Becky Freeman couldn't believe her luck. Here she was, an eighteen-year-old girl visiting a sorority house at the college she planned on attending in the fall, stuck sitting bored on a couch instead of exploring campus or checking out any of the weekend parties. As part of the school's orientation program she was paired up with one of the current students as a chaperone of sorts. In this case it was a girl named Dorothy, who unfortunately for Becky was in one of the back rooms of the sorority house getting stoned off her ass.
The skinny brunette high school senior was not a party girl by nature. She'd never done drugs, never smoked, nor had tried alcohol. While she was strictly opposed to drugs and smoking, she'd consider drinking alcohol if it happened to come up during the weekend--anything that might help her fit in when she arrived on campus for real in the fall.
Once more Becky looked around the common room bored out of her mind when her heart skipped a beat. The most gorgeous guy she had ever seen in her life just stepped into the house. Becky couldn't take her eyes off of him once she locked on, and even though she never figuratively drooled over a guy before, here was one she could literally do so with.
Antonio Azim entered the sorority house still undecided about what he would do for tonight. Did he want to revisit a previous conquest of his or was he in the mood for something new? It took but a moment before he found a cute, but not amazingly hot girl who was staring pretty intently at him. He smiled at her. To the unknowing observer it seemed like a warm friendly smile. Those who knew him however could tell instantly that it was something much more sinister. He had found his new target. He locked eyes with her while maintaining that smile and headed in her direction.
Becky was unsure if she was just dreaming or if what she was seeing was real. The adonis she just saw walking into the house not only smiled at her, but looked her in the eye. If the world were to end right now, she felt she would be really happy. But wait, he was walking her way. She couldn't help but notice the jet black hair, the broad shoulders, the perfect teeth and smile and that buff but not too bulky frame. She hoped that it was really her that he was headed toward, but she dare not look to see if anyone else could be the center of his attention.
As he got closer, he surveyed the girl--cute face, chipmunk cheeks, and really slender. No tits to speak of, probably no ass either but that was only a plus for him--more meaningful to completely fill up the tiny ones like that. When he finally spoke he chose his opener carefully. "Hey hot stuff," he said to her rather cooly. The way she lit up told him that he already had this girl practically wrapped around his cock.
She nearly had a heart attack when he called her hot stuff. No one had ever really said that about her before, and definitely not a guy so worthy of drooling over. In her mesmerized state she could only really say, "Hi," back to him. When he asked her if she was one of the high school kids on campus for orientation, all she could do was nod feebly.
"Dorothy must be your chaperone," he told her. "That's too bad, you're probably going to be here for a while unless... " He knew Dorothy, bigger girl, big pot head, but he knew he could turn the situation to his advantage quite easily. He'd have to remember to call her about losing her charge later.
"Unless?" Becky asked, still enchanted, her eyes never once leaving his face.
"Well, I could be your chaperone, take you around campus, let you see sites other than the couch."
Becky's eyes went as wide as they ever had--this perfect specimen of a guy was practically asking her out, even if it really wasn't that way. She hoped to play it cool, but her mouth was running off without her brain. "Couldyoureally? That'dbesogreat" she blurted out, words crashing into each other.
That charming yet sinister smile of his returned and he knew this girl was going to seem easy, but he had to play it right to get what he really wanted. "Name's Antonio, but everyone calls me Trip," he told her as he held out his hand to help her up.
Becky held out her hand to be grabbed by his. When their skin touched she swore that she could feel sparks fly between her and Trip. In response to hearing Trip's name, she said, "I'm yours," before quickly correcting herself and saying, "Becky, I'm Becky." Once she was up, he gestured toward the exit with one hand and moved his other arm around her. She was swooning as he led her out.
Even though Trip had other intentions for this tiny eighteen-year-old, he was still a man of his word. One arm around her the whole way he took her around campus, showing her the sights on a Friday night, telling her about some of the history of the school and famous things that had happened. The entire time Trip was quite sure that she hadn't heard a word of it. At the end of her tour was his own frat house of course.
