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Chapter 216
by
Johnrocker
How quickly does she get him off?
Less than a minute as promised
“You didn’t just jerk yourself off or anything did you? That would make it a little harder to live up to my words,” Jess asked him as she begun pulling down his shorts.
“Nah, I haven’t even thought about touching it today.”
Mark was on the edge of her bed as Jess kneeled on the ground in front of him, freeing his cock. He couldn’t have asked for a better way to start the semester, a blowjob from the queen of blowjobs herself.
Off came his underwear right after the shorts, leaving him naked and **** from the waste down. He didn’t even need her to touch his penis for it to harden. It was stiff in just seconds as all Jess did was stare at him with that cheeky smile and run her fingernails down his bare legs very softly.
Jess turned to look at her blonde roommate, “So 15 bucks if I finish him off under 60 seconds?”
The deal was made which had Mark a little nervous himself, feeling a little more pressure to cum or not cum. Tara nodded slowly, it was like she knew that she had the ability to pull it off but also wasn’t willing to back down from a bet.
“Okay, fine. 15 bucks,” she said, crossing her arms.
Tara leaned in on Mark before Jess got started, “It’s only a minute, you better man up and hold yourself together here.”
The threat didn’t have long to sink in as Jess jumped in straight away with a line of her own, “You know you want to cum for me… I’ve been waiting all holidays for a nice big load of yours…”
“Three… Two… One… Go!” Tara suddenly cut her off, starting a timer on her iPhone.
It didn’t give Jess any time to tease him any further, the clock was now ticking. She grabbed a tight hold of his long hard shaft immediately, stroking him nice and fast. Her hair was already up in a bun so she didn’t need to waste any of her time messing around with it.
Jess didn’t let her eyes leave his as she jerked him off, her hand acting like a well oiled machine, “Mmm I know how horny you are… I can feel it already.”
There wasn’t much he could do or say, his bare butt was getting a little sweaty already on top of the sheets, letting the cocktease queen toy with him. It wasn’t long until she started getting her tongue and lips involved.
About 20 seconds in, Jess started to lick the sides of his shaft with the tip of her tongue. She let that long pink tongue glide around her entire cock, teasing the head and making his body shutter. Not long after that, she was pressing her lips tightly around his shaft and bobbing her head up and down.
Jess had managed to get her lips so tight around his dick that Mark felt his heart leap. He couldn’t tell how long she had been going for but he was already feeling himself struggle.
If he was honest, he would have preferred Jess to get him off within the minute, just to give her the satisfaction of winning the bet and proving herself right. But there was also another side of Mark that wanted to survive this, hold out and not cum within the next minute.
Unsure if she had him on the ropes yet or not, Jess had an idea to get him a little extra horny. The brunette released his cock with the sound of a ‘pop’.
Grabbing the bottom of her sports bra, Jess licked her top lip, giving him this devious sexy look before pulling the top up. She stopped half way through and all Mark could see was the bottom of her medium sized breasts. They weren’t as big as others but by god did they look incredible.
She let that blue sports bra hover just below her nipples. To Mark it felt like it was much longer than what it was but Jess didn’t have that much time to waste. The brunette pulled her sports bra all the way up letting her boobs bounce out.
Her pinkish coloured nipples were rock hard. From her aerola to her actual nipples, Mark sat back feeling hornier than before. With one squeeze of them, Jess pushed them together and let them shake before getting back to the task at hand.
“You want to suck on my tits huh?” she asked him, now jerking him off again.
Mark didn’t reply, trying to keep himself together despite the pressure and intensity of her soft warm hands.
She persisted with her tease, “I know you want to play with my boobs… you’re such a boob guy… maybe I’ll let you taste them if you cum for me.”
Unintentionally, Mark let out a little moan from his throat. It was a dead giveaway to her that she now had him right where she wanted him.
The topless brunette dived back down on his cock.
40 seconds…
“Ooh fuck,” he whispered as he clenched the bed sheets.
Jess had taken him all the way inside her mouth while staring him dead in the eyes. She sucked fast, never losing that eye contact with him. He couldn’t believe just how quickly her jaw could work.
Tara was keeping a close eye on the time. She looked a little concerned now by the expression on Mark’s face and the way her roommate when down on him which such ferocious intensity.
With her boobs out, Jess was even turning on her blonde roommate. She felt her fanny flutter, wanting to put herself into Mark’s position and have Jess lick her clean.
52 seconds…
Mark was getting lost in her **** eyes, they locked with his, doing just as much as her mouth in trying to get him off. She was sucking the soul out of him and there wasn’t anything he could do to hold on.
“Ohhh god!” Mark moaned, he couldn’t hold it in any longer.
That was it, he started bursting out streams of hot white cum. At first, Jess took it, letting a few spurts hit the back of her throat. After that, she pulled her head back and let the rest of his load land back on himself, just to prove to her roommate that he definitely had ejaculated before the minute was up.
The cocky smirk on Jess’s face had him in two minds. Frustrated that she had beaten him and won her deal with Tara but also still horny as hell, amazed by her abilities.
She used just her right thumb and index finger to slowly pull back his foreskin, making him squirt out the last couple of drops of cum that he was holding inside his now drained shaft.
“I’d prefer my winnings in cash pleaseee…” Jess smiled wide to Tara with all her teeth showing.
The blonde pulled out some cash from her desk. She flicked through it and gave her exactly 15, no less, no more.
“Bitch,” she mumbled to her friend as she passed over the cash.
“Pleasure doing business with you,” Jess said, “and you too stud…”
Mark had to smile, money well deserved.
If he ever wanted to doubt her sexual abilities, all Mark had to do was remember this day. How the brunette cocktease delivered on all of her promises.
What's next?
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Sophomore Year
The sequel story/adventure to ‘Freshman Year’
Freshman Year was wild but things are about to get a lot sexier in Mark’s second year at college. Follow his journey, dating/fucking college girls and still managing to find himself in a bit of trouble at times.
Updated on Jul 4, 2025
by chyoa_fan_9000
Created on Apr 15, 2021
by Johnrocker
With every decision at the end of a chapter your game state can change. Here are your current variables.
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