Chapter 299
by
Johnrocker
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One on Two
Winter pulled down Mark’s shorts and grey briefs that were on tightly underneath, freeing his cock up. He felt more than comfortable being naked in their dorm room. He’d always had that sexual connection with Winter and hearing how comfortable Natalie now was with her own sexuality, it made this even easier.
“You’re a real breast guy, aren’t you ?” Natalie asked him kneeling to the side of him as Winter threw his underwear away.
Mark nodded, unable to take his eyes off both girls as his cock began to rise without it even being touched.
“Of course he is,” Winter answered for him while giggling.
She then grabbed a hold of the hem of her plain shirt and began to pull it up, stopping after exposing her belly button. The way her breasts had been moving so freely underneath, Mark was certain she didn’t have a bra underneath.
“Watch how he’s cock twitches when I do this,” Winter told her roommate before looking back at Mark and pulling her top all the way up over her head, exposing those beautiful large breasts.
Winter shook her shoulders from side to side, letting her tits shake as a result. Just as she had said, Mark’s cock began to twitch as his mouth began to salivate.
“Told you,” she giggled, passing Natalie her shirt.
The busty brunette then grabbed his shaft with a firm grip and began to stroke him in front of her close friend who was eagerly waiting for her chance to get involved.
“Never go straight for the tit-fuck without making things a little wet,” she then said.
Mark stared down from the edge of the bed as Winter began to use her oral skills on him, bending forward and taking his dick into her mouth. She worked on his painfully hard erection, using her pink tongue slowly to lick every inch of him until his shaft was nice and slippery. All of her salvia was now coated on Mark’s cock but she wasn’t satisfied enough yet to start the show.
Grabbing a hold of her breasts tightly, Winter turned to Natalie, “Go fetch me that bottle of baby oil and come back to me topless.”
She got up and ran over to the desk by the side of the room, opening up the top draw and pulling out a small bottle. Natalie came bouncing back, a clear smile on her face as she passed Winter the oil.
“Just a little bit is enough,” the brunette said as she began to pour the liquid across her bare chest.
Mark gawked at the scene in front of him. Those massive mammary glands were being oiled up, just inches away from his body. He watched her rub it all in, those large breasts bouncing and skippering as her hands moved around them.
She had covered every part of them, from her very hard pink nipples to the sea of cleavage around them.
Winter put the bottle down on the ground as she grabbed a hold of Mark’s knees, sliding forward further until she was right in between them. He was throbbing in anticipation as Winter placed her hands on her breasts, pulling that beautiful cleavage to the sides before leaning forward and letting his hard shaft sit comfortably inside them.
In a sensual and loving away, she squeezed them together, trapping his cock. An pleasurable evil grin on her face as she began to work her tits up and down against his shaft.
The oil helped her breasts slide up and down much easier, the bountiful flesh swallowing his large member, every time they came up.
“Like everything, you just need to ease into it,” Winter said to Natalie as if she was teaching a class.
Mark could see the younger blonde next to the topless beauty, feeling up her own breasts from the outside of her red college sweatshirt. Just like Winter, he figured she was bra-less underneath, her breasts moved freely underneath the shirt that had a eagle mascot logo in line with her breasts.
“Slow and steady, really squeeze them hard…”
The sensation was unbelievably good, his eyes were stuck on the way Winter’s boobs moved, hypnotising him. Every-time they came downwards, the head of his cock poked out through the top of her magnificent cleavage. It didn’t matter how many times he saw her tits or touched them or let her get him off with them, Mark would always be immensely turned on by them.
She began speeding up the pace, all the while, instructing Natalie on the best way to get a guy off.
“As more voluptuous girls, we have the advantage of making men cum very easily by just using our tits,” she explained.
Winter winked at Mark as his cock continued to disappear and reappear in between her twin peaks.
“Get your tits out Nat,” she then said to her side.
That perked up Mark even more, his eyes went back and fourth between the two girls as Natalie pulled her top up, over her head.
