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Wholesome Wendelyn

Wendelyn’s ready for some fun after too many uneventful dates.

Jordan Lubov in Agency Magazine · 2026-06-10 10:26 · 60 claps · 9.4 min read paywalled
#fiction #erotica #erotic-fiction #sexuality #short-story
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Wiki topics: LIT · Literature & Writing ✍️ · Writing & Creative

Image by SanneBerg from Getty Images Signature

Image by SanneBerg from Getty Images Signature

Wholesome Wendelyn

Wendelyn’s ready for some fun after too many uneventful dates.

She was tired of hearing how proud of her everyone was. It was flattering, at first, especially when people heard of her accomplishments from her parents, who bragged about her. Being recognized for her hard work felt pretty good. But it was difficult to keep up with.

The pressure of maintaining everything that made them proud was too much, though. It would have been far easier, Wendelyn started to think, to just be average and not have to live up to expectations. Being this perfect was tiring and not much fun.

The guys she seemed to attract in college were similarly accomplished and boring as hell. They took her to department receptions and events at country clubs that their parents belonged to. She had to play the polite and demure arm candy, barely getting so much as a chaste kiss at the end of the night.

She wanted to scream!

Getting closer and closer to her graduation, Wendelyn felt like she had not experienced college the way she should have. She hadn’t been to enough parties or drunk enough cheap beer or hooked up with any guys. And she needed to remedy that immediately.

Enlisting Payton, a girl who lived down the hall from her, to help her seek out a good party to attend that weekend, Wendelyn set her sights on ridding herself of some of the wholesomeness that she was known for. Payton had let her borrow some of her clothes and makeup, and seemed excited to introduce Wendelyn to the world of college normalcy.

The party was at a fraternity house and the guys there were dressed much more casually than at any party she’d been taken to on dates before. The music blared and the proximity in which everyone danced made Wendelyn’s eyes widen. It was almost obscene, the way the bodies were gyrating in the packed room.

“Pretty good turnout here tonight,” Payton shouted over the din to her, sticking a plastic cup of foamy amber liquid in her hand.

Wendelyn brought it to her face, smelling the suspicious brew, but it wasn’t all that offensive. She took a sip, finding it slightly bitter and somewhat watery.

“Do you know any guys here you can introduce me to?” Wendelyn asked her newfound friend after a couple of more sips.

A wide grin spread over the other woman’s face and she happily hooked her arm through Wendelyn’s, pulling her along towards the game room. Cigarette smoke filled this space, accompanying the noisy game of pool being played. A couple of guys played darts off to the side and two others were in a heated argument.

“I know a lot more of these guys than the ones dancing,” Payton confessed. “Dancing’s more for the ones already coupled up. The lack of girls in here is a good sign that these ones are up for grabs.”

That made sense. Wendelyn looked around, her eyes scanning the faces of the men in front of her as if she were picking out a lobster in a tank at the restaurant for her dinner.

“The one with the glasses over there,” Payton nodded towards one of the men holding a pool cue. “That’s Rudy. He’s an architecture major and into the whole poetry and coffeehouse scene. I’ve gone out with him once; wasn’t really my thing, but it might work for you.”

He wasn’t bad-looking, but Wendelyn didn’t want to jump onto the first thing that she saw.

“Do you know that one there?” She asked, nodding towards a quieter guy who rested both hands on the top of his cue while waiting for his turn.

“Oooh, good taste! That’s Carl. He’s a finance guy, treasurer of the frat, has a major summer internship lined up at Goldman Sachs. He could be good as well.”

Yeah, that was a possibility. But that sounded a little too close to the type of guys she had already gone out with, the sort that saw her as a trophy and left her with nothing but chaste kisses.

Wendelyn scanned the room again when someone new walked into her line of sight. He had a longer mop of black hair and when he ran a hand through it, the face beneath those locks could have been straight off a Rolling Stone cover. Leaning against the windowsill on the opposite side of the room, he focused in on the pool game in progress.

