Uncle Charlie Helps Out 2
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"How's it going?" I asked my brother. If I knew Tommy, he was barely making it. His entire life was juggled bills and loans to get by that month.
Today, we were at our parents' home to celebrate their 40th wedding anniversary. Their two sons came out as different as could be.
I was financially stable. I had plenty of money to live on and enough extra cash to purchase almost anything I wanted. I was single. I had no desire to marry because I loved to play the field of women.
Tommy married his wife Julie when they both were just 20. At 38, Julie was still a slender and attractive blonde. The major downside to her beauty was she had almost no tits whatsoever. Julie became pregnant during the honeymoon and their daughter Katie was born. Three years later, Tommy and Julie had Kyle. They became smart and Tommy got snipped. They weren't financially intelligent enough to afford more kids. They could barely afford to feed themselves.
Grandkids made Tommy more popular with my parents than me. I was okay with it. I didn't fault my parents for liking more the son who provided them grandchildren.
I noticed daughter Katie increasingly over the last couple of years. She had her mom's blonde hair and slender body. The best thing about Katie was that she developed the tits her mom never had. Katie's tit genes must be from my side of the family. My mom, while not busty, was at least average-sized. Katie's thin body with regular tits plus her blonde hair and blue eyes were a stunning combo.
Tommy had trouble holding jobs so Julie provided most of the family income. She brought in enough for them if they lived frugally and on a budget but that was the problem. They weren't wise in what they spent their money on. Tommy in particular was an unrestrained money sinkhole. Too often I saw him with the latest electronic gadget.
"Okay," replied Tommy to my vague question. "I'm hoping some friends will give me an extension on money I borrowed from them."
"That's good," I said. Tommy never asked me for money. He knew what I thought about how he managed his finances. I talked to him a couple of times about taking responsibility. When I recognized my brief lectures fell on deaf ears, I stopped mentioning it. Tommy was going to do what Tommy did. I couldn't change that so I no longer worried about it and instead just accepted it. I hated to see his family live on the financial edge but I would be an enabler if I was a money crutch. He needed to experience the consequences yet I couldn't understand why he never learned anything when they occurred.
As I casually talked to Tommy, his daughter Katie caught my eye. She dropped a potato chip on the floor and bent over to pick it up. Her jean-clad teenage curves looked very attractive. The girl was beautiful. If she wasn't such a sensible girl, I was sure her virginity would be gone to one of the many boys that probably asked her out. How she came out as such a good girl and not a rebel from growing up in her family was beyond me. At least, she was something in life that Tommy and Julie did right. With college not too far in her future, I only hoped Katie grades were good enough to receive scholarships. There was no way her parents could afford to help out.
Tommy continued, "I'm hoping I can put them off a little longer. I've asked for so many extensions."
"Sounds like you have good friends," I acclaimed.
"Yeah," he said. I noticed his voice trailed off. He held something back. I decided not to ask. If he wanted to say, he would.
"Katie's become quite the young woman," I said. Too bad she was stuck with a loser father like my brother. I knew Katie loved her dad but things could be so much better for her.
"Just like her mother," he said. "And smart like Julie too."
Julie was smart. I knew that for sure but she must not be too smart because she stayed with my brother for the past 18 years.
Tommy said, "We all went to Disneyland for Katie's 17th birthday."
I masked my feelings. Here was a textbook example of Tommy's stupidity. He blew how much at Disneyland? Katie would be happy with a lesser celebration. The last phrase I would ever describe Katie as was a "spoiled brat" who demanded to go to Disneyland. The theme park adventure had to be completely Tommy's idea.
"How fun!" I replied.
"Tommy," called Julie, his wife.
We separated. I went into the kitchen. Katie was in there with her grandmother, my mom.
"How's school?" I asked the teen vision.
"Good."
"Good grades?"
"Yeah."
She was a smart girl, but Katie was always one for short responses. It must be a teenage thing.
"Have any plans for college?"
"Some ideas. Nothing definite. I hope to know more soon."
I took that to mean "prospects are disappointingly dim".
"You've grown up so very beautiful," I complimented.
"Thank you, Uncle Charlie. Do you really think so?"
