Hilly woke wrapped in Ben's arms. She checked the clock on the night stand and smiled when she saw they'd only been asleep for an hour. It was barely Sunday and there was still plenty of time to find something productive to do with those last two condoms.
When she heard Ben sigh in his sleep, she began to kiss him awake. It didn't take him long before he squeezed her tight in his arms to hum against her hair.
"Not too sleepy?" he whispered.
"I told you I'm not wasting this night," she teased. She rolled over on her side and pressed her ass against his thickening shaft. "Can we try this way?"
"On our sides?" he asked as he reached for the second condom. "Will it work?"
"I don't know," she giggled. "It'll be fun finding out. I just want this time to be slow and relaxing."
Ben prepared himself with the second condom, then tugged her hips along the sheets to reposition her. He slipped one arm under her neck and placed his other hand low on her stomach to pull her closer.
Hilly shivered as he adjusted the angle and pulled her back against his shaft. "Oh, yeah, this is gonna work just fine."
Kissing her neck and shoulder, Ben eased his way inside while Hilly tilted her hips to make it better. She was still soaked and open as his head spread her wide. Then she lifted her top leg to lay across his thighs to give his fingers room to help bring them together.
"You feel so good," he whispered into her hair as he rocked his hips to inch his way inside.
"Oh, God, the goosebumps." When he reached her depths, his curly hair brushing against her ass made her shiver in his arms and he wrapped her closer.
One of Ben's hand covered her breasts while the other probed through her slick hair to touch her melting core. "I'm in. It feels different this way, but so good."
His tickling breath against her neck, the thick cock filling her, and his warm caresses made it hard to know what to sensations to concentrate on. She felt the first tinglings of her approaching climax and arched her back with a moan.
"This is even better than I dreamed," she murmured.
Ben never increased his pace after her reached her depths. He just slipped back out to fill her again with the same slow motion. Rather than a frantic race to finish, this felt like an intimate massage to Hilly. Almost as if he could read her mind, Ben began to use his hands to rub her thighs and breasts which added to the sense of massage.
Hilly looked over her shoulder to watch him moving into her which gave Ben the chance to kiss the corner of her mouth. She was lost in the moment as her body slowly tensed like a winding spring. She reached back to rub along his ass and thigh while he cupped and squeezed her breasts.
"Oh, Babe," he whispered.
Ben paused deep inside while he kissed her cheek. His fingers were low on her stomach to hold her against his last thrust. She shivered as his fingers began to circle like she'd showed him on the bus. Gasping at his mouth she strained to push back harder against him, trying to fit even more of him inside.
"I love being full of you," she whispered as his lips continued to kiss her gasping mouth. "Oh fuck, Ben!"
Teetering on the edge, Hilly shivered and let out a long sigh as her tension disappeared beneath a wave of pulsing contractions. Ben whimpered as he pressed himself deeper, his own release prompted by hers. The exquisite feeling of fullness intensified her response and caused her to break out in joyful laughter.
Ben stopped to give her time to recover until her laughter turned to satisfied chuckles. "Do I need to worry that you laugh everytime we're together?"
"No way," she purred. The ticklish feeling in her stomach faded and left her craving him again. She'd been in a continual state of lust since she discovered what being with him was like. "It's so good with you it scares me."
"Why would it scare you?" he asked as he released her from his tight embrace.
She gave her thoughts time to settle for a moment. "When we get back home today I have to go back to being… me."
"Wait," Ben said as he pulled away so she could turn to face him. "Now you're scaring me."
"Ben, I don't get to date one-on-one until my birthday next month. Even if my parents don't freak about you being two years older, they'll still expect to get to know you before we can go out at all. And forget about overnights like this." She touched his face and bit her lip. "But now that I know what being with you is like, how the hell can I go back to being the way I was before? And how can I expect you to wait for me?"
