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All I Want For Xmas Is A Girlfriend

All I Want For Xmas Is A Girlfriend

by regularguy13
19 min read
4.73 (50800 views)
adultfiction

^^^

On December 17th, 1950 Hank Baker turned eighteen.

He received presents and had a nice party with cake and ice cream with his family. At midnight, he snuck out of the house to see his classmates.

He wasn't the most popular guy at school, but his birthday was enough of an excuse for a party. Especially since there was no school tomorrow. It was the beginning of their Christmas holiday.

His classmates met in a fishing cabin. Someone brought beer. Someone fashioned a snowman out of Styrofoam, and girls hung boughs of holly and pine from the rafters.

They drank and danced to Elvis, Chuck Berry, and Jerry Lee Lewis. Everyone wished him a happy birthday, and each other a Merry Christmas.

Hank had fun.

As he walked home at three in the morning, he thought, "Tonight, I held six young women in my arms. Of course, that was while we danced. I have their lipstick on my cheeks from when they kissed me. Granted. None of them kissed me on the lips. Still, for me, this is progress.

"Damn my shyness. If I had a little more self-confidence, I bet I could get a girlfriend."

He snuck into his house, entering through an unlocked living room window. It was the same one he used when he snuck out of his house. The hinges on the front door were rusty and made a heck of a racket. He'd be caught for sure if he'd used the door and he didn't want to be caught by his parents.

A light flick on.

Startled, Hank began sweating and hyperventilating. He couldn't see who had caught him. His pupils were dilated from being in the dark and hadn't adjusted to the indoor light.

"Ah...Sorry," he apologized. "I slipped out to celebrate with my friends. Time got away from me." He expected a tongue lashing; a thrashing wasn't out of the question.

"Relax, Hank. It's only me," his mother's friend, Margaret, said. She was visiting for the holiday.

"I'm not so old that I can't remember sneaking out to have some fun when I was your age. Your secret is safe with me."

Margaret was a thirty-six-year-old school teacher who had never been married. She said, "I turned the light on to learn if I should scream and wake up the whole house because a burglar had entered the premises."

She was sitting on the sofa in a robe covered with images of Santa Clause. She said, "Sit with me and let's talk. I can't sleep, and you could use a minute to calm down."

He sat.

She said, "I'll turn off the light, so it doesn't attract anyone's attention." she chuckled and added, "From the snoring I hear, I don't expect your father to join us."

Hank and Margaret talked. Eventually, she asked, "Do you have a girlfriend? Or several? I saw multiple shades of lipstick on your face."

He blushed and said, "No girlfriend. Yet. There were girls at the party. We danced. They wished me a happy birthday and kissed me, but only on the cheek."

She wasn't surprised by his answer. He was very shy. That wasn't a trait that made girls swoon.

"What do you want to do after you graduate high school?"

"The past couple of summers I've worked in construction. I like building things and working with my hands. I'm thinking of becoming an electrician's apprentice. There's a lot of work now that the war's over."

"That's a good idea. Now that the boys are back, the factories are expanding, and houses are being built everywhere."

The room was dim. The only light came from a full moon.

Hank thought he saw her wipe away a tear. He definitely heard a sniffle.

"Are you crying?" he asked.

She pulled a tissue out of the pocket of her robe and blew her nose. She said, "I'm feeling sorry for myself. More than anything, I want a husband, a family, and children. Unfortunately, it's my misfortune to live at a time when the ratio of men to women is not in my favor.

"A large number of men in my age group were killed in World War II. At other times, there are husbands for the pretty and not so pretty women. However, with some many choices available to them, none of the surviving veterans have to settle for an unattractive woman like me.

"Since World War II has ended, the military has discharged over seven million men. They rushed home to rejoin their families or to get married and start new ones. None of those men wanted to marry me."

She sobbed. Hank's actions showed he was unsure of what to do. He didn't hug her or hold her hand, he put a hand on her shoulder.

She cried for a while, blew her nose again, and regained her composure.

"I wish I could help you out," Hank said. "I don't know any unmarried guys your age."

She twisted in her seat and faced him. She smiled, touched his face, and said, "You're a kind boy. Wait. I got that wrong. You had a birthday. You're eighteen. You're a man now."

Hank beamed.

Her clothing was in disarray. The belt on her robe had loosened, and her Santa Clause pajama top had fallen away from her body, exposing substantial cleavage.

