The Real Sugarbaby of Melbourne

Previously on the Real Sugarbaby of Melbourne…

“I can’t have you there distracting me…”

“Rachel… that’s Jack. As in the Jack…”

“I need you Jack.”

In my ideal fantasy world, Jack reached out to me almost straight away, and we met up with each other in a beautiful and passionate embrace that wasn’t tainted by how forbidden it was.

Instead, I didn’t hear from him the day after, or the day after that, or the day after that.

During the week, I had noticed that Randy was noticeably kinder to me, no doubt as an apology for uninviting me to his business dinner at the very last minute. The extra few thousand that he had promised as a quick token of his apology had also shown up in my bank account first thing Monday morning.

But it was the change in the bedroom that had tipped me off that something was up. When Randy and I fucked, he fucked hard with such a raw and intense passion that it was almost palpable. Now, his cock slid in and out of me to a slow rhythm, and he would hold me tight in his arms as our bodies melted into one. No cries of “your hole is mine” or deep, guttural groans when he came. Just passionate, dare I say, lovemaking.

When Friday night rolled around, I walked into Randy’s bedroom in a black satin robe, not completely sure what to expect. My eyes automatically went to his study table where I naturally assumed he would be, but instead, he was laying against his bedhead, his legs crossed at the ankle; he had his hands behind his head, the muscles in his bare chest and abdomen stretching with his arms. He glanced over at me, and instead of the raw “I’m going to fuck the shit out of you” look that I was used to, he smiled at me, his eyes lighting up in the process.

“Hey baby,” he greeted me.

He held his hand out for me which I graciously accepted. He pulled me down onto him until I was straddling him, his free hand resting limply on my bare thigh.

“How’s your week been?”

It wasn’t uncommon for Randy and I to engaged in normal non-sexual conversation, and I really enjoyed those moments we shared. But this always happened during the day. At night time, it was expected that we would fuck, so the fact that Randy was asking me how my week was had almost startled me.

“It’s been good.”

The way Randy was regarding me now had made me almost suspicious, maybe a little paranoid. Did he know about mine and Jack’s forbidden tryst? I was sure that no one knew besides Jack and Rachel, and I trusted both of them to keep it to themselves. Did he send someone to trail me the other night?

“The photographer you met with last week –“

I knew it. The jig was up. He knew everything.

“Is he sending those photos through soon?” Randy beamed at me.

Maybe he didn’t know anything.

“Yeah I should be getting them soon,” I replied.

“I can’t wait to see them, Whitney. I bet you look so sexy in them.” Randy pressed his lips against mine.

“I can’t wait for you to see them either, Randy. I bet you’ll really like them.”

I leaned down and kissed him once more. I reached up to pull the sleeves of my robe down, but Randy’s firm hands stopped me.

“You don’t have to if you don’t want to,” he replied. “I just want to hold you close to me for a bit.”

I nodded my head. He snaked his arms around my waist and tugged, pulling me closer to him. I wrapped my arms around his neck and clung onto him.

I let out a sigh as I realised that I really enjoyed this position we were in. It was something I had never felt with Randy before.

It was Monday morning when I had received an unexpected call in the bright hours of the morning. I answered almost abruptly, not having enough time to completely wake up before taking the call.

“Whitney. It’s Jack.”

He didn’t have to introduce himself; I would recognise that sexy, deep voice anywhere.

“Hi,” was all I said.

“I can’t stay away from you Whitney. I tried to leave you alone and let you be, but I’m drawn to you. I couldn’t do it.”

My heart was almost pounding out of its chest at his confession.

“I need you, Jack. Can I come see you?”

Jack hesitated for a moment. “Yes. I’ll send you my address.”

“Thank you. And remember, we need to be discreet about this.”

“Of course. I’ll see you soon.”

After hanging up the phone, I sat as still as a statue, wondering if my mind had completely invented that conversation. It wasn’t until my phone vibrated, announcing a text from Jack, that I realised that was real.

This was really happening. And I needed some reassurance before I moved off this bed.

“I can’t believe you’re calling me again,” Rachel answered the phone.

“I know. I’m sorry. I need your wisdom, Rach.”

“Shoot. What’s happened?”

“Jack wants me to come over and see him, and I really want to. I just don’t know what to do.”

Rachel paused for a moment, and I could almost hear her thinking on the other end of the line.

“Are you sure he’s worth it, Whitney?”

I mulled over this for a moment, and came up with a definitive answer in six seconds.

“Yes.”

“Then you know exactly what you have to do.”

“Thanks Rachel. I’ll speak to you later.”

I leapt out of bed like an excited puppy dog and quickly got changed, making sure that my black t-shirt and pair of white jeans were the most inconspicuous garments in my wardrobe. I grabbed the keys to the Tesla and quickly zoomed down the driveway entrance after tapping in Jack’s address into the GPS.

As the ETA to my destination grew shorter and shorter, I felt my heartbeat get quicker and quicker. What I was about to do was so forbidden that I wasn’t one-hundred per cent sure that I wanted to go through with it, but the magnetic pull that Jack had on me was too much for me.