"I don't think it, Katie. I know it. You're very beautiful."
"Thanks," she answered again.
I noticed she watched me as I walked off into the living room.
"Charlie," Tommy called to me. "Can I talk to you?"
That was a strange question. We were just talking a moment ago. Katie walked in and plopped her cute little ass on the couch and watched the TV.
"In private," my brother said.
We opened the sliding glass door and stepped out into the backyard. Tommy closed it behind me.
"I know it's a bad idea to borrow from family," Tommy began. "And I try to never ask you but we are in a bit of a bind right now."
Through the window, I saw Katie turn to lay on her side. She truly was an amazingly beautiful girl. I couldn't keep my eyes off her during this visit with family. I knew I was sexually attracted to my niece. It was a strange but I couldn't deny the feeling. It didn't even feel that wrong to me. I got horny over my niece!
"How much?" I asked.
"Well ... um," he hemmed and hawed.
"Would a thousand dollars do?" I said getting to the point.
Tommy gasped in surprise. He said excitedly, "Yeah ... yeah."
"I can't just give it to you."
"I know. A loan. I'll pay you back."
"Not a loan."
Tommy looked confused.
"You will sell me something."
Tommy looked even more confused.
I pointed into the house.
Tommy didn't understand.
I shook my finger toward Katie.
I couldn't believe Tommy couldn't catch on. Was he that stupid? This was our parents' house. He didn't own anything here. What else could I mean?
"I want Katie," I clarified.
"Katie?"
"For one thousand dollars, I get to spend all night with her."
"You mean... ?"
"She has to agree to do whatever I want. Katie's a good girl, Tommy. I'm sure she'd be willing to help out the family."
"You..." He tried to form words.
"She's going to do it sometime. Why not with a family member who loves her and will treat her right instead of some strange boy she barely knows? Be reasonable Tommy. How else are you going to get a thousand bucks that you don't have to pay back?"
"Julie..."
"Don't tell her," I answered quickly.
"Uh..."
Tommy was actually contemplating about it. That's my brother! He was willing to sell his family if it benefited him.
"Think about it."
"Sure. Sure. Thanks, Charlie."
"Talk to Katie and call me if it's a go."
It didn't take as long to hear back from Tommy as I thought. He called a couple of days later.
"I really need the money by Monday if possible," my brother said.
"That works out. Katie stays with me Friday night. I bring her back Saturday by noon."
"All night?"
"Sure. For a thousand bucks, it better be all night."
"But you're buying her virginity."
"Tommy, Tommy" I said. "This is not the time to quibble. Do you want the thousand dollars?"
"Yes." I could hear the resignation in his voice.
"And Katie understands what she will do with me?"
"She wants to help our family."
"She's a very good girl," I flattered.
"Yeah," he said but then I think he caught my second meaning. "You're going to be nice to her, right?"
"You need to make sure Katie knows that she needs to do everything I ask of her."
"You're not going to doing anything kinky, are you?"
"Depends on what you mean by kinky," I answered. "I'm not into bondage and pain if that's what you mean. I'm just going to fuck your beautiful daughter. Nothing kinky about an uncle fucking his niece is there?"
Tommy breathed in deeply. "Katie's taking it surprisingly well," he said. "Much better than me."
"She understands but most of all she loves you and Julie and her brother."
"Yeah, yeah. Love." I could hear Tommy trying to accept my justification for what was going to happen Friday.
I explained some brief details on how I wanted to pick up Katie before I took her to my house.
"So what about Julie?" I asked.
"She'll never know. Katie will ask to spend the night at one of her girlfriends and I'll say 'yes'."
"You're a good, dad," I praised. I knew he wasn't feeling that way right now. How could he when he was selling his daughter for a sexual night with her uncle?
Katie sat on a bench at the indoor mall in front of Victoria's Secret like I requested. I quickly sat down beside her which startled her.
"I should have mentioned how I wanted you to dress," I said. Katie was in faded blue jeans, a sweatshirt, and tennis shoes.
Just as quickly as I sat down, I now stood, grabbed her hand, and pulled her to her feet. I held her left hand tightly in my right hand as we walked.
"I'm not in the right clothes?" she said with worry in her voice.
