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Her First Thong

Summary:

It’s time for 11-year-old Olivia to get her first thong.

Her mother doesn’t want to go shopping with her but agrees Olivia to go with her team mate Sophie’s mom.

It turns out that Sophie’s father is not only an expert in female underwear but in pleasuring preteen girls as well.

Notes:

This story is based on FrankFox's idea.

Thank you for that: we hope you enjoyed the story!

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Work Text:

“Mom!” Olivia fought hard not to get frustrated with her mother. Living just with her was sometimes bad enough but when mom didn’t just get these things, it was even harder.

“I’m not going to go shopping for thongs with you. That’s for sure!”

“But…”

“And you are not going alone either.”

“Everyone…”

“Don’t start with that. It’s the worst reason to do anything!” Her mother nipped the protest at the bud. “But if it is so important to you, what about Sophie? How is she handling this?”

“Her mother will take her shopping.” Olivia felt double sting when her mother made her say that.

“Then go with them.”

“What?” Olivia couldn’t believe what she was hearing.

“Can’t you go with them?” Her mother was smiling. Olivia rushed to hug her.

There was something funny about Sophie’s family but they lived just few houses down the road and girls were in the same team. Olivia didn’t know Sophie that well but her mother and father were always friendly. Olivia sent a message to Sophie, who soon replied that they were going shopping the next day and she could tag along.

Shopping proved to be more difficult than Olivia had expected as the selection was huge and the underwear had a no-returns -policy. Luckily the girls had roughly the same panty size and Sophie’s mother said that she would get a selection they could try out at home. When the size and the model would be set, she would go shop for more.

Sophie’s room had a big mirror. Wearing just their crop tops the girls tried different versions with the support of Sophie’s mom Charlee.

“I think those are good for you. Go see what dad thinks.” Sophie left the room wearing just her top and the skimpy panties. “Lenny is our resident panty expert. He knows what will look good as well be comfortable. Now try these, honey.”

Olivia felt suddenly unsure about showing her panties to Sophie’s dad. Once she had the selected panties on, she turned around, admiring her ass from the mirror.

“Those look good. They feel OK?” Charlee asked.

“I think so.”

“Good. Wait until Sophie is back and then go ask for Lenny’s opinion.”

It took quite some time for Sophie to return.

“Dad said a size smaller.” Sophie told to her mother. Turning to Olivia she continued. “You can go now. He’s in the dance studio.”

Sophie’s family was much wealthier that Olivia’s. When Sophie started dancing, they had built a small dance studio for her. Being little envious of the space, Olivia stepped in.

“They told me to come show you…” Olivia felt herself blushing.

“Come. Come.” Kenny motioned. His voice was reassuring, somehow putting Olivia at ease. She moved in closer to him. Getting up from the chair he continued. “It’s the back side that mostly matters. Turn around.”

Olivia felt little nervous on showing Kenny her almost bare butt, but she complied.

“You have a very well-formed backside for a 11-year-old.” His compliment made Olivia blush but luckily, she was facing the other way. She flinched as she suddenly felt Kenny touching her ass. He trailed the edge of Olivia’s panties from the waist all the way to her ass crack. The gentle touch of his slowly moving fingers made Olivia feel funny. It didn’t tickle but felt nice. The fingers slowly repeated the same for the other side before slipping under the panties and tucking. “These are too big. Go change into smaller.”

Only when she stepped out of the dance studio, Olivia realized that she hadn’t said anything to Kenny. When Olivia came back to Sophie’s room, she was already wearing a different thong and waiting.

“So, what did Kenny have to say?” Charlee looked curious.

“To change into smaller.” Sophie left the room as Olivia replied.

“Size or style?”

“Emm…”

“Don’t worry about it. Let’s just try a smaller size of the ones you are wearing.” Olivia put on the panties given.

“Looking good.” Olivia had to agree with Charlee, who continued. “Did you know that they are considering changing the team tops as well?”

“No…” Olivia hadn’t heard anything about that.

“Let’s see. I think I have the samples here…” Charlee dug into a box that Olivia hadn’t noticed before. “Here! Try this on.”

She handed Olivia a top which looked like a small sports bra but was printed with advertisements. If the team was considering wearing these, Olivia guessed she had to try it even though it looked very small. She pulled her own top off.

“It goes without a bra.” Charlee instructed. That kind of made sense as the new top was smaller than her training bra. Olivia took it off but putting the new top on proved a little more challenging. It was not that tight but the material was very thin. Charlee helped her to straighten the back side that had rolled onto a bundle. When Olivia looked at the mirror, she suddenly became very self-conscious of her tits which the top displayed clearly regardless their small size.

“Narrower…” Olivia had been staring at her top and only now realized that Sophie had entered the room. “You go, Olivia.”

Olivia felt even more naked with the new top. She wondered how the other girls would feel of wearing them.

