Teddy Intro (MAR 2014)
Teddy was born in Brazil in October 1995. Her father left the family when she was five and didn't remember him very well.
Her mother dated a lot of men throughout her childhood. They would take her and her mother out to eat, maybe to a theme park occasionally, or just to go shopping. Her mother's boyfriends always paid for them wherever they went and would sometimes just bring gifts when they came over, but they never dated long enough for Teddy to get attached to any of them.
Teddy began dating after she turned 18. She had brunette hair, brown eyes, and tanned skin. She was about a C-cup size, and had a thick Brazilian booty.
When she was at a park with her friends after school one day (she was still a senior), she ran into a boy a who had already graduated named Diego.
He was 20, had dark curly hair, was about 5'9" and had blue eyes. Teddy had been crushing over him ever since they met at the beginning of the year. He talked smoothly and calmly and had a deep and commanding voice as well.
When she started to talk to him, she realized he didn't even remember her from when they first met, but she was still so attracted to him and wanted to get to know him more, so she kept trying to talk to him when she could without being overbearing. Eventually, he agreed to hang out with her. He never seemed to care much, but she did.
Eventually, they started to date officially. Diego had a beautiful and long 7-inch cock which, after she lost her virginity to him, he started to teach her what to do and how to do it. She crazed over it.
Most of the time, he would fuck her pussy or her face, but almost every time they had sex, he would make sure that she swallowed every drop of cum he excreted. She didn't particularly enjoy it, but she did it for him every time.
About the same time her and Diego started dating, her mother met Jonathon. Teddy never got to know him very well, but she always felt like he looked at her a little to long for comfort.
About a month later, her mother said that her and Jonathon were going to go on a trip for the weekend and would be back Sunday night. Teddy was in her PJs for the night, a big t-shirt that went almost to her knees, with light-blue panties underneath.
Jonathon pulled into the driveway, came inside without knocking, and called into the house for her mother. "I'm almost ready, just grabbing the last couple things, be down in a minute!" she called back.
Jonathon saw Teddy, who had just walked out of the kitchen to see who was at the door. "Hey, Teddy bear!" He said, smiling at her.
"Hi," she said back.
"Hope you're doing ok, here I got ya something," he gave her a box. This was what most of her mother's boyfriend's gifts were usually in, so she wasn't surprised, and took the box quietly.
"Thank you," she said to him.
"You're welcome sweetie, have any plans for the weekend without us here?" he said to her and winked. She didn't really like him very much, but she figured he wouldn't stay with her mom for long anyways so she giggled and smiled back at him as she typically would do.
"No, not really. I'll probably just watch some TV and maybe go out to the mall with Diego." He nodded at her.
"Well, if you want, your mom wouldn't know if he came over and stayed the night over the weekend. I'm sure he could think of some more things to do if you ask him." He winked again, and she shuddered involuntarily.
Teddy heard her mom call out again and heard her footsteps as she descended the stairway to the front door. "Alright, I've got everything packed, I'll put these in the car and come back to say bye to you Teddy just give me one second."
"Okay mom," Teddy called back. Jonathon turned and watched until the front door closed again.
"Well, I'll miss you Teddy bear," and wrapped his arms around her and hugged her tightly. She didn't like hugs from her mom's boyfriends very much, but again, was something she had to deal with on a pretty normal basis growing up.
Her mom always got mad and yelled at her whenever she tried to move away or didn't hug back. It was probably her mom projecting anger that her boyfriends would express to her in private.
She put her smaller arms around his large back and turned her head to the side so her face wasn't smashed into his wide chest.
As he continued to lightly squeeze her body close to his, he said, "I have my number with a phone in the box I gave you, if you guys do anything I want you to send me a picture or video from it. If you don't I'll tell your mom you stole it from me."
She tried to move away but he held her tight. Then, he moved his large, rough hands down, got them under her shirt, guided them up her thighs, and squeezed her bare ass that was only barely covered by her panties. "I also have friends that know the address so don't tell your mom anything." Her ass cheeks jiggled as he let go of them and her shirt fell back down, just before her mom came back inside.