"My fault," I explained to my niece. "I should have specified what you should wear. What you have on isn't very sexy. For what we have planned, I would have liked you in something more alluring."
"Sorry, Uncle"
"Like I said, it's my fault and please call me Charlie."
"Okay, Charlie."
Katie walked with a surprising spring in her step. I expected to half-drag her along reluctantly since she was only here because she agreed to help the family. I assumed she was still disinclined but she was skilled at hiding it.
"So how are you?" We reached my Lexus. I opened the passenger door and Katie got in. As I drove off, I asked again, "How are you?"
"I'm okay with it, Unc ... um ... it feels weird not to call you Uncle. I'm okay with tonight if that is what you are asking."
"You're a very good girl and a very beautiful one at that." I rubbed her thigh.
She glanced at me and then looked out the window. I saw some of the anxiousness I expected from her.
"Thank you for saving yourself," I said. "I love virgins."
Katie reasonably didn't know how to respond so she didn't.
"We're going to have a fun time, Katie."
It was a 45 minute drive from the mall. I parked in my garage. Katie was about to get out.
"Let me," I said.
I went around the car, opened her door, and guided her inside with her hand in mine. I knew it was a while since Katie was at my place but I didn't bother with the tour. I guided her straight to my bedroom.
"Stand right here," I said as I placed her at the foot of my bed. "Do nothing on your own for now unless I say so. Understand?"
"Yes," she said.
"Let me just stand back and look at you." I retreated back to the doorway. She stood about five foot four. She had slender arms and slender legs even for a 17-year old teenage girl. Katie's sweatshirt masked her small waist and her average-sized tits.
"Turn around," I said.
Katie's straight blonde hair went half way down her back. I marveled at how her ass filled out her jeans. She had a small ass appropriate to her body size but also the curves appropriate to her final stages of transition from girl to woman.
"Face me again," I said.
I looked into her eyes. I gave her credit. She didn't look down or stare away as I explicitly lusted over her. She looked right back at me.
"You're amazingly beautiful, Katie," I complimented. My flaccid cock stirred as the anticipation of future events moved closer to present time.
"Thank you," she said politely.
I was glad she was good natured about this so far. This would make our evening and night go better for the both of us.
"You know your mother was only 4 years older than you are now when she gave birth to you," I told her.
"Three years," Katie corrected. "She was still 20."
"I see."
"Mom was barely twenty when she married Dad."
"And she became pregnant with you right away," I said to finish the story.
"Yeah," she said.
"I'm glad she did."
"Because of tonight?"
"Because you're a wonderful girl and I've loved seeing you grow up."
"Why didn't you have kids of your own, Uncle Charlie?"
I wasn't going to let myself be psychoanalyzed by a teen girl that I would fuck very soon so I didn't answer. I just walked up to her, put my hands behind her, and firmly grabbed her ass. I pulled her against me, leaned down, and kissed her.
Katie stiffened due to my unexpected actions then the knowledge of what I wanted and why she was here kicked in, so she kissed me back. She opened her closed lips in response to my probing tongue. As soon as she opened her mouth, I pushed my tongue to the back of her mouth. Katie coughed. I brought my right hand up to the back of her head so she couldn't retreat. She relaxed as she got used to my prodding tongue and let me do whatever I wanted. Good girl! That was exactly what I wanted from her.
"Tasty!" I said when I finally broke away from her lips.
Katie looked more flustered by my comment than by my deep kiss.
"Don't you think so?" I piled on to her discomfort.
She shrugged. It was a good way to sidestep my teasing.
"Let's move on," I said. "By taking off."
I pulled up on Katie's sweatshirt. She cooperated by lifting her arms. I lifted the shirt off her and dropped it to the ground. I looked down at her bra-encased tits. I kissed the top of each tit. She released an audible breath both times when my lips touched her tits.
"Yummy!" I commented.
I circled behind her. I unhooked her bra.
"Sproing!" I gave as a sound effect.
I circled back to her front. I slid down the shoulder straps. The bra came off. I took a step back to admire her tits. Full size B. Rounded not pointed. Excellent tits for Katie. Much better than her mother, Julie. Was Julie even a size A? The only time Julie had any tits was right after giving birth to Katie and to Kyle because of breastfeeding.
