Olivia's Ordeal

by DirtyMartini

Caution: This Erotica Sex Story contains strong sexual content, including Fa/Fa, NonConsensual, Reluctant, Coercion, Lesbian, Fiction, FemaleDom, Rough, Humiliation, Group Sex, Black Female, Hispanic Female, Exhibitionism, .

Desc: Erotica Sex Story: A young woman goes to prison and finds sexual orientation rather fluid behind bars...

So many things were going through Olivia's young mind as she rode in the back of the van. Though she was uncomfortable from the cuffs and leg irons digging into her lovely olive skin, this was barely a distraction as she replayed the recent events of her life over and over in her head. It was dark in the back of the transport van, and the 20-minute ride gave her plenty of time to think. How could she have not known her boyfriend Kenny was dealing drugs? He seemed like a nice guy and always bought her nice things. How could he have set her up to take the fall? He had told her he loved her and they would always be together. What was life going to be like in her new home? She heard so many stories. Were all those dykey girls going to be staring at her pretty young body? God, the thought of it made her cringe...

She can still hear the judge's words, "90 days in the woman's unit at the county jail". She can still hear her lawyer telling her what a great plea bargain deal he got her. Great deal for whom, she thought, him? He gets paid and gets to go home to his wife. I'm the one going to jail.

After what seemed like an eternity, the van finally arrived at the main prison entrance. The driver said something into the radio and Olivia could hear the main gate squeal loudly as it slowly rolled open. Once inside the walls the van slowly drove down the long road to the intake building. As it rolled past the streetlights, each shone its light beam in through the small window on the side of the van, lighting up Olivia's blank expression with a slow motion strobe effect.

After a few minutes the van stopped at the loading dock. A few more minutes and Olivia could hear voices on the other side of the van door. The door opened quickly and Olivia could see two female guards.

"Step out of the van please."

Olivia got up and slowly walked to the back of the van, the chains from the leg irons clanging in rhythm with every step she took.

"Watch your step."

The two armed officers slowly escorted Olivia past the loading dock to a door. When they arrived at the door, one of the officers spoke into the intercom.

"One prisoner from central holding."

A loud buzzing sound signaled the unlocking of the door and Olivia was led in. She was escorted to a small, hard, wooden bench and told to sit. One of the guards took out a key and released the handcuffs from one of her wrists. She then took the freed cuff and locked Olivia to a large metal hook on the bench. Next, she bent down and released the leg irons from both ankles and tossed them in a heap against the wall. The guard then went over to a desk where a large female officer sat and handed her an envelope containing Olivia's jewelry and personal property. After a few moments of small talk, the two guards that brought Olivia in left. As they passed by Olivia one of them spoke, "Someone will be with you in a few minutes." Then they walked back out the door.

Gee, someone will be with me in a few minutes, Olivia muttered to herself. Well, they can take their sweet time. I'm in no hurry. She looked over at the officer sitting at the desk. She was a large, black woman about 30. She did not look up and did not seem in any hurry. At no time did she even acknowledge Olivia's presence.

Olivia looked around the jail. It was cold sitting on the bench. Olivia had goose bumps and the small hairs on the back of her neck were standing up. She was not shivering, but she was cold.

The gray painted cinder block walls did nothing to give the place a feeling of warmth. There were girls' names etched into the walls everywhere. In some cases a heart would surround two girls' names. Olivia stared at the wall where 'Lisa loves Pam' was prominently etched in bold letters and let out a small chuckle. 'That could never be me, ' she thought.

After a half-hour or so, the large black officer finally got up. She walked over to Olivia and stood directly in front of her. She was a large, imposing figure with a look of authority. She held some papers in her hand, which she kept looking at. After a moment she asked, "Your name?"

"Olivia Diaz" was the reply.

"Your age?"


"Social security number?"

"178-88-4953" was Olivia's quiet reply.

The officer then pulled out a key and unlocked Olivia's handcuffs. "Follow me" she said.

Olivia followed the officer to a small room down the hall that contained a desk with a computer and not much else. The officer reached into a closet and pulled out a plastic storage bin. She then removed a paper form from the top desk drawer and began filling it out. As she did she handed the plastic bin to Olivia.

"Remove all your clothing and place it in the bin, including your underwear. I see you have a shirt, pants, bra, panties, two socks and a pair of sneakers. I also need you to sign this property receipt."