Hank's eyes were riveted on her rack. He cursed the bad lighting for denying him a better look.

Margaret was a homely woman. The features of her face were out of proportion. She had small eyes, a large nose, and thin lips.

She was well endowed. Unlike his mother, who had an hourglass figure, Margaret had a thicker, unibody build. It would be accurate to say she wasn't sexy or curvy; she was stocky.

Margaret noticed he was gazing at her large breasts. Her sharp mind began to whirl. She said, "I'm tired of sitting in the dark. Do you mind if I turn on the lamp?"

"No."

She turned away and put on the light. While she had her back to him, she opened her robe and undid more buttons on her pajama top. She never wore a bra to bed, so the girls were swinging freely.

She turned toward the young man, renewed their conversation, and pretended to be unaware that she was giving him one hell of a show. She talked, gestured, and leaned over. She did everything she could think of to make her breasts wobble and to give him the best downblouse views possible.

She got the reaction she wanted. She had his full attention and there was a bulge in his pants. She pressed her advantage. She leaned forward, and a boob popped out.

She pretended to be embarrassed, said, "Oops", and put it away. She leaned into him, and placed her hand on his crotch.

"Oh!" he jumped as she touched his jean-clad cock.

She squeezed his hard-on, and gave him an earnest look.

He froze and stared at her wide-eyed. His eyes flicked from her breasts to her face and back to her big tits.

"I think we can help each other," she said. "You're a healthy young man. You obviously like women. I could give you a warm, wet, wonderful place to put this."

There was no doubt what she meant. She squeezed his hard dick.

"I am not a beautiful woman. Every man I've met has passed on me and married someone else. I've accepted the fact that I'll never be a bride."

She paused and added, "However, I could be a mother."

"How?" he asked, showing his naivety.

"There are thousands of war widows raising children. One more single woman with a child is not going to raise suspicion. If I got pregnant, I'd move to a big city, where I'll be anonymous.

"I'll tell anyone who asked that my husband died in the war."

She looked at him, and said, "Pardon me for being blunt. Are you a virgin?"

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His face turned red as he nodded.

"I could change that right now."

Hank stared at her. He was shocked by her statement.

"I think it's a fair trade," she said. "You lose your virginity and my dream of becoming a mother comes true."

He didn't speak.

She exposed and cupped a boob. She dropped it, making it shimmy and shake. Her hard nipple was large and pointy.

She had his full attention.

"I don't have a pretty face or a sexy body," she said. "But I have a few things men like. Do you like my breasts?"

"Yes."

"My vagina is as warm and wonderful as any woman's. I'm ovulating. Now is a good time for me to get pregnant. Come. Let's make each other's dreams come true."

She stood and reached out her hand. Hank took her hand and followed her up the stairs to the guest bedroom where she was staying.

"Do you want the light on or off," she asked as she entered.

"On."

She smiled and flipped the light switch. In the harsh glow of a sixty watt bulb, she dropped her robe, and took off her Christmas-themed pajamas.

She was an unattractive woman with great tits, wide hips, and a furry bush. She turned and let him see her ass. She bent over the bed and showed him what was special about big-bottomed women.

He looked at her soft pale round butt, her crinkled ass hole, and hairy slit.

"Wow!"

"You can drop your drawers and take me here and now."

Hank kicked off his shoes and hurriedly undressed. He approached her. His dick stuck straight out. He marveled at and caressed her big soft bum.

She reached between her legs, grabbed his cock, and said, "It goes in here. Between these thick lips."

She rubbed the tip of his dick against her slit and said, "Let's get the tip wet, and then you can slide it inside me."

"Wait," Hank said. He backed away.

"Please! Don't deny me this!" she begged.

"I want to have sex with you, but I want more than a quick screw. Will you teach me how to do it right? And how to talk to girls? I don't date. I want to change that. I get nervous and tongue-tied around girls.

"I can do that. It'll take a few rendezvous." She stood, turned to face him, and said bluntly, "Girls don't want a shy boy. They want a confident man.

"If you spent some time with me, I could instill the knowledge and confidence you need to turn platonic kisses on the cheeks into passionate kisses on the lips.

"I can teach you everything you need to know." She kissed him on the lips. He felt dizzy.

They sat on the bed. He received a crash course on anatomy. She gave him a hands-on tutorial on how to kiss and how to caress a woman's body. She showed him how to play with her breasts, and how to finger her.