I pulled up to the curb in front of his house and looked up at his modest one-storey brick house. I blew out a deep breath and stepped out of my car, glancing up at the situation that had presented itself in front of me.

I walked up the cobblestone pathway and stopped on his doormat. This was my last chance to turn around, go back home, and be the loyal sugarbaby that Randy paid for and therefore deserved.

But knowing that the object of my desire was just on the other side of this door proved to be too tempting for me, and so I quickly knocked on the door. Moments later, the door pulled open and across from me stood a shirtless Jack. A pair of grey sweatpants hung loosely around his waist, and he was barefoot. His dark hair was down – the first time I had ever seen it like this – and fell to just under his shoulders. It was a breathtaking sight.

“Whitney,” he mumbled.

Letting my need to grab the forbidden fruit take over me, I quickly closed the distance between us and pressed my lips against his, forcing my tongue down his throat. Jack let out a soft moan before hoisting me up into his arms, my legs wrapped around his waist.

I couldn’t keep track of where he carried me as my mouth feverishly kissed his. I soon felt him place me down on a bed and I wasn’t sure if I could get my clothes off quick enough. I unhooked the button of my jeans and pulled down the zipper for Jack, who eagerly pulled them down my legs and threw them onto the floor.

“Fuck, you’re stunning,” he whispered.

“I want to feel you inside me,” I said.

Jack’s hazel eyes grew darker at that announcement, and in a swift movement, he had pulled my shirt over my head and tore my underwear off. I grabbed onto the waistband of his sweatpants and pulled them down; a look of shock came across my face as Jack’s impressive length sprung up immediately. He was cut, thick, and his cock stood tall at 9 inches. The look of his manhood made my mouth water.

“So fucking beautiful, Whitney,” he said, his eyes looking hungrily down at me.

Jack collapsed on top of me and his mouth began sucking at my neck, bringing me such an intense pleasure. My fingertips dug into the rigid muscles of his back as they explored his firm and muscular body.

“Turn over,” he commanded.

I complied and flipped over onto my stomach. I felt Jack’s weight on top of me as he trailed a line of kisses down my back and to the round cheeks of my ass.

“Fuck,” I heard him say under his breath.

I let out an excited yelp when I felt his tongue lashing against my hole. He masterfully swirled it around my anal opening, and I felt little thrusts into my hole that made my dick rock hard.

“Jack,” I moaned.

Soon I felt his index finger inside me, which then slowly turned into two fingers. I looked over my shoulder and saw him alternate between loosening me up with his fingers and then returning back to rimming me.

“Please,” I begged him. “I need you, Jack.”

Jack positioned himself at my entrance and soon I felt his impressive length penetrate me. He was bigger than Randy and so my body tried to reject Jack’s enormous length, but I willed myself to let him in. Soon, I felt every inch of his nine inches inside of me, and his cock hit that spot inside of me that always brought me the most ultimate pleasure.

“Are you okay?” he asked me.

“Yes. Please. Keep going.”

Jack’s body weight collapsed on top of me and his arms snaked around my waist as he began thrusting inside of me. His knees got in between mine and pushed my legs further apart as the sounds of his balls slap against my ass grew louder in his room.

The feeling of Jack slamming in and out of me quickly took me over the edge, and I had barely began stroking myself before I let out a loud moan and released my climax all over his sheets.

“Fuck, Whitney!”

I craned my neck and looked back at him, his body giving into the sensation of this passionate embrace. He leaned down and his tongue immediately met mine, his arms never letting go of me.

“Fuck, fuck, fuck!” he whispered those words into my mouth.

He pulled out and in seconds he released his load all over the small of my back, some drops even reaching my shoulder blades. I let out a deep breath as Jack finished releasing his load all over me. He rolled over onto his back next to me and his hazel eyes met mine, a sweet smile crossing his face.

“You are something else, Whitney Kross,” he whispered.

I quickly kissed him. “As are you, Jack Underwood.”

I was on cloud nine for the rest of the day after Jack and I had finally crossed that line. I spent the day at Jack’s house, cuddling up with him and watching reruns of popular sitcoms, and of course fucking all over his house, before it was time for me to leave.

I quickly showered off the scent of sex and Jack off my body, got changed into an oversized sweater, and invited myself into Randy’s bedroom.

Again, my eyes immediately went over to his study desk, but again, I saw Randy sitting on his bed.

“Hey Randy, how was work today?” I asked him.

Randy smiled at me and held his hand out for me once more. Soon I found myself straddling him again, my arms wrapped around his neck.

“I want to ask you for a favour,” he said.

“Of course, Randy. What’s up?”

He smiled at me, his eyes lighting up.

“Sleep with me tonight, baby.”

Next time on The Real Sugarbaby of Melbourne…

“I really like him, Rachel…”

“You are driving me wild, Whitney…”

“I want to change the terms of our relationship.”