"Can't I keep my underwear?" asked Olivia.

"No. You can't have anything you can hide things in."

As soon as she handed Olivia the property receipt, the officer reached in the bottom drawer and removed a pair of latex gloves from a large box. She put the gloves on.

"I need you to turn around and face the wall."

As Olivia turned and faced the wall, she could feel the officer's fingers probing her ears, bending each one back slowly. She then lifted up Olivia's long black hair and ran her fingers slowly through it in a deliberate methodical kind of way.

"You have anything on your person you should not have?"

"No," said Olivia; "I was searched just before I entered the court house."

"I have to do it again. Procedure, you know."

Olivia could feel that the officer let go of her hair as it fell back onto her neck and shoulders.

"Bend over for me."

'Oh God, ' thought Olivia. Olivia could feel the officer's gloved hands gently spreading her butt cheeks. She could feel her fingers probe her butt hole. Her fingers started to work their way down.

"Bend over a little farther for me. Touch your toes."

Olivia could feel the officer's fingers make their way down to her womanhood. Suddenly she felt a finger being inserted slowly into her and she let out a muffled moan. This was so degrading, she kept thinking. She tried not to think about it but the officer's slow movements actually felt good. After a moment she removed her hand.

"Turn around for me."

Olivia did as told.

"Open your mouth, wide."

As Olivia opened her mouth, the officer pulled out a small flashlight from her pocket and started examining her mouth.

"Lift your tongue."

Again Olivia did as told. As the officer turned off the light and put it back in her pocket, Olivia breathed a sigh of relief. The officer walked over to a small cart and came back with a one-piece orange jump suit.

"Put this on. This is what you will be wearing for the remainder of your stay. The snaps go in the front."

Olivia put on the jumpsuit as the officer watched intently. As she put it on she noticed only two of the four snaps actually worked. She could see in a nearby mirror that her breasts were clearly visible from the sides and if she leaned over, the top portion of her neatly trimmed pubic hair was exposed.

"Do you have another jumpsuit? This one is missing snaps. Please."

"No," said the officer. "It is the only one in your size."

Olivia was frantic. 'Oh my God, ' she thought. 'This is a nightmare. Someone please get me out of here. Please.'

The officer led Olivia out of the room and down the hall to a holding cell. There was another inmate in the cell, also in an orange suit.

"Wait here till we have your cell ready," the officer said. "It should be soon."

The officer closed the door with a sharp clang. Olivia tried not to stare at the other inmate. She was a large woman with close-cropped hair and faded monochrome tattoos. Olivia could make out the name Wendy tattooed on the girl's forearm. Oh My God, she thought. I would hate to be her cellmate.

"Hi, I'm Andy," said the other girl. "What you in for?"

"Possession," quipped Olivia. "My boyfriend set me up."

"Sounds like a boyfriend you don't need. Ever been with another girl before?"

"No, and I don't intend to," said Olivia sharply.

"Don't worry. You will. You'll be Gay for the Stay, just like all the rest. You'll see."

Gay for the stay. Those words cut through Olivia's mind like a hot knife through butter. There was no way Olivia would ever let that happen.

"Andrea Jackson?" a guard asked at the cell door. "Come with me."

Andy was led out. Olivia was hoping she could get her cell soon so she could lie down in peace and collect her thoughts. She was cold, she felt naked and she was scared. About 20 minutes later another guard appeared at the door.

"Olivia Diaz. Come with me."

Olivia was led down the hall to her awaiting cell. There were a few hoots and whistles from some of the girls in the cells as Olivia passed by. They finally arrived at the cell.

"24 North," shouted the guard. "Open."

The door opened with a loud buzz.

"Welcome to your new home."

Olivia didn't say a word as she walked into the cell.

"You get the top bunk," a voice said from below. Olivia could not see the face at first, but the voice sounded familiar. It was Andy. Oh my God.

"Hey, look who it is. We're going to have a real good time, you and me."

Olivia climbed up to the top bunk and lied down. She was tired. It was a long day. In a little while she was asleep.

Sometime later Olivia awoke to find a hand on her thigh. It was Andy. "What's up precious?"

"Please don't touch me. Please. I'll scream."

.... There is more of this story ...

For the rest of this story you need a Registration + Premier Membership
If you’re already registered, then please Log In or Register