Anna and Dylan
Copyright© 2023 by Dionysos
Chapter 1: The Hike
Coming of Age Sex Story: Chapter 1: The Hike - After increasingly erotic foreplay over the winter, Anna and Dylan finally surrender their virginities on her fifteenth birthday. They agree not to be exclusive and have an amazing summer, swinging and having sex with their friends.
Caution: This Coming of Age Sex Story contains strong sexual content, including mt/ft ft/ft Teenagers Romantic BiSexual Heterosexual Sharing Spanking Group Sex Swinging First Oral Sex Slow
Mat finished his homework, closed his laptop and checked the weather forecast for the weekend on his phone. He and his girlfriend Erika had been hoping to hike over the mountain to a little village on the other side. There had been quite a lot of October storms, not good weather to be in the mountains and annoyingly, they always seemed to arrive at the weekend. At last, the final weekend of the month was looking good. Mat was just 18, in his last year of school before going off to uni. His girlfriend Erika was a year younger, both of them hoping they could keep their passionate love affair alive when he went away and they were apart.
Their parents were both expats, his English, hers Swedish who had settled in a small town in the centre of Mallorca in the foothills of the Tramontana mountains. His parents were both yachties and his father was currently captain of a large sailing yacht owned by some rich banker which was based in Palma, only a half hour drive away. His mother had sailed with him until the children were born but now worked for an international yacht broker in Palma. Erika’s parents were IT entrepreneurs, owning their own company designing software and websites. They worked from an office in Palma where they employed a few staff but had more based in Barcelona and Stockholm.
The forecast for Saturday was looking good. Sunny, 22 degrees with light winds from the north-east and little chance of rain, although Mat was well aware of the potentially changeable mountain weather. Still, Friday and Sunday looked settled too, in case the weather was earlier or later than forecast, so it looked like too good a chance to miss. He phoned Erika with the good news.
“Hi Erika! Saturday is looking good for a hike. What do you think?”
“Shit! Dad just told me they are going into town with your parents in the afternoon. I have to babysit Anna” she replied. Her younger sister was 14.
“Perhaps we should never have introduced our parents” laughed Mat “They haven’t mentioned it yet, but I expect I will have to keep an eye on Dylan.” His younger brother was almost 16.
“Anna thinks hiking is boring, but I might be able to persuade her if you bring Dylan along. I think she rather likes him, although she will never admit it.”
“Well Dylan always calls her your sexy little sister so he might be persuaded. I just had a thought that if we could get them together, it could make life much easier, especially when we have to babysit”
“I’m not letting your hunky little brother get his grubby hands on my innocent, virginal little sister!” Erika exclaimed, half in jest.
“OK. I’ll make sure he washes them first! And she may be virginal, but she is pretty and hot.”
“So you have the hots for my baby sister!” shrieked Erika.
“She’s not as beautiful as you yet, but you’d better watch out” teased Mat.
“I’d better get her paired off with someone else then before you decide to trade me in for a newer model. See if you can persuade Dylan and I’ll talk to Anna.”
“OK. I’ll phone you back. Bye.”
After confirming their parents plan for Saturday, Mat went to his brother’s room and shouted “Can I come in?”
“Yup. Finished homework and just texting Sofia.” Dylan replied.
“Is she the new girlfriend then” asked Mat, wondering if his plan was blown already.
“No, been there, she’s lovely and oozes sex, but we just work better as friends.”
“OK. Erika and I have a problem on Saturday. Mom and Dad are going to Palma on Saturday afternoon with Erika’s parents. We were planning a hike over the mountains, probably the last chance we will get for a while, but Erika has to babysit Anna and I have to keep an eye on you” explained Mat “We were hoping you and Anna would come with us.”
“I’ve nothing planned and I’m up for some fresh air. And I’d love to spend some time with Erika’s sexy little sister.”
“Thanks bro. Erika said she didn’t want you to get your grubby hands all over her innocent, virginal little sister so I told her I would get you to wash them first!”
