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You are here: Home / Adult sex stories / Jill Goes to College

Jill Goes to College

Adult story Editor June 22, 2023 Leave a Comment

A young man in his early twenties opened the door and immediately exchanged some playful banter with Haley, who could hold her own against anyone when it came to witty repartee. His name was Scott and he appeared to be a cookie cutter image of the guy that she tended to go for. Good looking, clean cut, cocky, and most likely a total prick.

They entered the house and made their way into the living room where Scott’s roommate was situated. Jill’s heart skipped a beat when she saw him, blushing nervously since everyone in the room knew what the two girls had come for. Braden was a twenty-two year old music student with a dark complexion and a friendly smile. Although not the usual type of guy that Jill was attracted to, she immediately found him to be quite attractive. His dark brown hair was styled in a way as though to appear messy, even though it was obviously purposefully done. His green eyes were so prominent that she thought they must be contact lenses, although it may have simply been due to the contrast with his dark complexion. He was dressed in a pair of faded jeans and a tight fitting black shirt, outlining a muscular body that Jill thought would be more suited to an athlete than a musician. He also had earrings in both ears and a tattoo along the underside of his forearm. She had never been a fan of tattoos on guys, but for some reason it didn’t seem to bother her on Braden.

The four sat around talking and drinking for the next couple hours although Jill remained quiet throughout most of the conversation. She constantly found herself pulling the tiny skirt down her legs in a self conscious effort to hide her exposed thighs as she noticed both men stealing casual glances. As they talked, her theory about Scott was confirmed. He was a prick. Haley always referred to it as ‘confidence’ and not ‘cockiness’ but Jill disagreed. He was a narcissistic, self obsessed asshole who always seemed to bring the topic of conversation back to himself. Actually, he seemed perfect for Haley who tended to portray many of the same traits, although in much more tolerable doses.

Braden, on the other hand, seemed relatively humble. She could hardly believe the two could be friends since they seemed to possess personalities at polar opposite ends of the spectrum. She was secretly thankful that her roommate had set her up with Braden and not Scott.

As the night wore and Jill drank more and more, she soon found many of her previous inhibitions slowly drifting away. As she became more talkative, Braden began paying her more attention until soon they were exchanging smiles and knowing glances from across the coffee table.

“Hey Braden,” Haley said finally with a suggestive tone. “Why don’t you go show Jill your guitars? I’m sure she’d love to see them.”

Jill blushed immediately since everyone knew the real intent behind Haley’s suggestion. Braden smiled and stood up, motioning for her to follow as he walked out of the room. After giving her friend one final glance, she stood up and followed, her cheeks still flushed red and her palms sweating with anxious anticipation. She could hear Scott and Haley snickering and whispering to each other as she left.

Braden led her down to the basement, where his bedroom was situated. In actuality it looked to be more of a recording studio than a bedroom with numerous guitars, amplifiers and other pieces of equipment that Jill had never even seen before. The walls were covered in posters, mostly of bands that she had never even seen before. In the corner of the room were two mattresses, one stacked atop the other with a few blankets strewn across in disarray. That set-up seemed to be typical of most college students, although Braden’s room seemed to lack the usual assortment of dirty laundry that littered the floors of the typical male student’s abode.

“So…these are your guitars?” Jill asked, fidgeting awkwardly as she stood in the middle of the floor.

Braden laughed.

“You don’t care about my guitars,” he said with a smile, walking up behind her and resting a hand on each one of her hips. “We both know why you’re here.”

“Oh my God!” Jill muttered with embarrassment, reaching up to cover her blushing face. “You think I’m weird don’t you? Haley said that…,”

“It’s okay,” he said softly, the calmness of his voice settling her nerves as he brushed her hair back from her neck. “And I don’t think you’re weird.”

Jill’s body tingled with excitement as she felt him lean down and kissed her neck. She took a deep breath and sighed as his soft lips pressed into her skin eliciting a subtle moan as she closed her eyes with enjoyment. His hands moved slowly over her body, one sliding up her waist as the other drifted downwards, caressing her thigh through the short, white miniskirt.

“Can…we turn off the lights?” Jill asked quietly, feeling exposed as they stood in the middle of the room.

