To the Con (Should Have Been Careful)

The time was approaching 7 am when Allison started to walk back from Jim's office. While in the shower with Jim, he had fucked her once again while she was bent over. She remembered feeling the water cascading down her body as she held onto the wall for dear life as Jim fucked her hard. Shortly after they had finished their shower, Jim convinced her to get back on the couch again on all fours. Jim reached into his desk drawer and pulled a bottle of lube out. Allison shivered as she remembered the sensation of the cool lube on her asshole. When Jim put his cock inside her ass, it was so painful. Never did she think that tonight she would lose not only her hymen but also her anal virginity too. Allison did her best to bear it as Jim fucked her ass. She was quite impressed by the middle-aged man's stamina as he was able to fuck her ass pretty hard before he came deep in her bowels. Allison cleaned up again and finally put her clothes on to walk back to her shared room with Ashley. When she arrived at the room, Allison saw Ashley sitting awake in the bed trying to call someone. She put the phone down immediately when Allison entered the room

"There you are! Oh my god! I was so worried about you. When I woke up, you were gone. What happened? Where did you go?" Ashley asked

"I'm sorry. Our neighbors were really noisy and I..." Allison had to think of a lie quickly "went to take a walk to clear my head. Guess I was gone longer than I thought."

"Allison, I've known you for ages. Remember that one time you made out with Andrew our junior year and you said all you guys did was kiss? I knew you were lying and found out he fondled you before you two were found out. I knew you were lying then. I know you're lying now" Ashley trembled a little bit "Your hair just got washed, I can tell. WHY?"

Allison could only let the tears fall from her face

"I'm sorry. I'm so sorry."

"What happened?" Ashley asked

"We had really noisy neighbors last night, and I couldn't sleep. I went to go talk to the night manager to take care of the noise and..." Allison paused

"And?" Ashley said getting more upset

"He said the only way he'd go take care of the neighbors was if I serviced his cock. So...." Allison explained

"Oh my god! Did you get ****? Do we need to call the cops?" Ashley cried out

"No....No we don't need to call the cops because" Allison took a deep breath "I wasn't ****. While I was servicing his cock, he could see how horny I was. So Jim, the night manager, took me into his back office. Unfolded this fold out couch and proceeded to fuck me. What he and I did...was completely consensual. The servicing his cock was a bit ****, but I could have easily left, but I didn't. The sex was completely consensual though. Jim fucked me about five times and took both of my virginities. I'm sorry" Allison said. I'm sorry was the best she could think of

Ashley took many moments to process what had happened. The girl she loved. The one she had loved for so long had just betrayed her. Not just betrayed her, Allison cheated on her mere hours after they expressed their love for one another. Ashley rose from the bed and walked over to Allison and slapped her hard in the face. Allison recoiled from the shock and saw tears flowing down her friend's face. Ashley said nothing and packed her bags quickly. She started to walk to the door

"What about me?" Allison asked

"You?" Ashley said incredulously "You can find your own way to the con. Or home. I don't give a fuck what happens to you anymore. Don't call me, text me, or message me ever again. If I ever see you, I will not hesitate to beat the shit out of you. You filthy whore! THAT'S WHAT YOU ARE! A NO-GOOD CHEATING WHORE!!!" and with that Ashley slammed the door and left

Ashley went out to the car and threw any of Allison's remaining things out onto the street and took off.

Allison sat in that room quietly for a few hours. Sometimes she would cry, others she would sob. Finally, there were no more tears left, and she needed to think about what her next move should be. She called home to see if her family could get her and take her home

After thinking of a convincing lie to tell her parents, she explained to them that Ashley had an emergency and had to leave immediately. Allison asked if her parents could get her

"Honey, we are super busy right now. Your dad is working, and I'm at your grandmother's house. Listen, why don't you use that emergency credit card we gave you and stay there for tonight. I'll come get you in the morning ok?" Allison's mom said to her

"Ok, mom" Allison said and hung up the phone. The girl went down to the reservation desk to extend her stay. She found Jim standing at the desk

"Well hello, again there miss. What can I do for you...this time" Jim said looking at her body lewdly

"I need to extend my stay please," Allison said and handed over her credit card

"Oh, I'm terribly sorry miss. The rooms are booked for the rest of the weekend" Jim said

"What? This motel is booked?" Allison couldn't believe it, and she was right not to. There were plenty of rooms, but Jim saw this as an opportunity to get into that girl's snatch again

"It's true. There's a group heading up to the winery nearby. Got the whole place booked. There is, however, an alternative."

