Roommates With Benefits chapter 1

Lilly sat at the counter slumped with an expression of pure boredom plastered on her face. She had another 4 hours left of her shift at Crowley’s bookstore, a small brick and mortar establishment at the corner of nowhere important and nothing significant. It was a store that wouldn’t feel out of place a hundred and fifty years ago. The lighting was dim, Mr. Crowley didn’t want his books to fade from light exposure after all. Rows upon rows of bookshelves fortified the building, like a maze of tomes. Mr Crowley hated technology of almost any kind, Lilly was pretty sure he’d get rid of the electrical lighting in the store if he could. 4 years ago, Lilly thought that working at a bookstore would be fun. After all, she loved books! Well… certain kinds of books. What she wasn’t prepared for was the fact that nobody came to the store!

In the last month alone she must have had 2 customers total, and one of them was her roommate. The store would have definitely gone under if Mr. Crowley wasn’t filthy rich. He has this store open out of a passion for books more than monetary gain. Still, it meant Lilly’s job consisted of hours and hours of practically nothing. I guess it wasn’t too bad to get paid to do nothing.

Mr. Crowley emerged from his seldom visited office. “Well, I’ve finished everything I needed for today, Miss Lilith.” He always used her full name. “Make sure to lock up when you leave today. And make sure not to sell every book. Where else am I going to get my stories?”

She feigned a chuckle. “I don’t think you’ll have to worry about that Mr. Crowley. Have a good night.” And with that the old man left, and Lilly was relieved. Lilly liked him enough, and he was always kind, but with him finally gone, she could do the main thing she does to pass the time. Read smut!

She made her way past the dusty shelves to a section in the back she was sure not even Mr Crowley knew about. An entire wall of the most perverted and lewd books Lilly had ever seen. Most of them she had never heard about, couldn’t even find them on the internet. They were spicy and original, with many of them being homoerotic or queer. It was her treasure trove. She didn’t even know how the books got here. Mr. Crowley was a better Catholic than her, so there is no way he’d allow these books in his sanctuary if he knew they were here. But here they were. She pulled a tome off the shelves she’d never read before, and brushed the dust off its cover. It read, “Lost in the woods”.

She made her way to her desk. The layout of the room was such that on the off chance if someone were to enter the door, they wouldn’t see her until the ringing of its bell alerted her and gave her time to put the book away. She thanked God for Mr Crowley’s lack of cameras, kissed her cross necklace to ask for forgiveness for what she was about to do, and opened the book.

It was a fantasy book about a boy from our world who gets lost in the woods behind his house, and wound up in a fantasy fairytale land. While exploring this new world he encountered a fairy who was, for all intents and purposes, a femboy. Jackpot. Lilly loved gay stories, especially if they have femboys in them. She found femboys so sexy. She counted herself lucky to have even been with one once, she had Bea to thank for hooking that up. As she read about the two boys giving each other oral, the thought of them licking and stroking each other’s cocks made her feel hot. She felt a distinct wetness between her legs. Her left hand instinctively went down there. With no conscious effort on her part she started feeling her pussy through her jeans.

Before she knew it, she was peeling her jeans and panties off, her bare hairy pussy fully exposed. This wasn’t the first time she masturbated at work, and it definitely wouldn’t be the last. Masturbating in public thrilled her. The thought of someone walking through that door and seeing her sin. It was exhilarating. She sat back in her chair, her feet up on the counter, her legs spread. With one hand she held the book, with the other she spread her pussy lips. She felt the hair that surrounded her pussy. She loved feeling it. She liked her pussy this way and never shaved it, though made sure to keep it clean. That’s how Bea liked Lilly’s pussy too, so that’s part of the reason. Despite barely touching it, her pussy was already dripping onto the wooden chair beneath her.

She felt further back to feel the plug she’s kept in her ass all day. She doesn’t feel complete unless she feels full back there. As she read about the human finally slipping his cock into the femboy’s ass, she finally touched her clit, and shuttered. “Fuck”. She runs her fingers through her wet folds, feeling the entire outside of her pussy. She let out an involuntary moan as she made her way back to her clit. The mental image of the cute femboy fairy getting railed from behind, his cute cock bouncing back and forth, leaking cum onto the forest floor, gave her plenty of mental material to fuel her debaucherous act. She didn’t need the book anymore, she had the mental image firmly in her mind. After putting the book down, she made her way under her shirt with her newly free hand, freed her right tit from her bra, and started to play with her nipple.

