Wimp Goes After the Beauty

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Guy dates his pugnacious friend's girlfriend.
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Linking up with a female was never a problem for Argo Ballard. It continued to surprise him that some people had problems finding another person for company, recreational purposes or whatever.

Argo's advice – and he frequently gave this advice to friends and acquaintances – was to keep it simple.

I know Argo well as he's my neighbor, we attended the same school and high school and these we often drink and shoot pool together.

According to Argo, the quickest way to get a date for Saturday night is to continue asking prospects for a date until you get acceptance with one of them.

Sounds simple, doesn't it?

"I'm shy speaking to women," I said to him.

"If you think that, you will be shy and make it very difficult for yourself. Try this: imagine walking into the movies with a space beside you, and that filling that space is the challenge you must accept. You are good looking, have money, I think you have charm – now get off your ass and go asking to fill that perceived space."

Well, I decided to keep it simple and not bother with trying for someone with Princess status. I tried the first person I saw.

Argo's mom was flattered that I should ask her to the movies, patted my cheek and told me to ask someone closer to my own age. But Mrs Ballard being a real brick, called to me as I slunk away, "Gus, if you can't get a date, I'll go with you."

I waved, head down, in acknowledgement.

The next person I asked accepted and I was over the moon.

Argo was in his workshop behind the house so I gave him my great news. He grinned, congratulated me then turned really mean: "Gus, if I find you are becoming heavy on my sister, I'll beat the crap out of you; she's only eighteen."

I shook in my shoes, as at high school Argo turned out to be the best brawler in our group. I was relieved that his mom had not accepted my offer as he may have imagined me trying it on with his mom and his reaction to that would probably have been to work my face into a new shape!

The date started on a downslide.

"I've never been on a date with an older man," said Argo's sister Tiffany, but she took my 26-year-old arm possessively.

Apparently, she was either trained for cinema attendance or else bored with the film because she unzipped me and dropped on to the floor on her knees, oblivious to everyone around us, and gave me one of the best blow jobs I've had in a year.

I thought she's only eighteen for fuck's sake. By the time she's an experienced thirty, she'll be a living legend.

There was no mess as she swallowed the lot. Only after she'd regained her seat and yanked down my left hand down inside her skirt did I remember her head-crushing brother.

But as my fingers snaked into her small, warm and damp orifice, I remember Argo's words: If I find you tried to come heavy on my sister, I'll beat the crap out of you."

I manfully chose intelligence over fear, believing as Tiffany had been the instigator, she was unlikely to rat on herself if interrogated by an overly-protective brother.

After the movies, acting on instructions, I got two take-out pizzas and we ate them on a seat on the riverfront. Tiffany pulled out one of her boobs. Obviously, I was expected to squeeze and suck it, which I did.

She then began moaning and moving into repeated pelvic thrusting. She jumped up and led me into a narrow alley that looked just wide enough for one of those Italian mini cars to traverse: "Fuck me."

That was a reasonable request, but where's the bed or sofa. Was I missing something?

While I hesitated, Tiffany removed her panties with her foot, picked them up, put them into her handbag and in the same movement extracted a condom which she handed to me, saying she did not permit her date not using a condom on their first date.

Tiffany backed into the wall, lifted the hem of her amazingly short dress over her hips, lifted herself up by her toes and said, "What are we waiting for?"

The little brat was expecting me to hump her standing up!

"Ooh, do you think my pussy will be able take that?" she cooed, eyeing my half-mast dick. So sensually did she say that, acting coy in the process, that I was at 100% extension within one-tenth of a second.

I'm not an against-an-alley-wall operator, but she got me going, ripping open my shirt, shedding buttons in all directions and she bit into my right nipple drawing blood.

"Yikes, why did you want to do that?" I screamed as my dick slid up her chute in one fluid movement and our pelvic bones slammed together. The answer was obvious – she wanted action on eight cylinders, not me proceeding gingerly as if I was dealing with a virgin.

I arrived home depleted of cum. She'd clamped her muscles around my dick and got most of it, then sank to her knees and sucked me until the next thing coming out of my dick would have been membrane.

"How was that," I croaked.

The 18-year-old petite beauty, with innocent blue eyes, calmly told me, "I'd rate you six out of ten but you haven't had my butt yet."

