Matt, Chloe and Tina: 1 Getting Together
Copyright© 2026 by Dionysos
Chapter 9: First Night Sleeping Together.
Coming of Age Sex Story: Chapter 9: First Night Sleeping Together. - Matt, a young investment banker meets sexy 15-year-old waitress, Chloe. Despite their age and background differences, they have an instant and growing attraction to one another. However, Chloe was already in a relationship with her best friend, Tina. How is this going to work?
Caution: This Coming of Age Sex Story contains strong sexual content, including mt/ft Ma/ft ft/ft Romantic BiSexual Heterosexual Polygamy/Polyamory First Oral Sex
When they got back to his apartment, he looked at her. “You seem really tired, Chloe.”
“I am. Can you just cuddle me to sleep tonight?”
“I can think of no better way of falling asleep.”
“Tomorrow, you’ll have to tell me what Tamara meant by you liking kinky stuff.”
He just laughed and after pouring two glasses of water, he followed her into his bedroom. Despite their previous intimacy, she was still feeling shy at the idea of stripping in front of him, so she went to use the ensuite bathroom first, closing the door behind her. It did not take long for her to use the toilet and remove her small amount of makeup and brush her teeth. When she went back into the bedroom, he went to use the bathroom, so she quickly stripped down to her panties and slipped on her nightie. She hung up her dress and jacket in the wardrobe and then got into his bed, giggling as it felt so naughty. He smiled at her as he came out of the bathroom and then, with his back to her, he removed all of his clothes.
“Nice bum!” she giggled.
He looked over his shoulder and smiled at her as he opened his wardrobe door to put his suit away and retrieve his shortie pyjamas. He then slid under the covers beside her and kissed her. She giggled again. “This is the first time I’ve ever been in bed with a boy!”
“You can share my bed anytime, Chloe. Maybe next time you’ll let me explore your beautiful body, but tonight it’s late, so I think we need to get some sleep.”
“Unfortunately, I think you’re right. Thank you for the best night of my life. The meal was lovely, seeing Romeo and Juliet live at the theatre was so much better than the movies and meeting Tamara and Romeo was awesome! Not to mention that I drank more champagne than I’ve ever done. And now the man I love is going to cuddle me to sleep.”
“I’ve enjoyed the evening just as much, especially as it was with the girl I’ve fallen in love with.”
They enjoyed a long, loving kiss before she turned her back on him and curled up. He put his arm around her to hold her breast, causing a satisfied little moan and they were soon fast asleep, spooned together.
He woke up during the night, needing to use the bathroom, causing her to moan in disappointment at the loss of her lover’s body around her. However, she realised that she needed to go too and followed him into the bathroom. A few minutes later they were back in what was to become their favourite sleeping position.
Early the next morning, she woke up, thinking she was in a dream. It took a couple of seconds to remember where she was, and a big smile spread across her face. His hand was still gently holding her breast, but now she could feel a new sensation. What appeared to be a huge erect cock was pressing itself between her bum cheeks! Her smile grew even wider. She reached around behind her to slide her hand under the waistband of his pyjamas and grasp his morning woody. She gasped at the size of it, imagining it thrusting into her virgin pussy.
He moaned sleepily as she started stroking the head and upper part of his cock which seemed to grow even bigger. Deciding that the angle was restricting her movement, she slid around to face him, trying not to wake him up. He just moaned and turned onto his back. She pushed the duvet down and knelt beside him to undo the button holding the waist of his shorts together. This released his cock through the open fly, enabling her to grasp it in her hand. She loved the feel of the soft skin around his stiff shaft and bent down to kiss the head, causing it to twitch and her to giggle. When she sucked the head between her lips, he gasped and his eyes started to open as a big smile spread across his face. “Good morning Chloe. What an amazing way to wake up!”
She was unable to answer him as she now had a mouthful of engorged cock, so she started slowly thrusting her hand up and down, sliding the loose skin along his shaft, while sucking the head. She cupped his balls gently in her other hand and started to thrust and suck harder, all the while staring lovingly into his eyes.
It was not long before he knew he was reaching the point of no return. “I’m coming Chloe” he warned her, but she just thrust and sucked harder while gently squeezing his balls. That sent him over the edge, and he cried out as she felt his ball sack tighten and his sperm shoot up his cock into her waiting mouth. After four more spurts, she slowed down and when she realised he was done, she let his cock slip out of her mouth with a big grin on her face. She swallowed and, grinning up at him, slid her tongue out to catch a small blob of semen which had escaped the corner of her mouth.
“Wow!” he exclaimed as he was recovering, “you’ve done that before! It was amazing!”
“Glad you liked it. But it was my first time dealing with a massive morning woody!”
He put his arm around her and kissed her. They were both tired from their late night, so they soon dozed off back to sleep. They were woken a couple of hours later by the entry-phone. Both of them were now instantly awake and Chloe exclaimed “Shit! That must be Lisa and Tina for the Maths tutoring!”
“OK!” Matt replied, dashing to the bathroom. “Why don’t you let them in while I get a quick shower and put some clothes on?”
“But...” she started to reply, but he was already halfway in the shower.
“This is going to be so embarrassing!” Chloe said.
Dressed in just her short, sheer nightie and her tiny panties, she went towards the door, checked it was the girls on the entry video and pressed the button to let them into the building. A few seconds later, Chloe was standing by the open apartment door to let them in.
When Lisa and Tina saw Chloe in her sexy little nightie, their eyes went wide and a big grin spread across their faces. “Who’s been a really naughty girl then?” Lisa asked.
Chloe blushed a bright shade of red and Tina looked at her with a big grin “You slept with him. All night! I hope you used protection.”
“We didn’t need to ‘cos we didn’t do it!” Chloe exclaimed, now covering her face with her hands.
“Why not? I would have done!” Lisa laughed.
“We’re taking it slow” Chloe said, sounding exasperated.
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