her mouth on a first date, my brain tried to warn my cock.

"And he's so thick and long - he must be three inches longer than hubby's," said purred. "What is it - nine inches, Rick?"

"Sorry to disappoint you," I said, my voice thick with lust. "Just over eight and a half."

"Hey, who's counting?" she said, smiling up at me.

She stood up again and cocked her head to one side. "Wanna help me out of this smelly bikini, Ricky?" she asked, teasing me.

I reached behind her back, pulling her to me, my hard-on rubbing onto her belly, slithering on her oiled flesh. The clasp was easy, I threw the bikini top to the floor and gazed at her hooters. The nipples were like organ stops, but as I leant to suck on them she pushed me away.

"Now the bottom," she panted, "on your knees, do it with your teeth, like a good slave!"

Well, given my sexual orientation, that was music to my ears, so I knelt down and grabbed the hem of her bikini bottom in my teeth and began to work at it. Within a minute, the garment was half way down her butt and then it fell to the carpet. Dee was facing me and I saw her black landing strip of pubic hair, and then she placed her feet apart!

The sight that greeted me was wonderful - she had thick, lush labia. Fuck I love 'em like that, something to really get your tongue onto! And a musky aroma washed over my face. I pressed my face to her crotch and licked her slick wetness. She tasted as good as she smelled!

Then she was away, laughing as she fell on her back on the rubber sheets. I plunged after her, my throbbing cock head driving for her cunt, and then I froze. "Er, Dee, er, should I ...."

My question was interrupted. "Fuck, no, Rick, I've had a girl's procedure down there, no problem, fuck me!"

I drove into her wetness, her vagina grabbing my stiffy and with my first push I felt my foreskin dragged back to the ring. Then I began sliding up and down her cunny, my mouth slapping onto hers, our tongues lashing wildly.

In a few minutes - or it must have been less - I was feeling an intense build-up in my crotch and she sensed I was nearing completion.

"Oh no you fuckin' don't," she snapped, pushing hard against my heaving upper torso. "Ladies cum first, roll over, I'm taking charge of this, buster!"

I obeyed, and when she was in the superior position, she plunged her fists onto the rubber sheets and extended her arms out straight. Her lovely puppies dangled above my sweating face.

"Suck 'em, slowly at first, then up the tempo, Rick, and that way I'll cum," she commanded.

I did as she said. And as she predicted she came quickly, and noisily.

Next, to my dismay, she was off me, and my dismay was quickly replaced with excitement as she placed her buttocks on my face and reverse facesat me, wriggling her steamy crotch over my nose, cheeks and mouth.

As she did, Dee took hold of my still rampant prick and began to massage it with both hands. It wasn't something she'd never done before. It was an exquisite milking and soon I was groaning into her heaving butt and exploding spunk. I felt the hot come splashing down on my chest, then she rolled off me and lay beside me, panting heavily.

"Lovely, Rick," she said, reaching up and giving me a long, slow smooch.

"Now go and get cleaned up, then show me these ponyboy pictures, there's a good boy!"





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