Harold’s Weakness

Harold Gentry, a father of 2 girls and 1 boy, husband to a hard working wife, loves his family. He is a structural engineer. His son, Harold Jr., is in college, his oldest daughter, Hailey, is in high school, and his youngest daughter, Holly, is in high school too. His wife, Lorietta, is a sales representative for a national fitness center chain.

During Winter break, after Christmas but before New Years, Holly wanted to have a sleep over with some of her friends. Harold didn't have any problem with this, but this would soon prove to be the perfect storm for trouble. Lorietta was away for a week to help with a new gym opening, Harold Jr. was living in his apartment at college, and Hailey was staying over at a friend's house for the night. Harold would have to be the only one in charge of six young teenagers.

First to arrive was Teresa, then Maria, then Alyssa, then Becca, and finally Samantha. Harold left them alone and let them watch tv for most of the evening. He was busy working on some blueprints that needed to be done by the end of the week.

Harold got thirsty around 9pm and went to get a drink of water. While he poured the drink, he glanced down at the girls in the family room. They were all watching some Disney show. Harold couldn't help but stop and stare at Teresa. She was laying on her stomach on the floor. She was in great shape from doing gymnastics, he couldn't help but admire her butt. It was round and her tight pajamas seemed to disappear in between her butt cheeks. She must have a major wedgie or she was wearing a thong.

Jesus Christ, Harold thought to himself, and got hot. He drank the water quickly and went back to his office. He tried to get back to work, but he couldn't get Teresa out of his mind. Soon, he found himself logging onto facebook and looking her up. He found her and clicked on her profile. Her profile picture was of her in a leotard with a first place medal around her neck. She must be good, Harold thought as he clicked on photos. Her pictures popped up and he scrolled through him. She seemed to like showing off her butt because about 80% of her pictures had some part of her butt in the picture, if not the whole thing. Harold began to get an erection. Oh god, what am I doing, he thought to himself as he logged out and closed the window.

Later on at 11pm Harold went down to check on the girls. They were dancing around and singing Hannah Montana songs. "You girls tired?" Harold asked.

"No way!" they all yelled and continued dancing and singing.

Harold went back upstairs and went back to work and soon it was 12:30am. The music had stopped about 15 minutes ago and he wondered if they had gone to sleep. Harold went back downstairs, walking very slowly so he wouldn't wake the girls if they were sleeping. He looked around the corner into the family room and saw Holly and Maria sleeping on the couch, and Becca was sleeping on the floor with a bunch of pillows. He went in the living room and found Teresa sprawled out on the floor with some pillows and a blanket, Alyssa was on the sofa, and Samantha was in Harold's reclining chair.

He went back upstairs and found himself looking up Teresa's facebook again. He couldn't believe how perfect her butt was. He got another erection as he scrolled through her pictures.

Just then, there was a knock on his office door. He quickly clicked on the X to close the window and got up. He did his best to hide his erection, but there was a small noticeable bulge in his pants. He opened the door to find Teresa standing there.

"Hi Teresa, is everything ok?" Harold asked, concerned that something was wrong.

"No Mr. Gentry" Teresa said, "I was just wondering if I could sleep up here since I was on the floor downstairs."

"Of course you can" Harold told her, "You can sleep in here or in Holly's bedroom if you want."

"Can I sleep in here?" She asked, "Maybe Holly will go up there to sleep later."

"Yes, let me go get you some blankets and a pillow" answered Harold.

He went and got a sheet, blanket, and pillow from the linen closet.

Harold returned to find Teresa staring at his computer screen.

"Do you want to use it?" He asked as he walked in to the room. Then, Harold's heart sank. The facebook page with Teresa's photos was still up, he had missed the X when he went to close the window.

Harold stood there staring at the screen. He was trying to think of something to say, but couldn't. He just needed some excuse to tell Teresa why he was looking at her pictures.

Teresa looked at him and asked, "Were you looking at my facebook?"

Harold's mind was racing. What can I say he thought to himself. After an awkward pause, his mind was blank. "Yes" he replied, wishing he could think of some excuse.

Teresa didn't say anything.

