It was now Monday, Lily had been in San Francisco for a week. She had stayed at the hotel for four nights total and was glad to be done with it. Every night she fell into the same routine of crying over Marshall, then getting dressed and gonna the same bar, allowing herself to be picked up by a stranger then fucked raw in her hotel room.

Just five days after breaking up with her fiancé, Lily had tripled her lifetime sex partners from two to six. To top it off she had let all four one-night stands cum inside of her, something Marshall and Scooter never got to do.

On day five of living in San Francisco Lily had found a tiny one-bedroom dorm style apartment by a train station. She had her own room and kitchenet, but the shower and bathroom were communal, shared with the other 7 rooms on the floor, all female tenants.

For work she had tried listing her services as an art teacher for hire, but her portfolio just didn’t match up to the other teachers in the area, which is partly why she was starting a fellowship to start with. Out of better options, Lily picked up a part time job at a sports bikini bar that was trendy for its hamburgers and waitresses wearing lingerie to work.

Today was her first day at the art fellowship and also her first work shift at Babes and Burgers. Lily put on a blue corset top, letting it hang loose, she would tighten it for work after classes. She also put on matching silk blue panties with black lacy frills. A set of fish net pantyhose completed the look. Over the lingerie Lily wore some baggy sweatpants and a loose T-shirt, big enough to hide the corset, then made the 20-minute walk to the art studio.

The class today was a brush up on live model drawing. The instructor presented some new techniques that Lily was unfamiliar with, insisting the students begin incorporating them into their artwork.

The model came out, a ripped young man, maybe 20 or 21 years old. He was a Hispanic man named Juan. Juan stood 6′ tall weighing 180LB of pure muscle. Lowering his robe, he revealed his whole body to the class, tattoos covering his chest and arms, and in between his legs hung a 9″ dick.

Lily instantly blushed when she saw Juan nude. She could feel her panties already getting wet looking at the specimen of a man. Class was hard to focus on, especially since Juan seemed to direct his attention towards Lily the whole time. He made sure to come talk to her, still nude, on his breaks from posing.

Class ended a little late, leaving Lily almost no time to say her goodbyes to her classmates before she had to run out the door and hail a cab to take her to work.

Arriving just on time, Lily tightened her corset to give her body an hour class look. She stashed her T-shirt and sweatpants in the back of the restaurant. The manager had her working cocktail in the bar, so she wasn’t taking any orders, just passing out food and drinks.

Lily had never felt more like a piece of meat than she did that night, feeling the eyes of dozens of men follow her every move as she served them in her thong, ass fully exposed and breasts showing as much cleavage as was legal before being a strip club. She found she enjoyed the attention. It was almost like an addictive drug.

The night passed quickly, the customers fading in and out, a nameless mass. Most of them were nice. A few tried to hit on her. Lily knew she was a very easy lay right now, but these guys were just too sloppy, even by her currently very low standards.

One man did stand out, however. He sat at the bar most of the night, laughing and joking with everyone around him, waitress or customer it didn’t matter. Everyone called him Spike. Spike was in his early 60’s. He was decently maintained, dressed very well and apparently a nightly regular to Babes and Burgers.

Lily got plenty of chances to flirt with Spike during her shift, while receiving knowing looks from the other girls working the bar as she talked to him. Lily got the feeling Spike had bedded most of the girls in the restaurant and wasn’t opposed to being his next conquest.

The first night came to an end after Lily had put in about 6 hours of work, taking home just over $200 in tips. The rest of the week followed a similar pattern. Wednesday and Friday Lily rushed from the art studio to work, while Tuesday and Thursday she found time to hang out with the girls in her fellowship.

Lily woke up Saturday getting ready to work the lunch shift at Babes and Burger, when she was all of sudden uncontrollably horny. She realized she had not been laid in a week. Something she had only accomplished one other time since she started having sex in high school. When she was with Scooter she had sex with him every other day, even after they officially broke up. With Marshall it was at least once a day, most days she would get it twice. It had now been seven days without sex and Lily’s pussy was screaming at her.

Putting on a tight black bra and black boy shorts panties, Lily only covered up with an oversized T-shirt before catching a taxi to take her to work.

At work Lily was hoping to see Spike again. She had flirted heavily with the old man the past three work shift and really wanted to see if she could get him to take her home tonight.

Spike never showed up, but in the last hour of her shift Juan, the model from Monday, was sat at Lily’s table.

Lily’s heart skipped a beat when she saw Juan. The man was dressed in jeans and a button-down shirt that was open to the middle of his belly, showing off his ripped abs.

Juan’s eyes lit up when he saw Lily come to serve his table with his group of friends, two equally attractive men, one white man named James the other Asian named David.

Lily and Juan flirted shamelessly while they were at the table. Eventually Lily’s other customers left, making Juan’s table the last one for Lily’s shift. All her closing work already done, so Lily transferred the table to a waitress that was still on the clock, so she could clock out and sit with the three men.

They sat and drank for another hour before Juan paid the tab. He asked Lily if she would like to come back to their place, sense the three of them were roommates.

Lily eagerly agreed and twenty minutes later found herself in their downtown three-bedroom condo. It was only a few short minutes before Lily was on the couch between David and James. Both men were slowly rubbing their hands up and down Lily’s leg while kiss her neck from either side.

