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#Teen #Virgin

My Friend's Sister's Sleepover

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Quillpen

When Norman agreed to help his friend monitor his sister's sleepover, he had no idea what lustful and lovely things are awaiting him.

Part One

In late April 1972, I, Thomas Norman, was 18 years old and about six weeks away from completing high school. I was a bit of a loner and didn’t have very many legitimate friends, but one was William Bradford who lived four blocks away from me.

I had known William since the third grade. He and I shared the same interests in the sports we followed and the types of movies we enjoyed watching. His parents liked me very much. They sometimes invited me along on their family outings if they were going to a baseball game or to a movie. William’s lone sibling, a younger sister named Pamela, really relished it whenever I visited her home. It didn’t take a rocket science to see she had a crush on me. When she was a very little girl, she referred to me as “the boy with two first names” which everyone in the Bradford family thought was both clever and amusing. Sometimes for fun, one of the Bradfords would address me as “Two First Names” instead of Thomas. It didn’t bother me.

On the morning of the last Friday in April, William spoke to me at school. He wanted to know if I was doing anything the following night. Then he gave me this playful jibe: “Or do you have a hot date on Saturday that you can’t possibly break?” Despite being at least average looking, I had never had a date in my life. I wasn’t averse to the idea; I found females as attractive as any other normal teenage male, but the quiet, introverted part of my personality always won the day.

I responded to William’s zinger with, “I actually have four dates on Saturday. I’ve decided to experiment with polygamy in case I ever decide to become a Mormon.” That comment drew a laugh from William.

“Since you’re apparently free on Saturday,” he continued with a smile, “I’d like you to stay overnight at my house.” William explained that his 91-year-old great uncle had died in a city 300 miles away. His mother and her two siblings were his only heirs. She and her husband had already departed to the funeral and a meeting with a local lawyer, who was the executor of the will, to begin the task of dividing his estate into three equal parts.

I passed along my condolences, but I didn’t understand how this old man’s death was leading me to spend Saturday night at William’s home.

William said he barely knew his great uncle, but he continued, “Pamela had planned for two weeks to host a sleepover party this coming Saturday night. She’d invited her cousin and two school chums. Mom and Dad were going to be home, but now they have to go to the funeral. They leave tonight. My parents said Pamela could proceed with the sleepover on Saturday as long as I was there to be in charge. They suggested I invite you to the house as an overnight guest to keep me company. Thomas, I checked the television listings. There’s a baseball game on TV and The African Queen is on the late show. Neither of us have seen this movie, but we’ve both heard excellent things about it. This gives us a chance to watch it together.”

That arrangement actually sounded appealing to me—especially when I was told that William’s parents had left enough money for a Saturday night pizza feast for the six people who’d be at the house. William also told me he’d make everyone a huge breakfast the following morning. For a male, William was quite capable in the kitchen and proud of it
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I quickly agreed. Then a question came to my mind. “Where will I sleep?” I asked.

“You have three choices,” William replied. “There’s the guest room with its single bed, or my parents’ bedroom with its huge bed since they will be away, or Pamela’s room, since she will be sleeping downstairs in the rec room with her three guests. They’ll have sleeping bags.” William paused and coyly noted, “Pamela would be thrilled to find you in her bed, Thomas.”

I laughed and said, “I don’t doubt it. Are you trying to be a matchmaker or do you just want to turn your sister into a slut? By the way, are all her three guests the same age Pamela is?”

“Yes, they’re exactly the same age, Thomas. If they were any older, I’d be downstairs with them enjoying the scenery. My sister has cute friends. A typical teenage boy can’t help but notice that.”

Part Two

I arrived at William’s house at about 4:30 on Saturday afternoon. The weather was fine, so I chose to walk there instead of troubling either of my parents for a ride. I was carrying an overnight bag containing pajamas, a change of clothing, and a toiletry set. When I arrived, William let me in. I could tell from the clamor emanating from the rec room that Pamela’s guests had already arrived. There was music blaring amid laughter and shouting and squealing. I was glad there was a door that could be closed to create a noise buffer when William and I began to watch TV in the living room one floor up.

“Pamela, Thomas has arrived!” William shouted over the din. “We can place the pizza order now!” I hadn’t realized that my presence was necessary for that to occur. I heard a stampede of girls’ feet ascending the staircase. Apart from Pamela, I didn’t know any of them. Pamela did the introductions.