Becky thought the scene she walked into at the frat house was more like what she expected--an actual party was happening here complete with loud music, beer pong, and of course beer. She couldn't have been in the house for more than a minute when Trip gave her a large plastic cup full of what she guessed was beer. Even though she was hesitant, Trip's smile once more disarmed her and she took her first sip of beer.
Trip couldn't help but grin, knowing the large beer he just handed her was laced with a little mixture that he got from his uncle Tony. At first it would make her a bit more aloof and susceptible to suggestion, then after a while it would just make her sleep really well. Now Trip wasn't the kind of guy who'd fuck a girl while she was asleep or passed out, but he still needed her asleep to get things prepared.
For Becky the beer was rather bitter, but it was her first taste of alcohol. She had to admit to herself that she didn't actually like it, but she still didn't want to look like she was weak in front of Trip so she did what made the most sense to her--she chugged it down so she could just be done with it.
Trip wanted to laugh about her quick imbibing of the laced beer on an empty stomach, but he knew he just had to wait a little bit. In the mean time, he'd show her around the party, dance with her some, and introduce her to new people.
Becky found that being at a party with Trip was unlike anything she had experienced before. More guys than she could ever remember were checking her out, and even most of the girls seemed to be in awe that she was getting all of Trip's attention at the party. Some even seemed so upset at it that when they looked over at Trip they quickly turned their head away and tried to find something else to look at.
Being able to read people at parties was always a fun experience for Trip. All the guys were checking out the girl he'd nabbed tonight knowing just what she'd be in for later. Many of the girls at the party looking lustily at him and jealously at his current target. But the girls who quickly looked away made Trip smile the most--they were the ones who used to lust after him but had already been conquered.
Trip and Becky talked, danced, and generally checked out the party for about forty-five minutes before Trip asked her if she wanted to check out his room upstairs. She nodded very enthusiastically yes, not aware that anything was different, just enjoying herself. As they walked to the staircase, they were stopped by a rather big guy who got a squeak of surprise out of the high school senior.
"Come on Trip, you know the rules. If it's a girl's first time upstairs, she's gotta face the initiation first." Trip of course knew this. It was actually his idea in the first place.
"That's right, sorry Becky," Trip told her. "Are you willing to go through the initiation? Some girls find it really embarrassing and won't go through with it. It's okay if you don't want to."
Becky was getting a bit disappointed, she was really looking forward to going upstairs with Trip now, but she figured she could probably make it through the initiation. "What is it?"
The big guy answered her, "Look up there." And there was a board with pictures of what were pretty clearly girls' asses in panties getting spanked. "Twenty smacks to your ass in your underwear by the guy who's taking you up."
She was clearly hesitant for a moment, but her desire to go up overcame her--that and the fact that it was Trip who'd be spanking her. If that's what it took to go to his room, who was she to protest. Granted, if she was completely sober, she would have protested, but her brain didn't remember that at the moment. "I'll do it," Becky told them.
Before she could say anything more in response she was already finding herself bent over Trip's lap on the couch. He was more than practiced enough that he undid the button to her khaki's while pulling her down. One of the girl's at the party who had been through it before with someone else helped pull Becky's sandals off and tugged her pants down her legs. Whereas most girls still had their pants on while being spanked, Trip indicated with a look that he wanted her pants completely off. Once they were on the floor, he started to smack her ass.
Becky cried out, she was a bit surprised at how hard that Trip was smacking her ass. It wasn't until about halfway through that her mind made the connection that he couldn't go easy on her since she was being watched getting her initiation at the moment. However, it didn't stop her from crying out with each sting to her tiny ass.
Trip knew he chose the right girl for the evening with each smack of his hand on the extra small purple panties that clad Becky's ass tightly. Just like she looked, this girl was small with no real ass to speak of. It did actually sting his hand but it was worth it, especially for all the pictures and video being recorded by the cell phones of the onlookers.