Not as big as Winter’s, Natalie’s bosom was still very nice to see again, her nipples just as hard as her roommates. He began to compare them, her areolas a tiny bit wider than Winter’s
“Lube them up!” Winter spoke.
Just like she had seen her friend do before, Natalie used the bottle of baby oil to cover her melons. Mark watched the way the oil slid down her cleavage, leaking down her body, the girl had put a great deal of it on top of her chest, hard to contain.
Once she was ready, Winter promptly pulled her luscious breasts off him, giving Natalie room to take over. The blonde shuffled on the ground, taking over the position in between his legs, grabbing a hold of his thighs. Mark could feel her fingernails dig into his skin before she let go of her grip and prepared to use her boobs over him.
There wasn’t much of a slow tease, Natalie was very eager to press her breasts up against his throbbing member. She squeezed them against him in such a quick rate, leaving him super aroused.
“Easy babe,” Winter told her, still topless by her side, “Nice and steady to start with.”
Natalie nodded, continually looking up at Mark and giggling in a very cute way. She worked away at him, using her slippery wet cleavage to wank him off. Her boobs continued to rise and fall, letting his shaft pop up and down in view, just what it was like with Winter minutes ago.
“Ughhh fuck…” Mark muttered, making both girls giggle.
“Hear that? he likes it,” Winter said to the blonde freshman before looking Mark in the eyes, “You’re close aren’t you…”
“You know me too well…”
After another minute of tit fucking, things changed once more
“Let’s switch again!” Winter exclaimed.
The two girls traded places in front of Mark, giving him about ten or fifteen seconds to have a quick break from the stimulation. He knew he didn’t have much left in him and it was going to take all his will to hold on for another five minutes.
The pleasure was too much for him that it was pure pain not to be able to release.
The roommates toyed with for the new few minutes, switching every chance they had. It didn’t allow Mark to reach the breaking point that would see his blow his load all over their breasts.
He didn’t know who he wanted to cum on, everytime they switched and he watched the girl on deck, pumping his cock with their tits, Mark changed his mind.
As Winter took charge after another swap, Natalie asked if she wanted to finish him right there and now, sensing Mark couldn’t hold on any longer.
“Uh uh, Together,” she disagreed, telling her roommate who loved to hear it.
Mark was just as excited, watching the two girls work as team here. They bent down together, one on each side of Mark, pressing their heavy breasts up against the side of his shaft.
He couldn’t think of anything better than spurting his load all over the middle of two girls’s large tits. So much cleavage and flesh to play with, they took their time just getting into the right position so his shaft would glide in and out from the middle of them easily. They had to make sure there was no air or gap that would stop his dick from escaping.
“Ready?” Winter asked Natalie.
“Ready.”
The girls then giggled as they both began to move their breasts up and down, using their hands to hold them tightly together.
They bounced up and down hard, making the most of every thrust. Mark couldn’t even see or tell where his cock was most of the time but it didn’t matter, he could certainly feel it. He could also feel that familiar feeling that came every time he was about to cum.
Both girls had their tits pressed against each other’s in what was something Mark wished he had footage for to watch alone later.
The double tit-fuck had him beat, there was no way he could hold on any longer. He grabbed a hold of both of their heads from the back, grabbing their hair as he tried to hold on for deal life. He lasted as long as he could but the end result was inevitable.
“Ahhhh fuck….. oh my god…” he moaned.
The miles of flesh of their lovely big titties milked him all the way to completion.
Both girls didn’t let him escape until they were sure that every drop had been pushed out of there. The sticky mess was evident on their pillows of joy.
Finally releasing them, they giggled in response, even high fiving each other as if they were celebrating a big win for their boobs over Mark’s dick.
He sure didn’t mind that though… not one bit.
“Not to ruin the moment or anything… but we better get back to eating before our pizza gets cold,” Natalie said, making everyone laugh.
Boobs over Pizza…
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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