Harold closed the window and finally said, "I was looking at your gymnastics medals and just kept going. You are a very good gymnast." He wanted to die.

"Thank you" Teresa said, starting to smile.

Harold smiled nervously and thought to himself, I have to get out of here.

"Do you want to see me do a split?" Teresa asked him.

"Uh, maybe tomorrow Teresa" Harold said as he moved over to the couch and laid down the pillow and blankets.

"Look" Teresa demanded as she moved her legs apart and went into a middle split.

Good god Harold thought to himself as he watched her lower herself to the ground. Her butt looked magnificent. "That's very good" He nervously said, chuckling a little, just happy that she wasn't mad he was looking at her pictures.

"I can go lower" She said to him, "But you need to help me."

"Uh, I think you should go to sleep Teresa" Harold said, worried about her intentions.

"I will after this" Teresa told him with a smile.

"Ok" Harold sighed, "How do I help?"

"Come push down on my shoulders" Teresa told him.

Harold went up to her and leaned over. He pushed gently against her shoulders and she slowly lowered herself to the floor. He couldn't push her anymore without getting off-balance.

"Ok, now get on your knees and push me down more" Teresa said in a nice but demanding way.

Harold got down on his knees and pushed her down further. He couldn't help but look down at her butt cheeks. They were so close to his crotch. He felt a rush come over him and he started to get an erection. He watched in horror as his penis grow and the bulge in his pants got closer and closer to her butt.

"Uh, ok, now you can get to sleep" he said quickly. His penis reached her butt cheek and briefly pressed against it before he could get his balance and sit back.

Teresa got up quickly and turned around. She didn't try to hide the fact that she was looking directly at his bulge. "Ha! I knew it! You were gonna jerk off to my pictures on facebook!" She exclaimed.

"What? No! No way!" Harold told her.

"Yes you were. You just got an erection." Teresa said.

"I do, but, I'm so sorry Teresa. I didn't want this to happen and I swear I was just looking at your facebook pictures to see what medals you won." Harold quickly blurted out.

Teresa smiled again and said, "Mr. Gentry, you don't have to lie to me! If you think I'm sexy then just tell me."

"Good lord, no Teresa!" Harold said.

"You don't?" Teresa asked, sounding unhappy.

"Well, I mean, you are a very pretty girl. But I don't think of you like that." Harold answered, trying to make her feel better.

"If I am pretty, then why don't you think I'm sexy?" Teresa asked him.

"Because you're my daughter's friend, honey" he said.

"So? You have an erection Mr. Gentry. I learned in Health class that if someone has an erection, it needs to be taken care of right away" Teresa said with a serious tone.

"You learned what?" Harold asked in horror, wondering what his daughter was being taught.

Teresa walked up to Harold and pulled on his arms so he stood up. His erection still making a bulge in his pants.

"Your erection needs to be taken care of" She said pointing to the bulge in his pants. "You either need to masturbate, or I need to do something for it."

"Look, uh, Jesus, you go to sleep and I'll worry about this. I'm so sorry Teresa, please forget this ever happened" Harold said.

"Mr. Gentry, this is my fault. Let me take care of it for you" Teresa smiled and quickly reached and grabbed his penis through his pants.

Harold put his hands up in the air, "What are you doing?" he asked.

"I'm going to make you ejaculate" Teresa replied nonchalantly.

"Oh my god" Harold didn't know what to do.

Teresa pulled his pants down, "You want to ejaculate right?" she asked.

"Yes, but... " Harold couldn't finish his sentence.

Teresa was looking at his penis that reminded him of when he was younger and fooling around for the first time with a girl.

"Yours looks different than Mr. Barnby" she said to him, moving his penis around in her hand to see it from every angle.

"The health teacher? Teresa, how do you know what his looks like?" Harold asked concerned.

"Because he showed it to us, duh" Teresa said as she brought her face close to Harold's penis. "It smells weird."

"Uh, sorry" was all Harold could think of, trying to make sense of what she had said about what the health teacher did.

"I'm going to do fellatio to you now" Teresa stated. Then, like a switch turned on, she put his penis in her mouth and began to suck and move her head.