Dylan laughed “Well she may be virginal, but she sure isn’t completely innocent according to the last boyfriend she just dumped.”
Meanwhile, Erika had gone into Anna’s bedroom and explained the problem, hoping she would find a hike less boring with a cute hunk for company.
“Dylan is really cute, but I would have to get in line to get him to spend time with me.” said Anna.
“You do know he calls you my sexy little sister.”
“Yes, but he’s just being nice” replied Anna rather sadly.
Erika’s phone pinged with a message.
Mat <Dylan would love to go hiking with your innocent, virginal sexy little sister and promises to wash his hands first>
She showed the message to Anna and they both laughed when Erika explained about washing hands. Anna blushed about being described as innocent (not totally) and virginal (true) but was excited to go.
Erika <Anna says yes providing he uses soap!>
“Erika!” Anna screamed, hitting Erika “you just told him he could feel me up!”
“Oops sorry, I didn’t mean to, but I’d bet you’d like it!” replied Erika, prompting another thump on her shoulder.
Erika <She didn’t really say that, and I got hit for suggesting he could feel her up>
Mat laughed <Thank Anna for being a sport and look forward to seeing you both tomorrow xxx>
Erika <Thank Dylan in advance for washing his hands and tell him I hope he doesn’t mind hiking in handcuffs. When we ride to school in the morning, I have some questions about my science project I think you will be able to help with>
Mat <No problem. Goodnight sexy! xxx>
Erika <Thanks. Goodnight xxx>
A while later Anna was lying in bed, excited that she would be spending time with Dylan. She had had a crush on him for years but he always seemed to be surrounded by girls his own age and some even older, so she had not thought she had a chance. She hoped he really did think she was sexy and was not just saying it to make her feel good.
He was definitely sexy and as she pictured him kissing her, she unconsciously slid her hand down, under her panties and started playing with her pussy. She concentrated on rubbing her clit hood which felt really good and when she dreamed of his cock entering her she pushed a finger in to substitute. Her rubbing became increasingly frantic until she came hard, suppressing a cry with some effort. As she recovered, she realised it had been her best orgasm ever and she drifted off into a very pleasant sleep.
By this time, Dylan was also in bed, thinking about Anna. When his brother had started going out with her older sister, he had thought unkindly that Anna looked a bit like a stick insect, although she was fun to tease. She was still skinny with an athletic body, but her legs were becoming shapelier, her breasts were starting to develop and he thought her bum looked sexy as it wiggled a little when she walked. He often tried to walk behind her to watch when she was wearing her tight shorts. He was now imagining how beautiful her bum would look naked and how firm yet soft it would feel with both hands on her cheeks. During these thoughts he was, of course, stroking his cock with increasing urgency until he finally released a load into his waiting Kleenex tissue.
The next morning, he was ready for school earlier than usual and wandered out to the road to wait for Erika to arrive with Anna. Their respective parents would usually drop them off at school on their way to work but Erika usually got a lift with Mat’s parents. This morning Dylan was planning to ask Anna’s parents for a lift to school so he could see Anna but suddenly thought he would look rather stupid if Anna had got a lift with a friend.
He should not have worried but when Erika got out whispering “I hope you washed your grubby hands” he saw Marta on the back seat with Anna. Realising it was too late to back out now, he greeted them all with “Good morning” and asked Anna’s parents “Would it be OK to give me a lift to school today please? Sharing the back seat with Mat and Erika can get a bit embarrassing.” Sven and Birgit Andersen laughed and readily agreed, then exchanged a knowing smile.
The girls were supressing giggles in the back and insisted he sat in the middle, between them. He was now feeling very embarrassed and beginning to think this was a bad idea when the two girls slid a hand each to hold his and he smiled at them both, changing his mind. When they arrived at school, they got out of the car and thanked Sven and Birgit for the lift. Dylan then walked in the school gate pleased to have one pretty girl on either side of him and even more pleased, if a little embarrassed when they both gave him a quick kiss on the cheek before they parted to go to their different classrooms.
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