Following Wendelyn’s stare, Payton nudged her with her elbow.

“That’s Jake. He had been dating Kathy Higgins for over a year, until they had been caught in her bed by her roommate, who was a self-righteous bitch. She made a whole big stink of it; the resident director got involved, contacted Kathy’s parents, and they came right up here and took her home. All the way back to Georgia. Broke them two up for good. I think he’s still wallowing about it.”

He was going to be the one, Wendelyn decided.

She had no plans to take it slow and went right for it, approaching the handsome man across the room and starting a conversation.

“Hi, I’m Wendelyn. It’s my first time at a frat party. Think you can show me around?” Bold and straightforward, she felt confident in her approach. Her shoulders were pulled back and her chin up, just as she had always been taught to handle herself in a conversation.

“Jake,” he replied to her curtly, scanning her up and down. “What did you want to see?”

Looping her arm through his, she confidently stated, “Whatever you’re willing to show me.”

He started the tour out with the places Wendelyn wasn’t too interested in. There was the great hall where the dancing was taking place and a dining room. The kitchen was rather impressive in size, but it didn’t interest her either. He gave her brief introductions to each place, as if she wouldn’t know what happens in the dining room. Jake certainly gave her the impression of not being very bright. But did that matter?

“Why don’t you show me your room?” Wendelyn finally asked, getting bored with hearing how they study in the library.

Jake’s eyebrows rose high on his forehead as he stared back at her with wide eyes.

“My room?” He repeated, as though he’d never heard the words before.

“You do live in this house, don’t you?” Wendelyn tipped her head to the side, meeting his gaze and licking her lips. Jake nodded, looking her up and down once more while trying to get over the shock of her proposition.

“It’s not super tidy at the moment,” he said, pulling himself together and clearing his throat.

“I don’t mind. Lead the way, cowboy,” she nudged him towards the stairs with a wink. Wendelyn wasn’t sure why she had given him that nickname, but she liked it now.

The fact that his room wasn’t tidy was an understatement. It was a damn mess and it looked like neither Jake nor his roommate had done laundry in ages. Didn’t they have a laundry service at the fraternity house?

He quickly picked up a few items on their path towards his bed before he pulled the covers over his unmade bed and ran back to the door to close it. Wendelyn was having second thoughts right at that moment, looking around the dimly lit room that smelled vaguely of sweat and stale cigarette smoke. It was more obvious now why he had been caught in his girlfriend’s bed rather than his own.

Still, Wendelyn was quite determined to have a proper college experience, and that included a random hookup at a frat party with a guy she’d just met. She sat down on the edge of the bed, leaning back onto both of her hands, and looked up at Jake, cocking her head to the side. He seemed to have gathered his wits by now, running a hand through his gorgeous hair, which served to remind Wendelyn about one of the reasons she had chosen him.

He came to sit beside her, bravely placing a hand on her knee and staring deep into her eyes. A shiver passed through her at how intense this moment felt. She hadn’t expected this.

“Listen, I’m a bit rusty at first dates,” he told her earnestly in a hushed voice. “I’ve had a serious girlfriend for so long that it feels kinda weird being with anyone else.”

Wendelyn nodded, swallowing hard. His admission made things feel more real to her, more intimate. But those thoughts were dispersed in the next minute when he closed the distance, kissing her.

The kiss was deep and hot and thorough, and Wendelyn felt lightheaded, trying to suck in air through her nose while her mouth was invaded by Jake’s tongue. She’d never kissed like this before and it was electric! Energy buzzed through her whole body, making her feel as if she were vibrating where she sat.

It was so all-consuming that she wasn’t sure when exactly they tipped over onto the bed and were continuing to kiss in a horizontal position. Butterflies danced in her belly and fluttered south as their bodies pressed against each other. Her face flushed hot when she felt the hardness brushing up against her center. It felt so scandalous and at the same time freeing to be doing this, to be less than prim and proper. Not to mention that it felt so damn fantastic to kiss like this!