I pleaded exhaustion.

Next evening when Argo and I met at the bar for a drink he complimented me for being so charming to his sister.

"Tiffany said you behaved like a perfect gentleman which pissed mom off as she's wanting Tiffany to get sexually experienced and mom thinks you'd be quite a good instructor."

"There's nothing I could teach Tiffany," I mumbled.

When Argo asked what did I say, I replied she was still too young and innocent to be subjected to such heartless education.

Argo slapped me on the back and said an absurd thing: "No girl has to be nervous of you because you are pussy shy."

Argo then said, "I've been called away to the Motor Cross Race Team for a couple of weeks to fill in for the chief mechanic who's having to get married as the baby's coming early. Lizzy's getting her modeling diploma on Saturday night at dinner-ball so you've got to stand in for me. I mean it Gus."

Right, no problem I said, knowing that his steady girlfriend Elizabeth May Sutton-Fitzgerald would reject me outright. She just manages to tolerate me being near her because Argo insists that I'm his best mate. Well, I did save him from drowning when we were eleven, and since then no one has done that much for him, not even his mom and dad.

Argo is dark and handsome (so my mom says) and is six-three weighs 210lbs, whereas I'm what he calls 'a short-ass' at five-eleven at 178lbs.

Lizzy (Elizabeth) is also five-eleven and was 178lbs before preparing for the modeling course and it pisses her off that I eat anything and everything and my weight doesn't vary one ounce, whereas she has one burger and then has to go on a diet.

It also pisses Lizzy off that I'm way smarter than Argo, but that's not my fault, and that my income as an intern public relations consultant is way more than what he clears personally from his motor cycle sales and repair shop and that I'm always beating them at cards, pool and tennis. I don't know why, it just happens.

Lizzy also thinks I'm a closet homosexual because the three times she's organized a date for us to go out as a foursome, each time her girlfriend complained that I didn't finger her.

After the third complaint, Lizzy had it out with me. I denied being gay and said I found it unnecessary to try to seduce a woman simply because I went on a date with her. Lizzy couldn't accept that.

"If you find it unnecessary to try to remove a date's pants, then you're a most remarkable man," she hissed, causing Argo to fall off his chair laughing.

"What are these?" she asked, pressing her boobs together and thrusting them under my face."

I decided to play along with her theory.

"Your bosom?"

"Real men call them tits!" she shouted. I could see Argo in the background turning purple trying to control his laughter.

"And what is this here?" she shouted, cupping her snatch with her hand.

"Your vulva?"

"I can't believe it," said Lizzy. "Who in this day and age calls it that! Tell him what you call it, Argo."

"Cunt," he said, enjoying this inquisition.

"Say it!" hissed Lizzy, her dark green eyes flashing.

"C-c-c-c...," I tried feebly, pleased about my deception.

"Oh, go back to you precious affected buddies," she hissed and stalked from the room.

Argo came over to me and slapped me on the back. "You were so funny, and she absolutely believes you; you'll never get to suck those tits of hers in a hundred years."

"Err, she's your girl, Argo."

"That's right Gus, and don't you ever forget it."

Well, the truth is, I secretly adored Lizzy.

She has a soft yet lively personality and a warmth that really appeals to me. Long brown hair frames over the sides of her face and the longer mane goes half-way down her back. Lizzy has full, sensuous (to me) lips and great teeth in a mouth that is so wide, which is the reason why the talent scout convinced her to take the modeling course.

The former straining 34 plus inch breasts are currently scratching to make 34 inch-flat, according to Argo, because of her weight loss and the fold around the narrow waist has disappeared. Then there were her prime assets (according to me), long, long slender legs. Oh yes, Lizzy is something.

To my astonishment Lizzy phoned me at work and invited me to her home for lunch. I run my section of the office with a staff of eight but have a deputy, so it was no problem to disappear for a half hour for a bite of food and for Lizzy to bite my ear about how she was being forced to accept me as a partner on Argo's say-so.

Lizzy's parents were out. The 23-year-old welcomed me with a peck under the ear and handed me a cold beer.

"Look, Lizzy," I said, pulling her chair out for her at the table and pushing it back in without knocking her off her feet. "You get someone else for Saturday night; I won't let on to Argo."