“Thomas, this is Janie Telford and Vicki Edworthy,” as she pointed to a red-haired girl and a blonde. “They’re my classmates. Over here is my cousin Amanda Parkington. She lives out of town. Girls, this is Thomas Norman, my brother’s longtime friend. He’s staying overnight, too.”

As I was nodding at them, Amanda blurted out, “Ooh, you were right, Pamela! Thomas is beautiful. Can I keep him?”

After the laughter subsided, William got the first words in. They were sarcastic ones. “As you can tell, Thomas, Amanda is the quiet type of girl who always keeps her opinions to herself.”

Pamela said angrily, “That comment I made to you was supposed to be private. Thanks for embarrassing me, Amanda.”

I raised my hand to stop a potential fight and gently said. Thank you both for that great compliment. I found it amusing, if not accurate. Now let’s figure out together which toppings we’re going to get on our pizzas.”

William had three takeout menus from Gregorio’s Pizzeria which listed all the pizza toppings and sizes. He set them on the table. His parents had left an excessive amount of money, so William said it was okay to splurge. William and I were the only ones in the room who liked mushrooms, so we ordered an eight-slice pepperoni and mushroom pie. The four girls ordered two double pepperoni pies with extra cheese. We also ordered three large bottles of cola to wash it down. Our feast would be delivered to us in about an hour.

I don’t think Amanda even offered her opinion on the pizza selection. While the rest of us were scanning the menus, Amanda was busily running her hands up and down my thighs and my waist. Pamela gave her a dirty look, which didn’t stop Amanda’s groping in the slightest. I had to admit I was enjoying the rare, affectionate female touch I was receiving. (I secretly wished it was Vicki who was doing the touching, though. In my opinion, she was far and away the bustiest and best looking of Pamela’s three houseguests.)

“Thomas,” William said to me, “I’ll get the table set up for when the pizzas arrive. Why don’t you go downstairs to the rec room with the girls for a few minutes while I’m busy doing that? I think they want to show you the records they brought to the sleepover. Pamela told them you are very knowledgeable about music.”

I agreed and I was enthusiastically led to the basement. Pamela held one of my hands while Amanda held the other. (That made descending the staircase a little bit awkward, but I managed the feat.) Amanda excitedly showed me her Donny Osmond album. “Boys don’t care for his music, but we girls all think he’s dreamy,” she commented.

“Don’t paint us all with the same brush,” I said. “He’s a very talented singer who has good taste in music. A lot of his songs are cover versions of older ones.” I had to explain that term to the four fascinated, youthful females who seemed to be transfixed by whatever I said or did.

I examined the album cover. “Take this song, ‘Too Young,’ for example,” I said. “ This was popular about 20 years ago when Nat King Cole recorded it. Donny Osmond’s version compares well to the original.”

“If I play it, will you dance with me, Thomas?” inquired Amanda.

I laughed and said, “Certainly, but you’ll have to excuse my dancing. I have two left feet. I’m one of the world’s most inept dancers.”

“It’s a romantic song, Thomas. You know that. Just stand still and sway to the music,” Amanda advised me. I could tell she was looking for any excuse to wrap her arms around me. I liked the idea, so I happily complied. I did like the bodily touch of this nubile female. The other three girls quickly asked for turns, too—all with the same song. I saved Vicki for last. I really enjoyed holding her body close to mine. I had a biological response that I could not control.

Just as “Too Young” was concluding for the fourth time, William came down the stairs to ask for my assistance. He noticed how blissful I was dancing with his sister’s cute classmate. “Excuse me for interrupting your romancing, Thomas, but I need your help upstairs to put some extensions into the kitchen table so it can be expanded.”

I instinctively kissed all my dance partners on the cheek before ascending the staircase. Even after I closed the privacy door, I could hear the peals of girlish giggles from downstairs and a few choice comments. The four of them had obviously enjoyed the dances as much as I had. I was pretty sure I heard Vicki claim, “I think Thomas had an erection by the time he got to me!” I hadn’t done well at all in suppressing my stiffie!

Part Three

The pizza was great and there was ample for everybody. Amanda continued to be as forward as possible by asking me, “Where will you be sleeping tonight, Thomas?” The other three girls giggled some more.

I gave her an honest answer. “Since it is vacant, I’ll use Pamela’s parents’ king-size bed. I liked it when I saw it. It’s quite spacious and luxurious. I know I’ll have a great sleep there tonight.”

“Yeah, don’t wake him up in the middle of the night, Amanda!” Pamela stated. “Let him sleep in peace!” Everybody laughed at that remark, including Amanda. Judging by her thoughtful facial expression, she was probably formulating plans to have a very intimate night with me.