Jake’s hand wandered down to her breast, caressing it over her borrowed dress and grasping it in his hand. Wendelyn hadn’t imagined that this would feel so good. She reciprocated with her hand on his chest, rubbing his pecs, even though she had no idea whether it was something men liked.

In a move so swift she barely had the chance to yelp, Jake flipped her on top of himself, their bodies lining up flush against each other. His arms held her securely to him and he looked up into her eyes.

“What are you looking for here, Wendelyn?” He asked, her name sounding so lilting on his lips. “Did you want to just make out or were you looking to get laid tonight?”

Her heart raced and her face burned, but she appreciated his bluntness.

“Something in between,” she told him. Her hips seemed to have a mind of their own, grinding against the hardness in Jake’s pants.

A smirk tugged at the corner of his lips and he shifted his hands down to her ass, pulling her in closer against his erection.

“Something like this?”

“That would be perfect.” She was practically panting.

His pelvis rose up off the bed, grinding up between her legs and she could feel herself shuddering from how good that felt. Was this what sex was like? Would the only difference be insertion?

Wendelyn had no idea how she was doing what she was doing, but apparently her body knew instinctively how to move. She kissed Jake as if she were used to it, even though it was all brand new to her. Her body rocked against his as he humped her from beneath, his erection grinding against her center in the most marvelous way. If she had known this was an option, that feeling this good with all your clothes on was a possibility, she’d have made this leap much sooner.

“Are you gonna come for me, baby? Rubbing up against my cock like that?” Jake growled, his expression absolutely feral as he held her close.

Her first instinct was to take offense and push him away. But staring back at Jake as her body momentarily halted, she understood that he wasn’t trying to embarrass her. His aim to bring her pleasure seemed quite genuine and it was more an invitation than anything else.

“Mhmm,” she whimpered in affirmation before connecting her lips to Jake’s once more, hoping that he wouldn’t say anything else that would make her feel uncertain. Kissing felt comfortable now and Wendelyn felt like she had gotten pretty good at it in this short amount of time.

Keeping one hand on her ass, Jake lifted the other back up to her breast and played with it, giving some special attention to her nipple. Incredible sensations shot through her body from his touch and Wendelyn loved every one of them. She felt light with euphoria as they groaned against each other’s lips, swirling their tongues together.

It could have been an hour or a minute later that she felt that super sensitive spot between her legs rubbed in just the right way and she felt her entire body shudder. The pleasure that radiated through her was unparalleled, unlike anything Wendelyn had felt before. She could feel herself bucking against Jake, who held onto her closely until she pushed away to roll off of him.

Panting as they lay side by side on Jake’s narrow, twin-sized bed, Wendelyn tried to get her thoughts in order. That had been so good and exactly what she had hoped for when she came out to this party. This was what she’d needed!

“You alright?” Jake asked, giving her a pat on her thigh. Wendelyn suddenly became aware of how high her dress had ridden up during their encounter. She tugged it down while nodding.

“Yeah. It was so good. I’ve never… you know.” She suddenly felt shy. She had dragged this man up here, to his room, so set on having this sort of experience. Why was she feeling timid now that she had gotten what she wanted?

“Good, good. I’m glad,” he told her, folding his hands up over his stomach.

A long silence stretched between them as Wendelyn wondered about what was supposed to happen next. She was keenly aware of how wet her panties were and how sore she felt now. Clearly, she wasn’t meant to stay the night here, not in a frat house where Jake had a roommate. She had to make an exit.

“Do you think you can walk me back to my dorm?” She finally got up the courage to ask, sitting up and looking back at Jake.

His smile was kind and patient, and he sat up too. “Yeah, sure.”

From what she could tell, he looked a bit relieved that she was ready to go.

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