TitFuck Contest Pt. 3 (Kate Upton, Jennifer Love Hewitt)

[200InchCOCK]

After the last Titfuck Contest event, I had a new girlfriend.
Kate Upton had proved to be more than just the winner of what became a little game.
A month into our relationship, it was time for another game.
She picked the visitor who would be arriving for a new contest.
Knowing Kate, I expected her to pick someone she could easily beat with smaller tits.
She surprised me by picking someone who definitely was not a lightweight when it came to tittyfucking.

Jennifer Love Hewitt was chosen.
I was pretty excited knowing that it was an ex-girlfriend of mine I used to date.
It would be a hard contest, since I was well accustomed to the fact of how amazing Jennifer's titfucks were.
Kate was going to have her hands full with more than just her tits.

Jennifer walked into the mansion wearing a tight red dress that showed off her busty cleavage.
Her tits looked amazing, and I could feel myself getting hard already when she walked into the living room to meet me.
"Long time no see," she offered me a kiss on the cheek.
I brushed a strand of her long brunette hair and grabbed her hand, kissing it.

"Jennifer, welcome back," I said with a grin.
"Thanks for inviting me," she replied, looking at Kate who was sitting on the couch, sipping on a glass of champagne, wearing nothing but a lacy black bra and thong set.
"Actually, I didn't invite you. Kate did," I corrected her.
Kate's long blonde hair was pinned in a ponytail, already prepared for the event that awaited.
"You're going to love this," Kate said, winking at her.

Jennifer looked at Kate, then at me, and finally at the chair.
"Alright, let's get this show on the road," she told Jennifer.
Jennifer dropped her dress, revealing her own set of incredible D cup breasts.
I hadn't seen Jennifer's rack in a while, so I was quite impressed with how much bigger her tits had become.
Kate watched as she too removed her bra and thong, ready for action.
They both hurried down to their knees.
I stood with Jennifer to my right and Kate to the left.

"So who goes first?" I asked.
The two women looked at each other, nodding.
Since Kate was the defending championship, she had the say.
"Jennifer can go first."

I pushed my shorts down, revealing my hardened cock.
Jennifer loved in front of it and grabbed my dick.
She began by twisting her fingers around it, "Mmmm, I'll get you nice and hard first."

Her hands felt good, but I was eager to feel her tits.
Jennifer stopped stroking and parted her lips.
She gazed into my eyes as she slid my cock into her mouth.
I could tell from the way she looked at me, this was more than just a contest.
It was personal, and the only way we could get back together in a relationship.
She bobbed her head, sucking my cock passionately.

Kate watched, holding her own boobs and squeezing them.
Jennifer only sucked my cock for a few seconds.
Once it was covered in enough saliva, she stopped and pulled it from her lips with a pop.
"Mmmmm, now we're ready," she winked while moving her tits around my cock.
She squeezed them together and wasted no time fucking my cock with them.

Jennifer's boobs were fantastic, and she had the right amount of pressure and speed.
I watched her tits bounce as she worked my dick with them.
The head poked up with every full stroke she gave it.
Kate looked on, her eyes studying every move that Jennifer made.
It was clear that Kate was taking mental notes, planning how she would tittyfuck me in the counter-attack.

After a few minutes, I could feel myself getting close.
"Kate," I called out, "you're up."
Jennifer stepped aside with a smug smile, knowing she had set the bar high.
If I didn't stop this now, she would've made me blow my load within minutes.
That was a clear sign of who was currently winning.

Kate took her place, her tits looking incredible in the dim light of the room that highlighted her skin.
Without a word, she began to squeeze them around my cock.
She began with more aggressive movements than before.
Her eyes never left mine as she pushed her tits together, working them around my dick up and down.

Kate used her boobs to their full potential, smothering my dick and working them up and down..
She pumped faster and harder than Jennifer did, fucking my cock with ease.
"Mmmmm, yeah. Fuck this cock with my big titties," she moaned biting her lower lip.
I felt myself getting closer and closer to the edge, but I had to stay strong for the sake of the competition.

Kate suddenly stopped and I pulled my dick away from her tits.
She almost made me cum and she knew it by crackling in that smug laugh of hers.
It was the laugh of a winner.
But this was a tied contest so far where I couldn't determine the winner.

"Come on, let's go boob to boob," Kate told Jennifer.
She grabbed my cock, pointing it between them before she placed her hand back on her tit.
What I experienced next could only be described as a cloud of heaven.
They smashed their tits around my cock, smothering it completely in the middle.
It was time for a double tittyfuck to determine the winner.

Both of them took turns pumping me, their tits jiggling in unison as they worked together.
My dick was sliding back and forth between their breasts until I finally took charge and began thrusting.
"Mmmm, yeah! Fuck those titties!" Jennifer cheered me on while Kate giggled.
Their tits felt so good wrapped around my dick, I didn't want to stop.
"Keep going, I know you won't be able to hold back much longer, Kate teased me."
I continued to fuck their tits, knowing that when I was about to blow my load.
When that time came, I had to pull out and choose the winner.

I watched as Kate and Jennifer's tits mashed together, my dick disappearing into the valley between them.
But as the pressure grew in my balls, I knew it was time to make a decision.
I pulled out, ready to explode and paint one beautiful face in cum.
My choice was made as I aimed my cock at one of them.

Kate smiled wide as I chose her.
She closed her eyes just in time as I exploded, unleashing torrents of hot spunk onto her gorgeous face.

Her eyes fluttered open as the last droplets landed on her cheek.
"Looks like I win again," she said with a laugh, smiling wide with cum dripping from her face..
Jennifer's expression was a mix of shock and disappointment.
I couldn't blame her.
Her tits were phenomenal and she had given it her all.
But Kate had that extra something, that je ne sais quoi that made her unbeatable in the art of tittyfucking.
And now Kate Upton was a two time champion.

END