Lily sat back enjoying the attention of the two attractive men, when Juan stepped in front of her, unfastening his belt and dropping his jeans to the floor. Juan’s 9-inch monster sprang free and pointed straight at Lily. Stepping forward, Juan did not need to get near his two friends before the head of his dick was passing through the opening of Lily’s mouth on its way to the back of her throat.

Lily reached up with her hand and started pumping Juan’s cock, while running her tongue around in circles along his fat cock head. Juan knew just how far he could trust in and out of the petite woman’s mouth, and with expert precision fucked Lily’s face with his monster cock.

David pulled back from Lily and started to pull her shirt up over her head, then unhooked her bra, exposing those perfect B cup breasts. Meanwhile James pulled off Lily’s panties, exposing the shaved pussy all three men were about to enjoy.

Quickly David and James got undressed, both sporting 7″ dicks, easily large enough to fuck a woman silly, especially one as small as Lily.

James moved between Lily’s legs and started eating her out, while David inserted his own cock into Lily’s mouth, where the face fucked the horny girl as she reached closer and closer to orgasm.

A moment before David felt like he was gonna burst Lily hit her own orgasm, shrieking as her nimble legs wrapped around James’ head, her whole-body tightening.

While Lily recovered James moved himself to the floor, lying on his back. He grabbed Lily’s hand and pulled her down to him. Slowly he positioned the small woman over his rock-hard cock and lowered Lily down onto himself, penetrating that tight pussy inch by inch.

Lily registering that her pussy was finally being fucked again and started moving her hips in a circle 8 motion, trying to milk James’s cock for his cum. David stepped in front of her, reinserting his dick back in Lily’s mouth.

As the two men started fucking Lily, Juan walked in from the other room, bringing with him a bottle of lube. Lily’s eyes were closed, so she didn’t understand what was going on until she felt the cold lubricant being poured down her asshole.

Wide eyes now, Lily tried to pull off David’s dick, but David kept her head in place with both hands as Juan’s monstrous 9″ cock started pushing into Lily’s ass.

Lily screamed in pain around David’s dick, the girth of Juan’s cock splitting her virgin asshole in two. Juan kept working his dick in and out of Lily, ignoring the girls screams of pain until finally he bottomed out inside her bowls, all 9 inches inserted.

Lily was starting to calm down. Two weeks ago she had only had two cocks in her entire life and now three were firmly stuck inside of her. James and Juan were giving her body time to adjust, their dicks separated only by a thin wall of flesh inside Lily.

David had already started to move his cock in and out of Lily’s throat, somehow the pain of having her anal cheery popped had gotten rid of Lily’s gag reflex allowing David to bottom out, placing his balls on Lily’s chin.

Juan and James nodded at each other and started moving at the same time. They started alternating thrusts in and out of Lily’s pussy and ass, building a pattern together, James holding her legs while Juan held her waist. David was crouched down, dick pumping in and out of Lily’s throat, while he held the girl’s body up by her breasts.

The sensation was too much for Lily. Pain and pleasure mixed in methods that blew her mind. No longer caring what was done to her, Lily just accepted every sensation her body sent her way. It wasn’t long before she was having an orgasm, body contracting and spasming on all three men’s cocks.

Recovering from her orgasms Lily felt David begin to burst in her mouth. David’s strong cock shot cum to the back of her throat and straight down to her belly. Lily tried to swallow it all but was stopped when she felt James erupted inside her pussy, spraying his cum deep inside her womb.

The sensation sent Lily into another orgasms. Her throat closed around David’s cock as he was still pumping cum down her throat.

David withdrew his cock from Lily’s mouth, allowing her to collapse onto James, cock still inserted in her pussy. The worn-out woman was catching her breath when she suddenly realized Juan had not cum yet.

Knowing the routine, the three roommates had developed, James moved out from underneath Lily, allowing Juan full access to her body. Juan lowered himself to his knees, grabbing Lily by the hips, then started thrusting his cock in and out of Lily’s ass faster and faster.

Lily shrieked in pain and pleasure as Juan used her body, having her fourth and fifth orgasms of the night, until finally Juan roared and deposited the first 9 short of seamen to ever touch Lily’s bowls.

Juan withdrew his cock, allowing the thoroughly fucked woman to rest on the floor for a bit.

Lily was able to recover for about 10 minutes before she felt David pick her up. He placed her on her back on the couch. Kissing Lily on the forehead, David used his hands to spread her knees, then positioned himself between her legs before thrusting forward and entering her pussy.

Lily laid still, allowing David to use her pussy until the hot Asian man deposited his own load of sperm inside of Lily to mix with James’s.

Shortly after David was replaced with Juan. The monster dick pushing into new territory inside of Lily. She had a realization that she might never be able to go back to Marshal after this. Juan had wrecked her ass and was now ruining her pussy for all men.

It wasn’t very long before Lily had her sixth orgasm of the night when she felt Juan unload inside her pussy, mixing his sperm with the sperm of his roommates.

Lily ended up staying the night and all-day Sunday. She never put on any clothing while in the men’s apartment, allowing all three holes to be free use by the three attractive studs.

Lily left early Monday morning to head back to her apartment so she could begin the next week. She was both happy for the break from all the sex and sad that her pussy wasn’t gonna get filled tonight.