They discussed everything: body parts, do's and don'ts, and how to please a woman.

She had him practice on her.

After they made out, she brought his hand to her pussy and said, "See how wet I am. I'm ready for your dick. How do you want me?"

"Yes. Can we do missionary first?"

"Oh, there's going to be a second or third time?" she chuckled without malice. "I'm teasing. You can do me as often and in whatever position you desire from now until dawn. We can't have an early riser discover us."

He nodded and said, "I want to be on top. I want to see your reaction and hear your suggestions."

She lay on her back. He got on top of her. She spread her legs wide, grabbed his erection, and put his dick at her opening. She said, "Never enter forcefully. Go slow so your partner can enjoy being penetrated, and if she's not wet enough, you'll know and can pause and give her oral sex or engage in more foreplay."

He nodded. He pushed and his cock slid into her. Her vagina was, as advertised, warm and wet and felt wonderful.

"Oh!" They moaned.

He pushed until he was fully inside her. He gasped, smiled, and looked at her diminutive eyes. They shined brightly. She nodded, and said, "That was perfect. You've got a great cock. It fills me."

He gently thrust into her ten times. All was fine. Suddenly, his face contorted, he moaned and jammed his cock deep inside her. Cum spewed out of the end of his dick.

She held him as he recovered.

Ten minutes later, his erection returned. He screwed her a second time and lasted a little longer.

Twenty minutes later, he was ready to go again. Margaret suggested, "Let me be on top. Fellows enjoy looking at my boobs."

He agreed, and they did it cowgirl style. Watching her boobs shimmy and shake was a lot of fun. He made another substantial deposit.

The last time, he fucked her doggie style. Her big ass was amazing to look at, grab, slap, and pound. His last orgasm hurt a bit. His dick pulsed, and very little sperm came out.

He slumped on top of Margaret. They fell over, lay on their sides, and rested.

Margaret nudged her sleeping lover and said, "Hank, you'd better go to your room. Thank you. We'll do this again. Soon."

Hank got up, dressed, and went to his bed.

^^^

Hank slept late until noon. When he made it downstairs, he saw his family gathered in the living room.

"Hank," his mother called out. "I see sneaking out to party with your friends tuckered you out."

He blushed when he realized that his parents knew about his second party. He thought, "Thank God they don't know about everything." He shared a secret smile with Margaret.

Margaret said, "Betty, do you mind if I borrow you son? I have some last minute Christmas shopping to do."

"Not at all."

"This may take all day. We may not be home for dinner."

"No problem."

Hank and Margaret left in her car. She drove to a cheap hotel and got them a room. They had sex. Lots and lots of sex until her blowjobs couldn't revive his cock.

They lay naked, exhausted, and covered in sweat on the bed. She was full of sperm. She said, "You were better today. You made me orgasm."

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He smiled and confessed, "When your eyes closed and your body spasmed, I thought you were having a fit and I needed to call for an ambulance."

They laughed.

"I didn't know how I was going to explain that I had a naked woman with me in this 'no tell' hotel."

They laughed again.

Margaret said, "The key to learning anything is repetition. You hone the skill becoming better and better at it. Sex is a complex subject. It has physical and psychological components. If you hope to become competent. We need to meet many more times.

"Lucky for you, I'm visiting for another seven days. Ideally, to cement your skills we should have sex, or at least talk, everyday."

"Wow! You'd do that for me?"

"Yes. A job worth doing is worth doing well."

"Thank you!"

Margaret smiled and kissed him lovingly on the lips. She said, "You're a good person. You're becoming a good lover. Let's talk about girls. What they want and how they think."

Hank learned how to approach women, how to talk to them, and how to tell if they were interested in him.

"Don't be discouraged if a girl doesn't respond favorably to your advance. She might not be ready for a boyfriend. She could be shy and self-conscious like you were. She might have a crush on someone else, or you may not be her cup of tea.

"Don't take it personally. Don't get angry or upset. It is what it is." She tousled his brown hair, and said, "She might have a thing for blond blue-eyed boys which means you're shit out of luck no matter how wonderful you are."

They laughed.

"Your time and effort aren't necessarily wasted. She might have a friend she could introduce you to. Don't be afraid to ask and offer to set her up with someone she fancies."

They showered, dressed, and, since it was past the time his mother served dinner, they stopped at a diner.