His first response was to give her an indulgent smile and kiss her sweetly. "I'll see you everyday at school. If you think it'll help, I'll start coming over to hang out with you in the afternoons a few times a week. Tell them I'm tutoring you if you need help with something or we can do homework together. I just want to spend time with you, Hilly."
"You'd do that for me?" Hilly asked in wonder.
"Look, I won't pretend this is gonna be easy. Some of my buddies are gonna give me shit for coming dating someone younger. Your parents and brothers will make it tough for me. But I don't care. You're the first person I've ever connected with like this. It's not just your body I'm crazy about. I actually like you as a friend."
"What the hell does that mean?" she asked, unsure how to take his comment.
He laughed at her confused expression. "I'm new at this, don't get mad! Kaylee never wanted to just hang out. We always had to do something, and usually that meant something she wanted to do like shopping or parties with those assholes she hangs out with. For some stupid reason, I just assumed that's what having a girlfriend was supposed to be like."
Hilly frowned and laughed at him. "I guess I get what you mean, but I always assumed a boyfriend was like a best friend who made you cum."
"That's what I mean," he said, getting excited that she saw it. "Being with you is like hanging around with a friend, but that doesn't mean I don't want to do this." He ran his fingers down her neck and over her breasts. "It just makes being with you even better."
Hilly felt her heart warm at his earnest need for her to understand. "So you really think we can work this out?"
"Yes!" His grinned widened as she leaned in and kissed him.
"I suck at algebra," she confessed as he cupped her breast.
"I'd love to help you," he said and kissed her back.
When she opened her mouth to his tongue, he rolled her back and continued to squeeze her breast in his palm. She arched her back as he kissed down her neck.
"And you're willing to wait until we can be together again?"
"I'll probably cause a shortage on hand lotion, but we'll work it out."
"Then we better make this last condom count," she whispered. "You pick this time."
"I always wanted to try from behind," he said as he raised up to give her a cheeky grin.
Hilly laughed as they changed position on them bed. She got up on her hands and knees at first. "This doesn't seem comfortable for me."
"Hug the pillows?" Ben suggested as he rolled on the last condom.
She felt him move between her feet as she gathered all the pillows under her chest. "Much better," she sighed into the soft pile.
She was getting sore but there was no way she was going to deny herself this last time. Ben ran his hands across her back and ass, then she felt his breath as he bent to kiss her cheeks.
"Oh, you naughty boy," she giggled.
He kissed one side then the other as his fingers explored. "I can't get over how soft your skin is." He ran the tip of one finger down between her cheeks.
Hilly hissed and hugged the pillows tighter. "What are you doing?"
"Returning the favor from earlier," Ben teased as his fingertip stopped and swirled around until he pressed into her slightly.
The sensation made her tighten up without thinking, trapping the tip of his finger. "I kinda like it," she whispered like it was a secret.
"I did, too," he whispered back. "But don't tell anybody."
Hilly forced herself to relax and release him so he could resume his gentle explorations. The feeling of being touched lightly, of his breath on her back and exposed mons, heightened her arousal. He kept at it until she bowed her back to open herself completely. When she felt cool drops of her arousal begin to trickle down her inner thigh she closed her eyes and hummed deep in her chest.
"You're so wet," he said in a reverent whisper.
"Only for you." He moved and Hilly gasped when he filled her smoothly. He went deeper in this position and she reached back to stop him when she felt a sharp pain. "Easy," she breathed.
"Sorry," he said. "What did I do?"
"You're big," she chuckled. "I think you bruised my liver."
"I'm big?"
"Well, I've only seen my brothers and those useless sex books we got in our health class, but you've got the biggest one I've ever seen."
"I've got the only one you've ever really seen," he teased.
"And the only one I want to see," she whispered as he resumed without moving in and out without going so deep. "Damn, that's nice."
"I love the view," he said as he caressed her smooth ass cheeks. "You have an amazing body."
"All those years of martial arts finally paid off," she chuckled.