'My ass is on fire' Becky thought to herself as Trip alternated between cheeks. But soon enough it was all over and she was let up. Both hands instinctively reached back to rub her ass, not really thinking about all the people watching her right now. Her brain, in its not-so-sober state didn't register the fact that she still didn't have pants on as Trip led her upstairs.
Trip took her up the stairs, leaving her pants and shoes behind on the floor by the bouncer, knowing she could get them in the morning. He led her up the stairs and finally to his room. He grabbed his key, opened the door and took her in. He pointed Becky to the sign on the opposite wall of his neat looking room as he reached down and unbuttoned and took his shirt off, revealing his hard abs and strong chest to her.
Once more she was ready to absolutely swoon. He took of his shirt for what she thought was no reason and was ready to go back to the drooling stage. Her mind still hadn't registered that something was amiss, but when he pointed at the sign again she finally read it. "You are now entering a topless zone," she repeated the words out loud. That explained why he was topless. This time her brain fought to protest, but looking at him still pointing at the sign, she knew to stay she'd have to pay the bounty again and she set the purse that had remained all this time on her left arm down on the bed and reached down and started pulling up the T-shirt that she had on.
While this was not his favorite part of the pre-event, it was definitely one of them. With or without the drug, most girls still followed what the sign said. He watched as she pulled her T-shirt up revealing a matching purple bra encasing nearly nonexistent tits. Soon the bra followed it, revealing those small barely a-cup tits that he expected, but at least they were topped off with nicely defined pink nipples.
The pre-frosh girl still didn't realize that she was in some nearly complete strangers room in just her panties. As much as her mind may have been expecting it even in its befuddled state, Trip was a complete gentleman, just talking with her, learning more about her, why she wanted to go to school there. Soon phase two of the booze and drug mixture started to take its effect and she started falling asleep to the small talk they were sharing between them.
When Trip was sure that Becky was completely out, he went to his desk and put his cell phone on top and reached in one of the drawers and pulled out a second cell phone. He turned on the screen on the second phone and started looking through the directory. Two things were rather obvious about this phone. The first was that every contact on the phone was a girl. The second and much more obvious one is that every contact picture as he scrolled through was an up-close picture of a girl's asshole, with just enough to see fingers that may have been spreading the cheeks for the pictures.
Naturally these were pictures of the asshole's of the girls whose name was attached to the picture. It was one of his amusing pleasures, a unique way to demean the girls even further than he normally had. Finally he found Dorothy's name like he was looking for and hit the call button.
"Hello," came Dorothy's voice rather slowly.
"Hi Dorothy, this is Trip," he said confidently into the phone.
In the background he could hear clatter as she apparently fell from wherever she was sitting or laying as she answered the phone. With a hurried but clearly nervous voice she responded, "Oh hi Trip."
He got straight to business now that he knew he was in control of the conversation. "So, I hear you're chaperoning again this weekend. How is your little charge?"
"Um, fine I guess," came the slow reply of Dorothy.
"Yeah, she's sleeping pretty calmly right now. She's got a real tight body, thanks for leaving her there for me, I'm bound to enjoy it."
More clatter as she was apparently getting up to look for Becky. She didn't speak for a few minutes while he could hear her panic as she searched. With her voice sounding flustered she finally responded, "You didn't?"
"Oh I did. I'm watching her sleep right now," Trip told her, the maliciousness in his voice more than apparent.
"Fuck me," he heard Dorothy respond over the phone.
"Great idea hon. Tomorrow night, you'll be here six o'clock, naked, face buried in a pillow and your ass ready for my cock."
Another pause before in a very submissive sounding way Dorothy responded, "I'll be there Trip."
Without another word Trip pulled the phone away from his ear and hit end. Trip knew that Dorothy would be dreading her visit tomorrow. He had a reputation on campus, though it wasn't always talked about. Trip was the ultimate chauvinist, something inherited from his family. The men in his family were of the belief that every girl needed to know what it felt like to be taken in the ass at least once.
As strange as the belief would be, it was definitely not a secret within his own family--it was talked about rather regularly. Trip heard reference to his mother, his aunts, his cousins all being fucked in the ass. In fact Trip was even there when his older sister brought her first boyfriend home and his dad told the guy to make sure he enjoyed her ass--right in front of her.
