The Bet

Andrews

I woke up with last night's event on my mind. It was a complete disaster. I've never been so humiliated like that in my life.

My friends had placed a bet that I wouldn't be able to have a one night stand with the girl I helped out at the club. I laughed hard because girls were my playthings and I didn't have to stress myself in order to get them.

But the reaction I got from this one was not what I expected. If she thinks she's going to go scot-free with the stunt she pulled last night, then she better think again because I'm definitely going to get my revenge.

The problem was that I didn't know her, but it seemed like my friends knew her and that's why they told me to go after her. I picked my phone and sent a text to our group chat.

"We're meeting up today at 5pm. Our usual spot. No excuses"

"Why? You want to cry to us how a girl whooped your ass last night?" Derek quickly replied with a laughing emoji.

" Whatever, you better show up"

"Oh please, don't boss us around. We weren't the ones that got rejected" I replied Ray's message with an angry emoji and went off line to get ready for work.

***

I was just rounding up a business meeting via video call with one of my subsidiaries in New York when Rhoda knocked on my door.

"Come in" I removed my tie and relaxed properly on the chair.

"Sir, Rachel the actress is outside and demanding to see you"

"Let her in" I sighed tiredly knowing the trouble that's about to come in. Rhoda was about leaving when I stopped her.

"Wait! Please send a flower and a birthday letter to Miranda. Tell her we're over."

"Has it gotten to two months already?"

"Yes. You know it's time already."

"You are heartless as ever. I pity you when you fall hard in love. I hope she gets to toy with your heart before she gives in."

"Love Isn't for me and you know that. Now go do as I asked and let Rachel in" She left and banged the door as her way of protesting.

I laughed and shook my head at her antics. I thought she was used to this already. I dated women no more than two months except if the sex is really good, it lasts till three months.

Rhoda has been my secretary for the past four years and she's the only woman close to me that I haven't hooked up with. And that's because she's in her mid-forties, a mother of four and a grandmother. More importantly, I don't do older women.

She has tried talking me out of my ways but gave up on me after I turned deaf ears to her plea. The only thing she could do is wait till I find love which isn't happening anytime soon.

"Baby, how could that secretary of yours keep me waiting outside. Didn't you tell her I'm your girlfriend and I can come in whenever I arrive?" came the voice I was already getting tired of. I stood up to give her a hug.

"Forget about that. Little things like that shouldn't bother you. I've missed you so much and that's all that matters" I kissed her deeply, holding her face in my hands.

"So how was your shoot in Spain" I quickly unbuttoned her shirt and tossed it on the couch.

"It wasn't Spain babe, it was Italy. And the shoot went well" Who cares which country it was.

"Well, you're are finally back and that's what's important" I placed soft wet kisses on her neck and she moaned in response.I chuckled darkly.

"Seems like you couldn't wait to get a taste of me huh."

I kissed her deeply as my hands grabbed her fat ass. I quickly undressed her and spanked her ass rubbing it thereafter to soothe the pain. My mouth made way to her breasts and I sucked it making her moan loudly. My fingers quickly located her pussy, she was so wet which made it easier to slide my two fingers into her.

I used my free hand to open the top drawer, brought out a condom and quickly tore it open with my teeth. I wore it over my hard dick and quickly went into her. I went slowly at first helping her adjust to my big cock, as soon as she was settled I went faster earning deep moans from her. The slapping of skin and loud moans were the only thing one could hear from my office at the moment. Good thing it was soundproofed.

***

I was at our usual spot sipping on a glass of juice waiting for Derek and Ray to arrive. I checked my watch for the hundredth time and it read 5:35pm. I tapped my foot on the floor lightly, already irritated with their lateness.

I looked up from my watch and saw the both of them heading towards my table.

"You guys are late" I said as soon as they sat down.

Ray rolled his eyes at me and signalled for a waiter to come collect their orders. He quickly came over holding a small note in his left hand and a pen in his right.

"I'll have a double cheeseburger with fries and a glass of apple cider."

"While I'll have a double beef burger and a glass of orange juice" The waiter quickly jotted down their orders and left.

"Now back to the reason why we are actually here" I said bringing their attention to me.

"I thought you didn't have an actual reason" Derek smirked.

"Same here. Thought he missed our faces and was to see us" I face palmed myself and shook my head at their response.

"Can we be serious here? You guys know the reason I arranged this meeting. You guys set me up with that girl that had the guts to humiliate me badly and I'm 100 percent sure you knew her before and that's why you encouraged me to go after her."

"Look Andrew, it's all in the past okay? You are not the first guy she has turned down so let's not make this a big deal" The waiter came back with their orders and kept them on the table.

"It's a big deal to me Ray. She bruised my ego and my reputation as the number one playboy is at stake because of her. Do you know what the tabloids will read if they get any whiff of last night's incident? I can already imagine what the heading will read "Andrews Zander's charm to be checked if still effective" "Has the number one playboy's tactics finally gotten old and rusty?"

"You're just being overdramatic drew" Derek said biting into his beef burger.

"Whatever guys, I'm going to get my revenge and I've got the perfect plan" I said with a big smile on my face.

"Okay, what's your big plan. Let's hear it."

"I'm going to get her fall in love with me and break up with her when she least expects it" Ray choked on his juice while Derek burst out laughing loudly.

Some person's sitting near us shook their head at his uncultured behavior. He quickly comported himself and muttered a few words of apology to them.

"What's funny with what I'm said" My eyebrows were raised at them, demanding answers.

"You don't know this girl drew. Jennifer is a tough nut to crack" So that's her name huh.

"No matter how tough a woman claims to be, there's always a soft spot in her" I said unfazed by their claims of this Jennifer girl being a tough one.

"Okay, if you think you can do it then go ahead and give it a try. I'm betting a thousand dollars and my summer vacation villa in Hawaii. If you succeed, it's yours" Ray said.

"I'm going to give you the gaming house I bought recently if you can do it. But if you can't we'll be here to give you a shoulder to cry on" Derek chuckled softly.

For Ray and Derek to place this type of bets it simply means that they weren't lying about her being difficult to get.

Surprisingly, I didn't falter one bit at their words instead I was gingered to play this game.