He let go slightly, kissed her forehead, and stepped back as her mom came up to her. A tear was forming in Teddy's eyes after going through the shock of what just happened.
Her mom hugged her, said "Now you be good this weekend, okay? No parties or boys over."
Teddy nodded her head as they hugged. Her mom let go and tilted Teddy's head towards her and saw the tear. "Oh my god sweetie what's wrong?"
Jonathon had his arms crossed. "She said she was just really sad to see us go for the whole weekend." Her mother looked back at her.
"Is that true hun?" Teddy thought of saying something but remembered what he said. 'I also have friends that know the address so don't tell your mom anything.'
She just nodded her head in defeat and felt more tears coming.
"Oh, I'm so sorry." She hugged her again. "We will be back as soon as possible; I would cancel it if we could get it refunded but all of the money is already spent." She said, attempting to console her.
After a few more minutes, Teddy's mom and Jonathon left the house and drove away. She opened the box, inside it she saw a smartphone, and a sticky note, with his number on it. She felt like throwing up.
After a long night of crying and trying to deal with what happened, Teddy turned on the phone, set it up, and connected it to the internet. She added Diego, her mom, and reluctantly Jonathon to her contacts.
She messaged Diego and her mom, telling them that was her new number. She did have a phone before, but it was a flip phone, she never had a smartphone before.
Not five minutes after, she got a message back, but it was from Jonathon. "Hey Teddy bear. Just wanted to make sure you have my number, your mom told me she got a message from you. Don't forget."
Any amount of recuperating she thought she had was all gone again. She hated him.
She got another message alert, this time from Diego. "Hey. home alone?" She just wanted her mind off things and thought he would be a good distraction. Part of her wanted to hide away forever, but she needed some distraction.
"Hi baby! Yes, I am, mom left yesterday."
About 10 minutes later, she got a message back from him. "On my way." Diego usually didn't ask; it was always what was going to happen. She was always head over heels for him, so she didn't mind it. She immediately put her makeup on and got dressed in her short shorts and tank top.
She waited for over an hour until she heard Diego's truck pull into her driveway. He knocked, and then opened the door.
"Hi baby!" Teddy came up and gave Diego a big hug. "Hey," He hugged her back. One of his hands went to her ass and she flinched for a second and then stopped herself.
"You okay..?" He asked.
"Yeah, I'm alright. I'm just happy you're here."
He smiled in response. "Let's go watch a movie in your room," he said as he let go of her.
"Okay!" And they went upstairs to Teddy's room. It was pretty small and had a lot of pink and purple girly decorations all throughout, including the blankets and pillows on her bed. She hopped onto it and grabbed the TV remote to try to find something to watch, as Diego came and sat beside her. He took off his shoes and kicked his feet up on her bed, putting his arm around her.
She finally found something, put her remote to her side, and laid down with him. They both wrapped their arms around each other and started making out.
Eventually, their hands coursed through each other's hair, and then to their bodies. Diego kissed and nibbled on her neck, and she gasped lightly in response.
His hand started pulling up her shirt, and she immediately took the whole thing off. She was already so wet and horny she didn't mind skipping a few steps.
His face moved down to her chest, and she closed her eyes as she felt his hands put light pressure around her breast, and then felt static throughout her body as his tongue stroked her nipple. She bit her lip, feeling his tongue rotate around it and his lips periodically close on it, sucking or lightly nibbling on it whenever he did.
After a few minutes of him playing with her, she couldn't take it anymore. "Baby fuck me," she whispered to him.
This brought him back up to her face and they passionately made out some more. "It's your turn now, then we will," he whispered back, and then she heard his zipper. She always knew this was the routine, but he made her so horny, she couldn't stand waiting longer, but that was Diego. A tease.
She sat up on the bed, as he continued to undo his pants. She never said no, so he knew she would obey without question. He grabbed his waistband and pulled his pants and drawers down, revealing his half-erect circumcised cock she had grown familiar with.
He always kept himself well groomed and washed, never any real negatives about giving him head except that it meant it wasn't fucking her yet.