Harold staggered and had to regain his balance. He instinctively pushed out his hips when he felt her mouth around his penis.

Teresa gagged and had to pull her head back. "Wow!" she exclaimed, "This is kinda hard!" She was smiling like crazy, proud of herself for being the first one of her friends to perform fellatio.

Harold stood in aw as she put her mouth back on his penis and started sucking again, a little slower and more careful than before. He could feel his penis get harder and he worried he could ejaculate. He pulled back, "Uh, wait a sec" he told Teresa.

"Why?" she asked, "Don't you like it?"

"Yes, it is amazing. But it feels too good if you know what I mean" Harold said.

"No, I don't" Teresa told him, wondering why he would want to stop.

"I don't want to cum yet" Harold said.

"What does that mean? Come?" Teresa asked him.

"Ejaculate" Harold replied.

"Oooooh, ok" Teresa said, thinking hard, "Then, come over here."

Teresa got up and walked over to the sofa and pulled down her pajama pants.

Ha, a thong Harold said to himself, that's why her butt cheeks were so visible.

She pulled down her thong and bent over. "Can we have sex please?" she asked.

"Oh dear" Harold said, "Yes, oh god yes."

He rushed over to Teresa and put his erect penis against her vagina. It was wet and he couldn't help himself. He pushed in slowly, forgetting that she was tight and sexy.

"Holy crap!" Teresa yelled.

"Fuck, be quiet" Harold said panicking.

Teresa put her hand over her mouth and she looked back at his crotch. Her face had a scared look to it.

This turned Harold on even more and he began to fuck her.

"mmmmm mmmmmmm!" Teresa's muffled screams of pleasure making Harold even more erect, which elicited more muffled noises.

He thrust against her and her butt cheeks pressed against his body, making a clapping sound. Her body was perfect, her butt was perfect, her butt hole was perfect.

"Oh Teresa" Harold said as he put his hand on her butt cheek and squeezed, slipping his thumb down to press against her butt hole.

Teresa moan louder, her hand still muffling the sound. Her body, unused to these sensations, convulsed and her vagina tightened. She just had her first orgasm.

Harold kept going and when he felt her vagina tighten around his penis, he knew he was about to ejaculate. But Harold could not stop.

His penis grew even larger and became hard as a rock. Teresa felt this and another wave of pleasure caused her body to contract and she hard another orgasm.

Harold thrust faster and harder and soon his penis started ejaculating. Shot after shot of semen poured into Teresa's vagina. Her body shaking with every shot. She was in pure ecstasy, he was in heaven, they were both breathing hard, their bodies moving, driven by pure pleasure.

As they slowed down, Harold realized that his thumb had gone halfway into her butthole. He pulled it out, while keeping his penis inside of her.

"Oh!" Teresa exclaimed, shocked by the feeling.

"Teresa, that was amazing" Harold said, out of breath.

"That was awesome" Teresa said back.

"Oh dear, I don't have anything to clean up with" Harold said, looking around for something to hold the semen inside of her.

"Don't worry, it'll be fine" Teresa said as she moved forward. Harold's penis flopped out and a stream of semen spilled out onto the couch. "Oh! Maybe not!" Teresa laughed as she got up and put her hand under herself to catch the semen. She ran to the bathroom to clean off.

Harold sat down on the sofa and laughed. Then it hit him, he just ejaculated inside of his daughter's friend. "Oh shit" he said out loud.

The next morning, Harold got up and went downstairs to make breakfast for everyone. Teresa was the first one down, and she whispered to Harold, "Thank you for having sex with me. I really liked it."

"Please, please do not tell anyone Teresa. Please" Harold pleaded.

"I won't" Teresa told him.

"Ok, thank you." Harold said, "And yes, it was amazing. You have a sexy body, honey."

Teresa smiled and sat down. The rest of the girls came down and sat down too.

"Did you hear something last night? It was like someone yelled something" Alyssa asked.

"Yeah, I heard it too, it woke me up" Holly said.

"I don't know what you're talking about" Teresa said with a grin.
The End