After the meal, the girls headed back downstairs to the rec room. William and I turned on the ballgame which was already in the third inning. We later watched The African Queen, as planned. We both applauded when it ended at about 1 a.m. I was very tired so I trudged off to my awaiting king-size bed. I was halfway there when William said, “If I know my promiscuous cousin well—and I do—she’ll end up in bed with you tonight.”

“Aw, she just talks a good game. She’s probably quite shy,” I said.

“Honestly, Thomas, you are the first person to ever describe Amanda as shy,” William replied. “I’d be willing to bet a lot of money that she’ll be cuddling with you in her birthday suit when you both wake up in the morning.”

“You seem very confident, so I won’t take you up on your bet,” I informed William. “I’d rather screw Vicki, though. She’s got a great figure. I really liked my dance with her.”

William chuckled and said, “That was patently obvious, my friend. I don’t know how the crotch of your pants contained your erection. I saw it from 20 feet away.”

I got into bed and dropped off. The clock radio in the bedroom read 1:07 a.m. when my head hit the pillow. It read 1:26 a.m. when I was suddenly awakened by the presence of an uninvited bedmate. I honestly didn’t care which one of the four girls had boldly taken the enormous step to join me under the sheets. Of course, I was hoping it was Vicki, but none of them would have been a disappointment to me. As William had correctly predicted, it was indeed Amanda. “I’m here in your bed to get fucked,” she said to me in a voice that seemed so loud that anyone who was still awake probably heard it.

“Hey, that’s okay by me,” I told her truthfully, “but are you sure you want to do this, Amanda? This is a big moment in every girl’s life.” I naively assumed my surprise bedmate was a virgin.

“Are you kidding me, Thomas?” she asked me. “I’ve slept with at least eight of my brother’s friends and two of my classmates. I’ve done this before. I like it…and I want to have a fuck with you because you’re so dreamy.”

Since she put it so bluntly and thought so highly of me, I was more than happy to be the next male she had bedded. It was a little awkward, though, as sexual intercourse was totally new to me. Apart from a 12-year-old girl who let me feel her up at summer camp in 1966, my sexual history was zero. There was no way I was going to admit that to Amanda, however.

Amanda, I was quick to notice, had completely disrobed before she got into bed with me. I was wearing the pajamas I had brought from home. Amanda promptly removed them from me without being asked. She immediately grasped my dick which was well on its way to being the hardest it had ever been in my life. After a few sensual strokes, Amanda told me. “I want to suck on it. It’s looks so yummy to me, Thomas.” Amanda spun around so I could lick her vagina while she did the same to my phallus. I don’t know if the term “69” had been invented in 1972, but that was the sex act we were certainly engaging in.

It was fabulous! I could tell Amanda had done this dozens of times before, so she knew how to pleasure a male’s stiff organ. I caught on very quickly to how to please her vagina with my tongue and my fingers. We were both moaning joyfully and excessively. No one awake in the house could possibly doubt what was happening in the Bradford parents’ bedroom.

I decided to be sexually assertive. I told Amanda I wanted to suck on her delightful tits—because I truly did. I spun her 180 degrees so we were face-to-face while I was on my back. A minute’s worth of passionate kisses evolved into my sucking on her stiff nipples with great gusto. Her boobs were marvelous things to handle. I flipped her over onto her back and continued licking her treasures. I moved myself upward to straddle her so I could rub my erect penis on her breasts. Amanda took the opportunity to handle it once again and give it a few more sensuous licks. I ruefully realized what I had been missing in life for not taking advantage of my good looks and bedding a few female schoolmates since puberty hit.

Sexual intercourse comes naturally, though. I knew exactly how to fuck a girl without having to be told. I slid myself back down Amanda’s torso and shoved my manhood into her pussy. It was a warm, very pleasant experience. I began to rapidly thrust my rod in and out of her. Amanda loved it. “Fuck me forever!” she ordered. I tried my best to do just that, but ten minutes was all I managed. I did have the good sense to pull out of Amanda’s pussy before ejaculating. My cum shot was excellent, stronger than any I had ever managed by jerking off to imaginary bedmates since I discovered the joys of sexual self-gratification back in 1966. A long rope of jism shot from my dick and struck Amanda just below her chin. A second, longer and stronger blast covered most of her breasts. A third effort, the strongest of all, landed mostly in her curly blonde hair. Amanda utterly soaked in my goo was undoubtedly the sexiest thing I had ever seen in my life—by far.

“Yeehaw!” I yelled. “Did that ever feel great!”