“You got the new top as well!” Kenny’s voice was happy and seemed to indicate that it looked good on her. That made Olivia smile. Kenny motioned her to turn. This time she expected his touch and his finger sliding down the edge of the panties didn’t force a jerk out of her. Slowly the finger trailed the edge down to her butt crack. Finger moved to the other side, slowly repeating the procedure. “These are better size. Now move your legs further apart.”

Olivia moved her legs to be about a feet apart.

“Little more.” Olivia doubled the distance. “Good. Let’s see that they are OK in this position as well.”

Olivia felt Kenny’s finger start moving down the panty line but this time they didn’t stop at her ass crack. They travelled into it, touching in between and then between her legs. His hand brushed Olivia’s inner thigh, which made her shiver. Just before they reached her pussy, they withdrew and did the other side.

“I think these might be the right side. Show me the front.”

Olivia got up and turned. Kenny kneeled in front of her and trailed the front side of the panty edge right down between her legs. Olivia felt a ticklish sensation in her pussy even while Kenny didn’t quite touch it. The other side got its treatment before he got up.

“Yeah. Size should be fine. How does that top feel?”

“OK. I guess…”

“Turn around.” Olivia turned to face the mirror again. Kenny gathered some of the material at her back, pulling the top even tighter against Olivia’s chest. “Does this feel too tight?”

“I’m not sure.” It felt little tight for Olivia.

“Let’s test. Put your hands on top of your head.” Olivia felt Kenny’s free hand slide on the slippery material of the top from the back to the front and over her tits. Olivia felt her nipples getting erect as the hand moved on them. The material was thin and now very tightly stretched over her tits.

“I think you need a smaller size.” Kenny’s hand kept moving over her tits. “How about two sizes smaller?”

“I guess…” Olivia was not sure how to feel about Kenny touching her tits. It felt good and wrong at the same time. The hands let go.

“Smaller panties and two sizes smaller top.”

“Size or narrower?” Olivia remembered what Charlee had asked before and was happy about it.

“Good question!” Kenny smiled to her. “Narrower.”

When Olivia entered Sophie’s room, she was wearing the team top.

“A two size smaller top. And a pair of narrower panties.” Olivia informed Charlee.

Charlee handed her a new thong which had way less fabric than the previous one. It took some time for Charlee to find her the right team top and even more time for them to get it on Olivia. Still, they needed to wait a good while before a little red-faced Sophie returned. Olivia was not quite sure but she thought there was a small wet spot on Sophie’s thong.

“These didn’t feel good in motion…” She explained, nodding for Olivia to go.

“Looking good!” Kenny commented as Olivia stepped in front of her and turned to face the mirror. “I think we are approaching the right model with your thong. Now move your feet apart as the last time and put your hands on the floor.”

Olivia was flexible and taking the position was not straining at all. The back side of the thong was very narrow and Kenny’s fingers traveled the whole way down her crack. This time they didn’t stop but went between her legs, touching the narrow strip of fabric covering her pussy and moving up to the front. When they did touch her pussy, Olivia was surprised of the feeling she got. It was like she had been waiting for this and it felt right. Her nipples were immediately erect and she could feel the moisture starting to gather inside her. When Kenny repeated the procedure to the other side, he seemed to move a little slower between her legs, which again felt right.

“Get up!”

“Shit!” Just as Olivia got up, a panicked shout came from the other room. Soon Charlee emerged in the doorway. “We totally forgot Sophie’s dance training. I need to take her there now. Right now!”

“Could you help Olivia find team bottoms before you go?”, Kenny asked hasty looking Charlee.

“Sure, come! Fast!”

Olivia followed Charlee to Sophie’s room where she was changing to her dance training gear. Charlee dug the box and handed Sophie two bottoms made from the same material as her top.

“Sophie. We need to go. Right now!” Sophie was still pulling her top on as they left the room.

Just like that Olivia was alone in the room, wondering what to do.

“Olivia, come here with those bottoms.” It felt reassuring that Kenny was still here to help.

“I think we have the right model and size for your thong. We were just about to do the irritation test before we got interrupted.” Kenny was sitting in his chair.

“Irritation test?”

“Yep. Since you do sports in these, we need to make sure they don’t rub you the wrong way…” Kenny laughed in a friendly manner, making Olivia smile as well. He tapped his right thigh. “Now come sit on my knee.”

Olivia thought that she was too old for that but sat on his knee. Kenny was wearing shorts and the hairs on his legs tickled her.

“First we test with just panties, then with your team bottom.” Kenny placed his hands on Olivia’s hips and started to guide them, to move. “Move your hips like this. It will rub your thong against my leg to simulate how you would feel while doing sports in them.”

Kenny didn’t say but when Olivia started to move her hips as directed, it was not just the panties that got good rubbing. Her pussy was pressed tightly to Kenny’s leg and as she moved, it got more and more tingly. Kenny didn’t let go but made her rub faster, pushing her down to ensure good contact. Olivia was surprised when her breathing started to get heavy. She was in good shape and this was not that hard exercise. This felt nice.

“Feeling OK?” Kenny asked.

“Yeah.” Kenny’s hands stopped her movement and Olivia couldn’t help but to sigh. The hands pushed her up.