She was loud. She didn’t care. The entire shop was filled with her screams and moans of pleasure and the smell of her arousal. She wanted nothing more than to slip one of her fingers inside her pussy, but with the little self control she had, she resisted. It was a sin after all, and Lilly was still a virgin. Sure, she’d been with a few men and plenty of women, but the only time she’d ever been fucked it had been in her ass. In all her 24 years her pussy had never been penetrated. She was Catholic after all.

She felt herself getting close, the building pressure. “GOD YES! FUCKING CHRIST!” She called out to God her ecstasy, her entire body shaking, her pussy squirting all over the desk and floor. It was euphoric. It was Heaven on earth. And it was only the first orgasm she’d give herself tonight. She looked at the clock and realized it had only been 20 minutes since Mr. Crowley left, and she still had a long shift left, with only one thing on her mind to pass the time.

Bea was nearing the top. She remembered how much she used to struggle when she first picked up the hobby of hiking 5 years ago, how she would be winded and out of breath by this point. She felt proud of the fact that she nearly reached the summit and felt no exertion at all. It was a warm but not unpleasantly so afternoon. She had gotten off work at the garden nursery nearly an hour ago. And like most days, she unwinds after work with a hike. She had to pick up Lilly from work at 8 because her roommate refused to get a license, but she had hours until then to relax and unwind.

She prided herself on her secret hiking trail, an old decommissioned one that nobody knew about, it wasn’t on any of the maps. In all her time hiking here over the years, she’d never seen another soul on this trail except for Lilly, and that was only one time when Bea made her go. That didn’t go well. But today, she was all alone, breathing in the clean mountain air. She reached the overlook by an old abandoned waystop, and looked out beyond the ridge to the valley below. She had no idea why this trail was decommissioned, she had never found anything dangerous or unsafe about it, and the views were absolutely gorgeous. She could see for miles and miles of uninterrupted woodland.

Looking out into the world is great for helping a person think. For some people, they would think of family, of life, or of their future. Bea wasn’t that kind of person. Looking out into the beauty and majesty of the natural world, Bea could only bring her mind to think of the gangbang she was in last week. She bit her lip just thinking about it. It was the third gangbang she’d ever been in. It was with 11 guys and took place over 6 hours. It was wonderful. Gangbangs had always been one of Bea’s top kinks, and she relished every time she was a part of one. She wondered how long it would be until her next one. She was even generous enough to share and offered for Lilly to join her on the last one, but that Catholic prude rejected of course. She still came though, but only to watch. Bea remembers looking out about halfway through the experience, a cock satisfyingly filling each of her holes, to see her naked roommate masturbating her brains out. It was quite a sight. After all this time, she still found the girl weird. She’d masturbate to her best friend being gangbanged by 11 men, go to nudist beaches and let a stranger eat her out, and even take a dildo over a foot long up her ass, but she wouldn’t dare to put her own finger inside her pussy because “God would be mad”. It was kinda cute honestly.

Bea stretched, turned around, and started. There was someone sitting on the bench under the abandoned gazebo. “Shit you startled me.” she found herself saying. The stranger completely ignored her. Okay, Rude, she thought. She thought he was cute enough, though a bit pale. Even for a white guy. His clothes seemed a bit old fashioned, kinda like something someone from the 80s would wear. He was reading a book, though she couldn’t make out the title. He seemed completely engrossed by it, not even acknowledging her existence.

“Whatcha readin?”, she asked, trying to gather his attention. He didn’t so much as flinch, let alone look up. Must be some book. She put on a sweet voice, the one that made her sound far more innocent than she actually was. “I’m Bea. Short for Beatrice. What’s your name?” Nothing. Damn that usually works.

She was starting to get frustrated by this guy. “Look asshole, I’m just trying to be polite.” She didn’t know why his refusal to acknowledge her bothered her so much, but it fucking did.