“Congratulations, Thomas,” I heard William say from his own bedroom. “Now shut up about your wonderful ejaculation and let the rest of us sleep.”

Amanda and I couldn’t help but laugh at that timely comment.

Amanda stayed in bed with me for the rest of the night until we all got up around 8 a.m. We didn’t sleep throughout the whole of the night, though. At about 4 a.m., I woke up. I was partially convinced I had just imagined my romp with Amanda, but there she was, gloriously naked, sleeping peacefully beside me. It really had happened—and I wanted an encore. I gently shook her out of her slumber. “Amanda, let’s fuck some more! I’m revived and I want to screw you like crazy!”

I didn’t wait for a reply. I just mounted her again and drove my dick inside her hole. I gave her rapid-fire thrusts. We both started moaning again. I was pretty sure I heard William say from his bedroom, “Can’t you two give it a rest?” but I may have imagined it. I happily rode Amanda until I felt another ejaculation was building in my balls. This time when I pulled out of her, I had time to place the head of my dick near Amanda’s mouth. “Open up, honey,” I told her. She complied, just in time to get a load of semen that was almost as large as the one I had decorated her torso with three hours earlier. She gagged a bit due to its volume, but she still skillfully managed to swallow most of my cum. This cutie was a real trouper!

When she was ready to speak, Amanda said, “Thomas, I’d never swallowed a boy’s cum until just now. I was always afraid I’d gag on it and wouldn’t like it. Well, I gagged a bit, but I did like it. Thank you! Now let’s both go to sleep. We can do more fucking in the morning after breakfast.”
Part Four

Morning came. We all enjoyed William’s bacon, sausage, eggs and pancakes. Amanda, clad in pajamas as I was, didn’t even try to keep what we had done a secret. “Thomas is a really great fuck, girls. I highly recommend him. He has a good-size dick, and it produces huge ejaculations. Thomas, I must have another blast of your cum before I leave here this morning.”

It didn’t quite work out that way. Amanda’s parents arrived for her just before 10 a.m., so the only nookie we ever shared was that night in Pamela’s parents’ enormous bed. I never saw Vicki or Janie again, either. Their parents both arrived for them at about 11 a.m. If either of them wanted to have a fuck with me, neither said so directly.

I stuck around to assist William with the kitchen cleanup chores. It also occurred to me that he’d have to change the linen on his parents’ bed for an obvious reason: There were some unmistakable cum stains on the satin sheets. We were about to head to the bedroom to do that when the phone rang. Pamela picked it up. It was her mother. She was calling to say there had been some delays and issues pertaining to the will. Therefore, they wouldn’t be home until midday on Monday.

Pamela informed William and I what she had been told. “There’s no hurry to do any laundry now,” she said. Then she paused before asking me, “Since you didn’t get a third fuck with Amanda, would you like me to take her place? I’ll happily get into this bed with you right now, Thomas. What do you say to that offer?”
I discovered that Pamela was just as much fun to have as a bedmate as Amanda was. She wonderfully brought me to two orgasms herself. In fact, Pamela was such a good lover that I practically pleaded with her to marry me a few years later. We were hitched in June 1977. Amanda Parkington was in the wedding party. We’ve been a happy twosome ever since. Our fiftieth wedding anniversary is coming up soon.

When we celebrated our 48th anniversary in 2025 with a romantic dinner for two, we did a lot of reminiscing. Pamela asked me if I had any regrets in life. I said no. She said that was impossible; we all have regrets. I gave it some further thought and finally said, “Okay, here’s one thing that comes to mind: I really wish it had been your schoolmate Vicki who climbed into bed with me at your sleepover party back in 1972. Don’t get me wrong: Amanda was a great little fucker and you, my love, are superb in bed, but Vicki was gorgeous to behold. After that slow dance, I really wanted to fuck her brains out! I should have told her so".

Pamela promptly threw a dinner roll at me.

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Comments (4)

  • JustinOthaPerv: At least it was a dinner roll and not a steak knife LOL Great story!

    Reply↴ • uid:43y8eoxzl
    • Quillpen: Thanks for the feedback. I'm glad you enjoyed the story.

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  • Hornydickdaddy: That's how it roll in the 70's hot sex raw sex Way to go bud keep fucking ur wife she may give u a surprise bday party and u can fuck Vicki and Amanda again

    Reply↴ • uid:1couq5bb5kz5
    • Quillpen: I'm glad you enjoyed the story. Thanks for the feedback.

      • uid:4glpkaeql