Allison shivered but not in disgust but pleasure as she thought about what he could mean

"What is it?" she asked

"Come to my place. I've got more than enough room for you there." Jim said

"I can't. My mom is coming to get me here tomorrow morning" Allison replied

"I'll make sure you're back here before she gets here. There really is nowhere else to go unless you like sleeping on the street" Jim sneered at her

Allison considered her options. There was no way to get a ride out here from Lyft or Uber. There were no other motels nearby she could walk to. Her options were to either sleep on the street or go with Jim. She could feel growing wetness coming from her, and it wasn't just the cum from earlier.

"Ok, I'll go with you," Allison said

"Excellent. Sit right over there. My shift ends in an hour" Jim said

An hour later and the two were arriving at Jim's house. It was a bit run down but still neat. Allison looked over at Jim "Is there a Misses I need to know about."

"There's an ex-wife but no. No current Misses. Why? Are you looking to marry me after we fucked?" Jim chortled

"No...Don't want to cheat on two different people today" Allison said silently

The two entered the house, and Jim went back into his bedroom with her belongings and returned with a plastic tote

"Take all your clothes off. You won't be needing them for the rest of the day."

Allison said nothing and took her clothes off and put them in the bin. Jim took the container back into his bedroom and returned with a camera.

"Goddamn, you are just about the finest piece of ass I have ever seen. Let's take some pictures of that body of yours" Jim said to her

Allison had never modeled before, but Jim was a good photographer and directed her well. Jim took lots of pictures of her face and tits and her body and pussy. Jim had her masturbate for him, and he took plenty of pictures and video of that. Jim retired to his room after the pictures. "As much as I would love to fuck you right now, I need sleep for the...fun we're gonna have tonight. You can watch TV but don't keep it up loud. There's food in the fridge. Make sure you eat something. You're gonna need your strength."

Allison did as he asked. She watched a bit of TV and ate some food. She even masturbated again just because she was bored. Finally, Jim got up and ate food. He demanded Allison give him a blowjob while he ate. Allison got underneath the table and fished out his cock while Jim ate his food.

"Here comes your first meal of the night darling" and Jim came down her throat

Shortly after Jim's meal and blowjob, there was a knock at the door. Allison reflexively went to hide her nudity. Jim commanded her back into the living room "This is how you're going to repay me," and Jim opened the door

In stepped, a somewhat younger man than Jim but a lot stockier and behind him was a large black man.

"Gentlemen, presenting the reason I called you here tonight. Meet Allison. She will be our entertainment for the night" Jim said

"Damn Jim, you weren't lying when you said you had a Grade A piece of ass at your place. My name is Aaron. The large fellow over there is Mike."

"Hello" Allison couldn't hide her blush at all

"Told you guys she's top notch and until last night, Completely innocent. Tonight, let's make her into the proper whore she should be"

With that, Jim, Aaron, and Mike all dropped their pants to reveal their cocks. Jim's was respectable at 8 inches, Aaron's was smaller and about 6 inches, but Mike's was big at ten inches

The young woman didn't see, but Jim had set up cameras all over the place to capture the action. Aaron and Mike did a quick game of Rock, Paper, Scissors to see who would get their dick sucked first, and Aaron won. Allison moved her head up to Aaron's cock and started to lick and suck his hardening member. Jim took one of Allison's hands and put it on his cock, and she started to stroke him. Mike did the same, and soon they had all built a rhythm and with Jim and Mike getting handjobs. Aaron took Allison's head and started to throat fuck her. Allison did her best and thankfully because was wasn't as large as the other two men. She was able to deep throat him with little trouble. Aaron quickly pulled his cock out of Allison's mouth and shot his cum all over her face and tits

"My turn," Mike said "but I don't want a blowjob. Get on top of me and ride my cock."

Mike got down on the floor. His rock hard cock was pointing straight up. Allison straddled his waist and began to push the cock deep inside her. Mike was big and wide. It hurt to take him in, but Allison could control the speed and tempo. Soon she was bouncing up and down on his cock as orgasms washed over her repeatedly. Allison felt a hand bend her over and a lubed up cock lining up at her asshole. It was Aaron, and Jim had his cock lined up at her face. Aaron entered her ass as Jim started to fuck her throat. This was not how her weekend was supposed to go Allison thought I was supposed to have a fun time at Udon-con and see all my friends. Now here I am getting fucked by three guys that I don't know. I guess deep down. I've always been a slut. I just needed a cock inside me to awaken me. With that thought, Allison had the most significant orgasm of her life

Shortly after her orgasm, she could feel Jim shooting his cum down her throat and Aaron into her ass. Mike had more staying power and had her sit back up as he continues to pound her pussy from below. His hands were roughly mauling her tits. Finally, with a bellow, he came deep inside her.