She looked at me suspiciously.

"You've got someone else you'd prefer to go out with on Saturday, haven't you?"

I laughed as if she'd cracked a real funny joke, and said who'd want to go out with me unless I was the last-ditch option.

She colored, drank half of her wine and said that actually she'd tried one or two guys but they weren't available.

"Only one or two?" I joked.

She colored again, finished her wine in two quick gulps and said, "Ten actually."

"And they all turned you down?"

"Don't be so mean-minded," she snapped. "Six of them are now married and the others have something else on. I've been with Argo for a couple of years so I'm rather out of touch."

"It would be my pleasure to be your escort on Saturday night."

"Thanks Gus," she cooed, smiling beautifully as if she meant it.

"I've got you over for lunch to discuss one or two things. First, you'll need a tuxedo."

"Right, I'll hire one."

"I'd rather you buy one a pre-owned one that can be altered to fit you exactly. There will be a parade before judges for allocation of final points for the premier trophy, the Top Model of the 2005-6 School. Even being declared fourth place winner out of the intake of thirty-three trainees is something."

"Right, one tuxedo from Ryder Tailor's coming up."

"Ryder's? There no need to go over the top."

"Only the best for my best buddy's babe," I said grandly.

"Have you been drinking?"

"No, only what I've sipped from this bottle."

She nodded and said, "Secondly, I'd like you to get your hair cut, especially getting all of that fuzz going down your neck."

"I'll get mom to use her shaver and..."

"Cut by a real hairdresser, Gus."

"Okay."

"Thank you, that's marvelous; I was expecting a battle over that one."

"Me, battle a beauty like you?"

"Are you on medication?".

I looked back deeply into those delightful green eyes and said of course not and I was sorry to confuse her, it's just that I was trying to be extra nice.

"Well, that's great, and makes these final two requirements a little less embarrassing to request: promise to keep being nice?"

"Of course, you adorable angel."

"I'm not sure I like the new you, Gus."

"You'll get use to it. I guess that since this is an ostentatious evening you don't want me being addressed as Gus?"

"That's extraordinarily perceptive of you to have anticipated that request."

"I'm that kind of guy."

Lizzy giggled and asked if I had a second name.

"Joseph."

"Oh," she said unable to hide her disappointment.

"My real first name is Gustav."

"What?" she responded looking quite excited. "Is that what Gus is short for? It sounds really trendy, so can you be Gustav on Saturday morning and Saturday night?"

"Yes, but what's on Saturday morning?"

"It's a full rehearsal at the venue, in casual dress so everyone will be in jeans."

She handed me the chicken salad but I held it for her to serve herself; she appeared to like that. I darted round and filled her wine glass and the green eyes followed me back to my chair and I noted her expression looked rather thoughtful.

"The final request is very personal, and it takes courage for me to ask such a demeaning thing of you."

My mind reeled and I guessed she was about to ask me to do a strip to entertain the gathering on Saturday night. I was wondering if I could leave on a thong when she continued...

"I'm aware of your same-sex preference but I plead with you to pretend to be extremely fond of me on Saturday evening, at least until the prize-giving concludes. Successful models have male partners who adore them."

I colored, remembering I'd not attempted to reject's Lizzy's impression that I was gay to avoid her lining me up with any further dates with her skinny friends; that stupid carry-on had come back to haunt me.

I thought perhaps it was not the appropriate time to deny gay status as it might work to my advantage if she let her defenses completely down thinking I was really not interested in her body. I know that's a despicable thought, but then I'm not always a gentleman when it comes to sex.

Oh damn. There's my fucking stupid brain getting away on me again: there's no way I'm going to get to fuck the adorable Lizzy without Argo wringing my neck. Perhaps she might let me get away with a feel of her boobs as her way of saying thanks if I excel on Saturday as her partner.

Speaking of tits, on Saturday morning Lizzy's 34B's looked like mini mountains, although a couple of others were in her league; the other thirty babes, course director and three trainers looked like graduates from a boy's school, they were so flat-chested. Most had no meat on their ass but all had incredible legs; I was in leg heaven.