Braden agreed and walked over to dim the lights as Jill sat down on the bed. He then made his way back over to her, sitting down as she turned to face him. He kissed her and she immediately responded by kissing him back, leading to a make-out session that would last for the next ten minutes without pause.

Jill could feel herself becoming aroused as Braden began to slide his hand up her thigh. Lying back on the bed, she purred sensually as she felt his fingers touching the soft fabric of her little white panties, growing moist under his touch. He pressed a little harder, making her squirm as his fingers found her clit through her underwear and started to rub gently. Unlike the boys she had previously been with, Braden seemed to know exactly what he was doing; avoiding the awkward fumbling and prodding that had marred the majority of her early experiences.

Her pace quickened even further as he reached around and began to slide the panties down off her hips. She lifted her body in assistance and felt the smooth fabric sliding easily down her legs. She could now feel the air against her naked pussy and she grew even more aroused, as Braden started to remove her skirt. A few seconds later and Jill found herself completely naked from the waist down as he leaned back in to kiss her, his hand once again finding its way between her legs.

Braden uttered a quiet murmur of approval when he felt the bare skin of her freshly shaved pussy beneath his touch and gently parted her soft folds before sliding a finger inside her. Jill immediately sensed her little hole dampen from the penetration and for a moment she thought about letting him take her virginity. She quickly reconsidered however, opting to stick to her principles and maintain the sanctity of that particular orifice. She was still intent on giving him her mouth and her ass, and after all…two out of three wasn’t bad.

Braden soon took his shirt and pants off before coaxing Jill to remove the last items of her clothing as well. With only a pair of underwear remaining between the two, she could feel the hardness of his dick against her leg, separated by only that meager bit of material. His intense fingering had turned Jill’s tight little pussy into a sopping wet hole as he added another finger and caused her to squirm with desire under his expert hand.

“Here,” he said softly as he offered his dripping wet fingers to her.

Jill opened her mouth and he pushed them inside, smiling as she closed her lips around them and tasted her juices with delight. He then reached the wet fingers back down and traced the outline of her dewy lips before sliding downwards even farther.

Jill’s body froze as she felt her tiny sensitive asshole being touched for the very first time. She spread her legs, lifting one up to give Braden access to her little hole as he rubbed it carefully with soft, circular motions. She closed her eyes and purred, relishing the sensation as his wet finger caressed her pink star before gently pressing against the resistant ring. His mouth found one of her nipples and sucked gently as her asshole slowly opened around his fingertip. Jill wiggled blissfully as she experienced the odd sensation of her tight, virgin hole being pried open as Braden kissed his way down her body.

Jill had been fingered before, but she had never had a guy go down on her. Her small body tingled with excitement as his lips traveled down her stomach, leaving a trail of wet kisses, leading ever downward. Jill moaned and reached out grasp at the bulge in Braden’s underwear, feeling the surprising hardness of his dick through the thin material.

“I want it in my mouth,” she murmured softly, tugging at his waistband as the pair moved into a side-lying makeshift sixty nine position.

As she pulled his underwear down over her hips, he wriggled his fingertip deeper into her clutching butthole. His rigid cock sprang free, dangling enticingly in front of her face as his mouth planted teasing kisses along her hips and inner thighs. She eyed his dick with wonder as she tentatively took it in her small hand and tested his firmness with a gentle squeeze.

“Uhhh,” she gasped suddenly as Braden planted his mouth over her wet little pussy.

His tongue delved down into her moist folds before he closed his lips around her tiny clit and sucked, sending a rush of pleasure down to her toes. The feeling of his warm, wet tongue urged her onwards and she lifted his dick towards her mouth. She could see a tiny glistening droplet of precum clinging to the end of his tip, and she flicked her tongue out to lap it up, touching a penis with her mouth for the very first time. She then parted her lips and took his spongy helmet in as he moaned with approval.

With her tiny asshole hugging his finger, Braden slowly pumped it back and forth, her tight little ring moving with every gentle thrust. As his mouth continued to work on her virgin pussy, Jill’s lips gradually enveloped the head of his pulsing cock. She didn’t really know what to do, but she found the feeling of a dick in her mouth strangely appealing. She could feel the warmth and hardness with her lips as her little pink tongue wriggled against the underside. Gradually Braden shifted his body until he was on top, straddling her face with the tip of his cock dangling into her suckling mouth as he lapped at her pussy with long, expert licks.

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