"Wonderful," I said as I grabbed each tit fully in a hand and squeezed them. I gave her nipples a pull. I crouched down and covered her right tit with my mouth. I gave a firm suck and then slowly closed my mouth until I only sucked on her nipple. I repeated the actions with her left tit.
"Lovely," I said. "More later."
I crouched before her and untied her shoes. I took her shoes off followed by her socks. I rose up on my knees and began on her belt. After her belt, I opened the jeans buttons and undid the zipper. I paused and looked up at her.
"Hey, Katie!" I said.
She looked down at me.
"Are you ready?" I asked.
"I think so," she answered and shrugged.
"Are you ready?" I repeated.
She understood what I wanted to hear. "Yes."
I pulled down on her jeans. I had to wiggle her jeans to get them over her hips. It was then easy and I slid them down.
"Step out," I said.
Katie complied.
I rose up on my knees again. Katie was now before me in only her panties.
"I will buy and send you some sexier panties," I said as I stared at her plain white panties.
"Okay," she answered. The anxiety that I expected was upon her.
"It will make you more at ease if we get this over with," I said. I began to slip her panties down. "You will not wear anything until its time for me to take you back so you might as well get comfortable with it."
Katie's blonde mons came into view. I gently slid the fabric away from her crotch. I saw her clitoris and then her soft pink pussy lips.
"Beautiful," I whispered. This time I said it unintentionally and not to tease her. I stared at what was going to entertain and occupy my time most of the night.
"You're so beautiful, Katie," I said louder and intentionally.
I completed pulling her panties down until she was completely naked.
"Let me look at you now," I said. I stood and backed away to the doorway.
It was too far away for the detail I wanted. I cut the distance in half.
"Beautiful," I repeated. "Incredibly beautiful."
Katie smiled at my compliments.
"That's it. Smile for me. You're even more beautiful when you smile."
This was cool. Katie appeared to like the looks from me, her Uncle, on her naked body.
"Great tits," I said. "Now turn around."
"Excellent ass," I said seeing her backside. "Now bend over at the waist."
Katie stayed compliant.
"Damn, that's gorgeous," I said as I looked at her virgin pussy. Katie's little pussy with those wonderful lips were going to be mine tonight. My cock was going to be the very first man-meat in her pussy. My cock throbbed its eagerness. She looked small for what I hoped to do in the morning.
"Turn back around," I said. "I want you to watch me. Keep your eyes on me."
I sat on my bed to remove my shoes and socks and then returned to stand before Katie. I pulled my shirt off to reveal my chest. The very chest that would press down against her tits as I thrust inside her nubile body. I undid my belt and unzipped my pants. I pushed them down and stepped out of them. I was pleased that Katie's eyes gravitated to my tented briefs. The outline of my big hard cock was very obvious. I was about to abruptly pull my briefs down when I decided to show my back side first. I turned and dropped my briefs. I turned my head and saw Katie stare at my ass. My ass contained muscles that would drive my cock in and out of her pussy.
I turned to face her. My erection stuck straight out. Katie looked at my cock and then up at my eyes.
"Keep looking at my cock," I said.
She looked at it again and then gave a small indecipherable smile.
I couldn't read her face at all. Amusement? Fear? Excitement? Dread? Apathy? I wished I could read her mind at this moment.
"Come," I said. "Get on the floor on your knees before me."
I saw her take a deep breath. I assumed she mustered up the courage and willpower to continue. The time was now. My cock would touch her body. She sank down in front of me.
"Up on your knees," I said as I took a small step forward to bridge the distance between us.
I turned my hips back and forth to rub my hard cock over her cheeks, over her nose, and across her lips.
"You ever done this before."
"I've only kissed a couple of boys."
"That's it? Just some kissing?" I was surprised. She was a virgin but I expected she did more than that.
"Just quick kisses. Nothing much."
"So my kiss a second ago was your biggest kiss ever."
"Yes."
Wow! Even better.
"Open your mouth," I said. "Look up into my eyes as we do this. I want to see you. Understand?"
"Do you want me to suck your cock?" Katie asked.