Almost everyone was in jeans, but many of the babes wore jeans cut off one inch below their crotch, so there was an awful lot of leg on display. Earlier on the babes were grouped, flicking glances at the guys and giggling, and eventually I twigged on when looking at a bunch of guys: all were shuffling, their upper body bent forward from the waist and they walked looking at the ceiling.

All obviously thought they were concealing their erections. I joined one of the groups, my hands casually cupped over my crotch and I saw Lizzy's proud smile as she saw me acting as if I were conforming.

We were instructed how to escort our partners, what side to stand on, how to twirl them as they peeled off to walk to the rostrum for their graduation scrolls, a process that became more complicated if they were called up for an award.

We stopped for morning refreshments. There was a choice of five flavors of mineral water and rice biscuits with the flavor of tasteless cardboard. Lizzy introduced me to the three other young women we'd be sitting with and their partners.

"Your haircut looks really lovely, Gustav," said Lizzy. "Sorry I can't do lunch after we finish here but most of us go straight on to our hairdressers. I'll pick you up at 8 o'clock."

* * *

The big occasion had arrived and Lizzy loved me in my tux but I was disappointed by her in her pretty gown, as she had on a special bra that flattened her lovely breasts.

"Why the droopy mouth?" she asked, as the cab took us to the cocktail party.

"You had lovely breasts but their shape is crushed beyond recognition," I said mournfully.

"Oh, silly boy," she said, snuggling in against me. "I'm loving this charade and you seem very convincing. Be a good boy and I might let you play with them later."

The cab driver almost ran into the back of a vehicle that had stopped in front of us, concentrating on our conversation instead of driving us safely.

The grand parade went well and everyone looked dewy-eyed coming back to their partners with their diploma. Lizzy gave me a massive kiss, her pussy pushing hard up against my dick.

"Congratulations," I said, catching my breath and enjoying her radiance.

Later we had to do a spin off twirl as she was called to receive the award, voted by the thirty-three graduates the previous day as "The Most Popular Graduate of 2005-2006."

We kissed as Lizzy returned to my side but she was disappointed, saying she'd much rather won the best catwalk presentation or best deportment award.

Later came the drum roll and Lizzy was twirled to the rostrum off my arm to receive third place the premier award of top model of the intake, the final marks having been awarded by the judges of the fashion show conducted during the dinner.

Lizzy returned to me deliriously happy and was congratulated by everyone. I was content to watch her enjoying her finest hour.

When Lizzy and I were alone for a minute she told me her exciting news, that one of the judges had slipped her a letter that she'd just read in the rest-room: it was an offer of a year's contract to the Barbara Wilcox International Modelling Agency as a photographer's model.

Well, after tonight goodbye Lizzy I thought and it will be Argo's lament as well.

Wrong.

Lizzy told me in the cab taking us to her parent's home that that she'd be away for two weeks while the agency built up a portfolio of photographs and film clips of her and drew her into the culture of the agency.

Then she was free to return home and thereafter would commute to assignments lasting between one and three days for photo/film shoots. She would be required to attend advance training sessions and the contract provided her with a generous weekly retainer.

"Barbara says I'll be in demand as the calls from photographers are coming in asking for bustier models," Lizzy said happily.

"You'll be able to let them size up again?" I asked hopefully, and she looked at me intently.

"Are you sure you're gay?"

I then told her the truth. She squealed and in apparently celebration stuck her tongue down my throat.

We entered the house noisily.

"Shhh!" I urged. "Your parents will hear you."

"No, they won't," she giggled, picking up a phone. "I'm calling them now with the good news. They're staying away for the night because I told them I wish to rumble with you and we need to be in their bed because it has a huge mirror above it."

"Choice," I said, licking my lips and thinking would I require hospital treatment after Argo punished me when learning that I'd spent hours being fucked by his girlfriend.

The End

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2 Comments
SouthernCrossfireSouthernCrossfireover 4 years ago
Funny

This was fun and very humorous. I enjoyed the story and the over-the-top humor except for how he doesn’t mind betraying his friend’s trust with regard to the special date. That was a bit of a turnoff but funny that the risk seems to be worth the probable cost.

In the 3rd or 4th paragraph, I think you’re missing a word: “these [days?] we often...”

AnonymousAnonymousover 4 years ago
Funny A F!

Nice one, got chuckles. I like the light touch skewering some Literotica cliches.

R.

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