They got home and joined the others in watching "Your Show of Shows." When it ended, everyone went to bed.

Hours after everyone went to sleep, Margaret crept into Hank's room. She slipped off her robe and slid her naked body into his bed.

"Oh!" he woke up alarmed.

His lover giggled, and covered his mouth with her hand, and said, "Hey! It's only me."

He smiled. They necked and petted. She sucked his dick. He ate her hairy pussy until she squealed and came.

After a brief rest, he mounted her and fucked her until he got overly excited and blew his load.

She crept back to her bed.

^^^

Margaret left the day after Christmas. Until then, daily they found time to get together.

Hank's lessons usually included lectures and sex. She often corrected him and said, 'Practice doesn't make perfect. Perfect practice yields perfect results'.

On Christmas Eve and Christmas day, they didn't get a chance to have sex. They did talk. Margaret shared her knowledge and insights. Hank soaked it up like a sponge.

They bumped into each other on Christmas night. Hank was going to bed; Margaret was headed to the hall bathroom. They were alone. She said, "I'm leaving tomorrow. Hopefully, you've knocked me up. You certainly sprayed enough cum in me. I'll miss you. Good luck with your hunt for a girlfriend. I'm certain someone will swoon over you."

"Thank you, Teacher."

On the spur of the moment, he pushed her into the upstairs bathroom. They kissed and groped each other. She pulled her panties down; he lowered his pants and underwear.

She leaned over the sink and offered him her fat ass. He got on his knees and ate her pussy.

Five minutes later, she moaned and said, "Oh! That's enough for me. Give me what I'm here for!"

Hank stood and firmly drove his hard cock inside her pussy.

"Oh!" they moaned softly, in case someone was in the hallway.

He groped her titties and pounded her big bottom. She rubbed her clit.

The results were quick big orgasms for both of them.

They rested, washed, and dressed quickly.

^^^

In the morning, she said her goodbyes to everyone. She hugged him and whispered "Thanks for everything."

"Thank you," he answered. "I hope your Christmas wish comes true. Mine has."

^^^

The 1950s were a unique time. The war was over, the country was prospering, and there was a baby boom. However, attitudes about sex, which changed radically in the 'Free Love Sixties', were still conservative.

Take sex education, for example. It was taught in school. However, instead of calling it Sex Ed, it was called 'Social Hygiene'. There were separate classes for males and females.

The curriculum used medical terms, like penis, vagina, sperm, etc. The emphasis was on providing factual scientific information about the reproductive systems with a heavy dose of morality.

No information was provided as to how to have sex. The students were told that when a sperm came into contact with a woman's egg, she became pregnant. They didn't mention the part intercourse played in the process or that a woman needed preparation, foreplay, so that her body would be ready for the act.

The teachers also didn't mention that sex was pleasurable.

Since the students didn't have a complete picture, there were problems.

Some girls worried that one day they might wake up pregnant after casual contact with a male. Many parents unconsciously reinforced the belief that 'It just happens' by saying things like, 'God put a baby in your mother' or 'Mom and Dad prayed for a child and now your mother is expecting'.

When the young adults made out or did more, they enjoyed it which caused them to ask, 'How can something that feels so right be wrong?'

Suffice to say, most of Hank's classmates, like most young Americans, were ill informed about sex. That lack of knowledge was responsible for a high national unwed teen pregnancy rate. On average in the 1950s, ninety females per one thousand women between the ages of fifteen to nineteen got pregnant every year.

When better education and more methods of contraception were available in the future, the rate dropped to sixteen teenagers per one thousand.

^^^December 26^^^

The day after Christmas, the high school kids gathered at the local A & W restaurant. They hung out, ate burgers, drank milkshakes, and talked about what they got for Christmas. Many wore their new clothes.

Hank went there. The time he'd spent with Margaret made him a confident, more social person. He no longer was tongue-tied around girls. He chatted with all the girls, and his personality shined.

The girls noticed that he dressed and groomed better, and that he was interesting and could carry on a conversation. He got invited to tonight's party.

He impressed and some of the unattached 'B' listers gave him a chance. It started with quick kisses in the dark. That led to longer make out sessions.

He was the topic of gossip: "Hank Baker isn't bad looking." "Suddenly, Hank Baker is interesting." "He's a good kisser." "He's a gentleman. He didn't paw me."

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