"No. Something like it." I imagined my response left her confused.
I moved my hips to line up my cock with her mouth.
"No teeth," I cautioned and hoped she'd be able to comply.
I pushed my cock on top of her tongue.
"Close your lips around it," I said. "That's a girl."
I positioned both my hands on the back of her head and carefully grabbed two hands full of gorgeous blonde tresses. My grip on her hair would be a little uncomfortable for her but it shouldn't be painful unless she turned away.
"Time for some fun," I said.
By her hair, I slowly pushed and pulled her head on my cock. Katie figured out what I was doing so she started to move her mouth independently so I wouldn't need to pull back on her hair. I still kept my firm grip. I let her bob on my cock for a couple of minutes. I only needed to remind her once to look up at me.
"Stop," I said and gave a little extra hair tug to make sure she did.
I waited until we were motionless. I released her hair and felt her sighing breaths pass over my cock. I regripped her hair in a slightly different location.
I held Katie tightly as I started to push my cock deeper into her mouth. She started to choke and gag as I pressed into the back reaches.
"Hold," I said. She tried to fight against my intruder cock but I had her gripped tight. She couldn't go anywhere.
"Good," I said as I pulled my cock away. Katie gasped out hot breath which felt good on my cock.
"Relax," I said. I pushed my cock to the back of her mouth again. Katie was a fast learner. She adjusted to breathing primarily through her nose. It probably helped that my cock head pressed at the entrance of her throat to encourage her to breathe through her nasal passages. I wasn't going to try to go down her throat even though the idea excited me. I just wanted her to get used to taking my cock deeply. I didn't want Katie to give me a blowjob. I would take what I wanted from Katie. I would fuck her mouth.
"Very good," I praised as my cock retreated. "Now again." I pushed my cock deeply into her mouth.
I continue to train Katie to take my cock deeply for the next five plus minutes. She had just the one big coughing fit during that time. She improved and improved. When I put my cock head to the back of her mouth the last few times and she displayed no fear or concern, I knew she was ready.
I released her hair and took my cock out of her mouth to give her a brief rest. I knew she could do want I wanted to do now. Next up was her endurance challenge plus a special prize at the end.
Katie welcomed my cock back into her mouth. I pushed it in deeply but not as deep as I did earlier. She stayed still and waited for me.
"Ready?" I asked.
Katie nodded her head with my cock in her mouth.
"Remember. Look in my eyes." I said and pointed at them.
She nodded again.
"Good. Close your lips around my cock."
I regripped her hair tightly again.
I started to thrust in and out. Each inward stroke pushed to the back of her mouth. Damn, this felt good! I fantasized about fucking a girl's mouth but no date ever let me do it. Katie was my opportunity to live out a dream and see how it felt. The movement of my cock in her warm mouth and over her wet tongue was wonderful.
"That's a girl," I encouraged as I slowly began to drive my cock faster and faster in Katie's mouth. I felt my desire and urgency to cum grow and grow. The pressure inside my cock increased.
"Oh fuck, yes!" I groaned. This felt fabulous! I knew I abused her sweet mouth but Katie agreed to be here with the full knowledge I could do what I wanted. I admired Katie for being a trooper. It's not every girl who could handle having her mouth fucked as well as my niece currently did.
I bucked hard into Katie's mouth several times. I was so close to cumming that I was involuntarily compelled to ram my cock as deeply as I could with each ramming thrust. Sometimes, my cock head pushed at the entrance of her throat. I could tell Katie's reaction was that she didn't like it. I wasn't intentionally trying to push it down her throat but in my desperate need to stick my cock in her mouth as deeply as I could, my cock length needed to go someplace so it started to slide toward her throat.
Oh fuck! Here it came! I gripped Katie even harder. She whined in response. I mentally apologized but there was nothing I could do. I was about to cum and I needed her to stay very still.
"Ahhh!" I groaned strongly. My cock spasmed out a long rope of cum and then another long rope. Katie's face trembled as she felt my cum accumulate in the back of mouth. She worked her tongue around as she tried to figure out what to do with my large cum deposit. The action of her tongue felt marvelous against my cock as I continued to spasm increasingly smaller doses of cum. I felt and saw her throat swallow. In just a moment, Katie swallowed again as I knew she understood what was the best way to handle my huge volume of cum. I didn't masturbate or be with a girl since I made that proposal to my brother at my parents' house. I had a good quantity built up.