The rest of the evening would proceed a lot like that. The men would play Poker, and she would be **** under the table to jack each of them off. The men would sit and watch TV as Allison sat on Aaron's cock and bounced up and down. All three of her holes would be fucked many times that night. Finally, all of the men were exhausted, and Allison had passed out. Aaron and Mike took some pictures of Allison while she was **** take great care to take many pictures of her pussy and asshole as cum spilled from them. Jim promised them he would edit the videos he had taken and cut them into any money made. With that, two men left. Jim took a glass of cold water and splashed it on Allison waking her up.

"Get up slut. It's nearly 8 am, and I imagine your family is gonna be getting to the motel soon to get your whore ass. Go get cleaned up."

Allison went into the bathroom and tried to clean all the cum off of her and from inside her. Try as she might, she couldn't feel clean anymore. A single tear went down her face as the last of her innocent self left her body, and her new inner slut took over. Allison finished cleaning up and went with Jim back to the motel. Her mom picked her up about an hour later.

Allison spent the rest of the weekend at home. Relaxing and recuperating from her ordeal. She went to look at Facebook and saw that her con friends had defriended her and Ashley had written on her wall the word "WHORE!" in big capital letters. Obviously, Ashley had told everyone what had happened and they had all immediately ostracized her. Oh well, she didn't need them anymore anyway. None of them understood her. At least not the new her. Allison saw a private message from David asking her if she wanted to come over next weekend and show him what she was all about. She messaged him back and said she'd be there and to be ready for the ride of his life

One month later

Allison returned to her normal life. Well as normal as it can be now. She immediately went and got on the pill. The weekend after Udon-con, she went to David's house and spent the weekend fucking him. Sometime during that weekend, Ashley came over to see him to find his cock deep inside Allison. Ashley said nothing but returned later with a baseball bat and wrecked David's house. Allison by the skin of her teeth was able to get out of there before Ashley turned her attention to her.

After that, Allison would see David occasionally but wound up spending more time at Jim's house. Jim, Aaron, and Mike made her feel the pleasure she never knew she had. Sometimes she would go to Jim's, or she would go to one of the other men's houses. That's how Allison came to find out Mike was married but the young woman no longer cared about such things. She only cared about cock and the pleasure it brought her.

Sometime during that month, Allison started to feel sick a lot in the mornings. She didn't know what to make of it, so she went and saw her doctor. They ran some tests on her, and the doctor came back into the room

"Allison, the last time I saw you. You were here to get the pill because you anticipated becoming sexually active yes?"

"That's right" Allison answered

"You weren't sexually active before taking the pill were you?" the doctor asked

Allison didn't respond right away. She knew what he was about to say "Why do you ask?"

"Because the results came back, you're pregnant" the doctor handed her the results

Allison looked down and couldn't believe what the results said. She was pregnant. The doctor gave her some reading material about expecting mothers. She thanked him and went to her car

Once the car door closed, Allison let out a loud cry and started to sob. How could she have been so stupid? What was she thinking? Her life was ruined now because she had unprotected sex. Then Allison let out another cry as she realized something. She didn't have any protection that entire weekend. She had no idea who the father could be. It could be Jim since he was her first or it could be Aaron or Mike. At least with Mike, she'd know if it was his when she gave birth. Oh god, she thought what am I gonna tell my parents? Or the guys? Allison elected to say nothing for now. There was nothing she could say that wouldn't make things worse

Six Months Later

It was another weekend at Jim's house. Ever since she had found out she was pregnant, Allison had spent more and more time at Jim's. Her parents were supportive even if they were very concerned about who the father was. They offered to help her in any way she needed. When she told David she was pregnant, he immediately cut off all ties with her and told her to scram. That was fine; she knew it wasn't his baby. When she had told Jim, Mike, and Aaron each of them was happy for her. They said to her, in no uncertain terms, that none of them would take care of the baby but if she was interested in making some money before the baby got here that there was a massive market in porn for expecting mothers getting fucked. So here she was. Jim's cock fucking her while Mike was throat fucking her and there were small nipple pumps on her tits to **** milk out. Aaron was videotaping the whole thing. The guys had bought a lot of expensive cameras and equipment to capture every session. This was Allison's fourth video today. The guys would sometimes bring in outside talent for videos with her. Just today, she fucked her first trans person and had gotten fucked in the ass by a strapon. Allison thought about her life as she moved to bounce up and down on Jim's cock her pregnant belly and tits jumping up and down. This wasn't the way her life was supposed to go, but she got to feel pleasure every weekend. She wasn't sure of the life her soon to be born daughter would have, but Allison would do her best to make sure it was a good one. Allison smiled for the camera and came to a deep, powerful orgasm as the guys pulled the pumps off her nipples and milk squirted from her lactating tits. Life wasn't so bad