“Let’s simulate real running. Go to the wall bars.” Olivia complied and heard Kenny stepping behind her. “Now take hold with both hands, as high as you can. And move your legs back.”

Kenny moved her in a position where her feet were again two feet apart. Position was little straining.

“Move hands two bars down.” Kenny’s instruction gave Olivia relief from the stretching. “OK. Now I’m going to rub you like your thong would on a very high intensity run. Ready?”

Olivia nodded. Kenny put her fingers right on her pussy and started to rub. Olivia felt like fainting and held on the bars with her dear life. She could feel Kenny’s fingers on the sides of her lips, but the one that was rubbing her crack made her head spin. The narrow crotch part seemed to move, making Kenny’s fingers touch her bare pussy. Breathing heavily Olivia felt her legs trembling. She closed her eyes as the waves of good feeling hit her. Kenny kept rubbing as Olivia felt the white thong get wet but she couldn’t care. She lost track of time but only when her breathing started to even, did Kenny stop rubbing.

“Felt OK?”

“Yes.” Olivia’s answer was a squeak.

“Take off the thong and put these on.” Olivia was relieved that Kenny was handing her the team bottom, making the wet accident disappear. She failed to think about why the thong needed to be taken off. Hands shaking, Olivia pulled her thong down and put the team bottom on. They were small, not in size but not as covering as the ones she had seen the other teams wearing. They were also from a tight thin material, but as there were advertisements printed on them, Olivia was sure they were proper team bottom.

“Hmm…” Kenny was running his hand on Olivia’s ass, like assessing the material. He rubbed all over before giving his judgement. “These are too big. Let’s try the smaller ones.”

After changing, Olivia just stood there while Kenny inspected her.

“These seem right. Retake the running position.” The running test had felt good and Olivia was eager to do it again. Only when she took the position, she noticed that something was wrong with this bottom.

“I think…” It was too late. Kenny’s hand was between her legs, his fingers rubbing her pussy. As the fingers moved, her pussy got more and more exposed: the small tear between her legs ripped wider.

“I think…” Olivia tried to speak but it was difficult to think. Or to speak as her breath was getting heavy fast. Kenny’s fingers were rubbing on her bare pussy. The pants had fully ripped exposing her totally.

“I… I…” It felt so good. Again. Now that she knew what could happen, she embraced the feeling. Olivia’s world started to spin as Kenny’s fingers rubbed her wet pussy.

“Oh. Oh. Oh.” Olivia was panting for air. She felt Kenny push himself against her as he reached between her legs from the front. His finger started to make circling motion on her pussy as one finger rubbed in the crack. That was too much. Olivia moaned closing her eyes, feeling her world go crazy just as something pushed into the entry of her pussy.

“Oii…” There was just a small sting as Kenny’s fat finger pushed into her pussy, stretching it. Olivia couldn’t care, everything felt wonderful. When the finger started to move it felt even better. She closed her eyes.

“Oh. Oh. Oh.” She felt Kenny’s hands on her tits. They massaged them through her team top, playing with her hard nipples. Even in the haze Olivia realized that there were two hands on her tits. While one finger was in her pussy. A one big finger. She opened her eyes and turned to look at Kenny.

“You like the extreme running test?” Kenny sounded winded.

“Yes.” Olivia didn’t have time to think before her mouth spoke. She felt Kenny’s hand move inside her top and caress her bare breasts. It felt even better.

“Ready for the final? It’s going to feel even better…”

“Yes.” Olivia moaned as she realized what was happening. She was having sex with Kenny and loving it. Kenny’s hands moved to her narrow waist, gripping her hips tightly.

“AAAH!” Olivia screamed as Kenny started to fuck her hard. Her 11-year-old virgin pussy was getting as much as Kenny could give and that was too much for her. Again and again, he poked the bottom of her pussy, hitting her cervix.

“You love it, don’t you?” Kenny moaned poking her hard. “Love me fucking your 11-year-old pussy hard.”

“Oooh…” Olivia was losing it, she couldn’t take anymore. Her legs gave in as she climaxed again, but Kenny was holding her.

“Fuck!” Kenny moaned as he started to unload into Olivia. “I’m fucking cuming into your fucking tight preteen pussy…”

They both panted for air for a while before Kenny pulled out. Olivia could feel the sticky juices running down from her pussy and on her thigh from the tear.

“Take a shower and go home.” Kenny collapsed into his chair. “We’ll have the thong for you for the weekend.”

EPILOGUE

“Come, let’s go talk to your mother.” Sophie took Olivia’s hands after their training, pulling her towards the parents waiting at the side. She leaned close and whispered. “Mommy is traveling this weekend and Kenny needs two girls… For the extreme running testing…”

When they arrived to Olivia’s mother, Sophie let go of her hand and spoke.

“Hey, Mrs. Kent. We had so much fun when Olivia visited me that I was hoping that she could come and stay overnight during the weekend?”

Olivia’s mother looked at her smiling daughter.