"Good, good," I said softly as she took all my salty cum down her throat. "Excellent."
I released her hair and pulled out of her mouth. My cock was spent but I was still semi-hard. The next thing I would do was take Katie's virginity. The next time my cock spasmed out cum would be in Katie's deflowered pussy.
"You did excellent, Katie," I said. She fell down on her knees. Her breathing was hard and strained. I could see cum on her upper and lower lips.
"Let me see in your mouth," I said.
She rose back up on her knees, turned her head back, and opened. I could see traces of my gooey whiteness on her tongue, on her teeth, and all over her mouth.
"Go wash your face and rinse your mouth."
Katie was in the bathroom for a good ten minutes.
"I thought we were going to have sex," she said when she returned.
"We have all night and I don't plan to sleep," I replied with a mischievous smile. "I wanted to first do something I saw in a porn movie."
Katie cheered excitedly. "I knew would know about porn!"
It is not every day you get applauded for being a peruser of porn. I was taken by surprise that Katie was so elated and joyous to know I watched porn. This was not at all a reaction I expected from my virgin niece.
"So you know everything about porn?" she asked.
"I've watched lots of porn," I said. "I'm not into bestiality or bondage."
"But you know who the best porn makers are?"
"Sure," I said. I was confused.
"Great! You can help me get into porn," Katie stated too easily and much too cheerfully.
My mind went blank. I couldn't process any thoughts because my brain was dedicated to trying to determine if my ears heard what it sounded like she said.
"Wha... ?" I couldn't form a complete word.
"Oh, Uncle Charlie," she said happily. She gave me the biggest hug. Her young tits pressed against me.
She broke away, talking rapidly and animatedly.
"I was so happy when Dad said you were going to pay to have sex with me. I'm almost 18, you know, so I'm almost legal to do porn. I knew I should lose my virginity before I started to make porn videos but I didn't want to lose it to any stupid boy who only wanted to fuck me and didn't care about me. When Dad told me you wanted to buy my virginity, it was so perfect. I knew you would be good to me and you wouldn't hurt me. You love me so you would make my first time right."
"Uh ... sorry about the mouth fuck," I said. I rapidly tried to process her words into comprehension.
Katie dismissed it with a wave of her hands. "You saw it in a porn movie, so I'm going to have to learn to do it. It's no big deal. It's something I need to know about."
"Wait just a minute!" I said after I fully understood what Katie talked about. "You want to do porn? What the hell for?"
"You know Dad and Mom. They spend money with no view of the future. We always need money."
"Can't you get a job at McDonald's?"
Katie laughed. "What's the best way for an 18-year old girl with no job experience to get paid a shitload of money. Look at me." She motioned her hands down her body like a TV game show model. "I know you think I'm fuckable. Teach me, Uncle Charlie. Teach me how to be a porn star."
Yes. Katie looked very fuckable. That was why she was in my bedroom. I leered over Katie's body. Her perky tits were excellent. Her body was firm and toned. Her hair was long and blonde. Her eyes were an excellent blue. Her smile was bright and white. Her pussy - that would be mine soon - would need to be shaved for porn but that didn't detract from its gorgeousness.
A very important thought occurred to me. Katie wanted to be here. She wanted me to fuck her. She wanted me to be the first guy to put his big cock inside her tiny tight pussy. She wanted me to take her from girlhood to womanhood. The whole atmosphere was changed. I assumed she would be a reluctant partner but instead she'd want to be up all night getting fucked.
Fucking Yes!
"So let's do it," I said.
"So we're going to have sex now?" she asked.
"First lesson of porn," I said. "You don't have sex. I fuck you. You get fucked."
"So you're going to fuck me now?"
"You bet your sweet little virgin pussy I am! Now get the fuck up on the bed!"
Katie screamed and giggled. She scrambled up onto the bed.
"What do I do?"
"In due time," I said. "I still expect you to do what I say."
"Okay." Her face displayed exuberance and playfulness.
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