Trip took the family's belief even further. Since reaching college, he came up with a new philosophy of his own--that if a girl wanted her pussy fucked, she needed to earn it. And since arriving at college, his cock had not entered a single girl's pussy. He's made them service him with their mouths occasionally, but all of them knew the feeling of having his cock in their ass. Most of them only once, since he kept to letting as many girls as possible experience it. Dorothy would be a rare exception to the rule. The fat girls always found it more humiliating than most. The popular girls did too, but it was something special with the fat girls.
With his phone call to Dorothy done, Trip got up and went over to Becky, checking her purse for her phone since he'd need her number for later. Once that was taken care of, he reached out to Becky's panties, to start the work prepping her.
Becky woke up slowly, stretching her naked body out on the bed. When she finally opened her eyes, she looked around realizing she was in a strange room. She looked down at her body, realizing she was naked in this strange place when she received a shock from the fact that her pubic hair was gone. She certainly didn't remember what led to that. She looked around and then remembered some as she saw the gorgeous guy she was with the night before.
"A good morning sleepyhead," Trip told her, that smile once more on his face. "I can tell by the look on your face that you're having a hard time remembering what happened last night. No, we didn't have sex, but you did put on quite a show." Trip's hand pointed at the computer monitor on his desk, which was scrolling through a slide show of pictures.
Becky looked on in horror at the computer monitor seeing pictures that were all clearly her. Some were positioned as she was apparently shaving her own pussy, another of her being spanked, several of her red ass after the spanking, and even some of her sucking on dildos. As more and more photos appeared on the monitor she simply couldn't look at them any longer and turned to look at Trip. "What are you going to do with those?"
Trip smiled and held up Becky's cell. "I thought they'd make a great collage for your parents to see your first college weekend. Perhaps your grandparents would like a copy too?"
With the threat Becky's face showed Trip that he had the girl right where he wanted her. She shook her head, the fear evident in her eyes. "Please no, you can't do that. There must be something." Becky was no idiot, she knew sex would have to be involved, but it was better than those pictures going out to her family.
"Oh there is," Trip told her. "Off the bed. Bend over the end of it, reach back and spread your ass for me."
The high school senior just stared at him silently for a whole minute. She was just hoping that he'd say he was just kidding, that it was a late April Fools joke. "What are you going to do?"
"Well, considering that I barely met you last night and you're already naked on my bed, you don't seem like the girl who deserves to be treated like the sweet and innocent type. The girls who show that they deserved to be treated well get fucked in their cunt. You," he got ready to finish with that grin on his face, "are getting fucked in the ass."
Her face cringed, she couldn't believe what was happening, the choice she was being faced with--letting her indiscretions be seen by her family, or take it in the ass for the first time. When she opened her eyes to look at him again, nothing had changed, he still looked relaxed, confident, and in control completely. Even as she was going over the decision in her mind, her body was acting like it already knew what the decision was as she crawled off the bed and moved to the end of it and laid down, her face in a pillow and her ass sticking up. Deciding she had no other choice given what she got herself into, she reached back and separated her ass cheeks.
Trip knew he could just wait, that she'd work it out, and to no surprise of his he just watched as she assumed the position. Grabbing his cell phone, he looked for where he inputted Becky's name--it was time for the contact picture. When he moved behind her to take the picture, he stopped for a moment a little surprised by how tiny and perfect the puckered little hole looked on this girl. It took him longer than normal but he snapped the picture and added it to her contact.
A groan escaped from Becky's lips as she heard the sound of the cell-phone picture, just another humiliation to add to the day for her. Besides the fact that she expected what was about to happen would hurt unlike anything she'd experienced, she had to admit to herself she was a bit disappointed--Becky was no virgin after all, and she had honestly expected to save her final cherry for the man she was going to marry, but to lose it after being completely stupid around a guy she thought was hot was the most humiliating aspect of the scene for her so far.