Hilly relaxed and let him take his pleasure from her. Sometimes he would hiss or moan as he moved. Hearing him respond made push back against his motions. In this position, his thrusts hit her in just the right spot inside and brought her along until she came hard. He slowed again, but never stopped moving.
"It's gonna take me a while," Ben said. "You okay?"
Hilly chuckled. "I'm not going anywhere."
She floated in a serene place, her thoughts dancing around the pleasure he gave her. She tried to seal the feeling of the moment in her memory, knowing it was going to pass soon. Life would return with all the problems and pain, but she hoped this sweet time with Ben could sustain her. As she built towards another climax she reached between her legs to feel their joining.
"Oh yeah," he whispered as her fingers grazed his moving shaft and balls.
He felt rock hard and she was swollen with pleasure. Her slick emissions covered them both. When she cupped his balls he pressed in further and stopped to allow her time to play.
"They're bigger than I'd imagined they'd be," she whispered as she fondled the soft skin containing his balls in her hand.
"I'm a little hot right now," he panted. "It makes them hang lower."
Hilly used her hips to rock against his shaft while she held his balls in her hand. That spot inside her really liked this position and the attention he'd given her. "I wanna try something," Hilly whispered. "Can you hold still for a bit?"
"Sure," he murmured with a contented tone.
Using her hips and legs, she pushed back against him to rub that spot using his cock like a toy. Squeezing made it more intense, so she tightened up with each stroke. In a few moments she was riding on the cusp of a huge orgasm. His balls retreated from her fingers as Ben gripped her hips to help her along.
"Oh fuck," she muttered as the last few strokes pushed her over the edge. "Oh fuck! Oh Ben!"
"Hill," he strained into her. "So good."
The world exploded as her vision dimmed. She saw sparks shooting through the darkness behind her closed eyes as a powerful surge ran through her body. She had no idea what she was saying under the grips of her release, but in its wake she collapsed into the pile of pillows still whispering his name. She was raw and tingling over every inch of her skin, but especially in the hot center he'd claimed as his own.
Curling up with her on the pillow pile, Ben whispered her name into her damp hair. She crawled into his arms, burrowing into his chest to revel in his scent. In moments Ben was asleep as they curled together with limbs tangled.
Hilly listened to his quiet breathing as her heart slowed. Her body ached like she'd run a marathon and there was a new kind of soreness between her legs. Exhausted but not sleepy, she was content to lay with him as he slept.
She would have to go back to her room to shower off the scent of their sex. She hadn't imagined it would smell so much, but she liked the musky stink of it. It was the right kind of smell to go with such a powerful experience.
And it was powerful. She felt transformed by it. The idea of sex paled next to the reality of what it was. He had been deep inside her body and left part of himself there. It didn't matter how long she lived, she could tell that Ben would always be part of her.
Ben murmured then, pulling her closer to hum into her hair. Hilly smiled at the feeling of warmth that the physical connection with Ben gave her. He was willing to work to keep what they'd found together. He wanted her enough to wait. Except now Hilly wished the waiting was already over.
With her heart and head restless, Hilly decided to leave so Ben could rest. She carefully untangled herself, slipping off the bed without waking him. After drawing the sheets around him to keep him warm, she kissed his forehead and gathered her clothes to dress.
When she slipped into her room with Madison a few minutes later, she was surprised to find a lamp on. Madison was sleeping on Hilly's bed with her face buried in the pillow she'd used the night before.
"Madison?" Hilly said as she touched her shoulder gently.
"Huh?" she whispered as she woke and sat up. Her hair was tousled above the long shirt she was wearing. "I was worried about you. You okay?"
"Yeah," Hilly replied as she brushed the hair out of her best friend's face.
"You smell funky."
"I need to shower." Hilly stood and went to the dresser to get clean clothes.
"What happened after we had to leave at curfew?"
"I had to write out a full statement about what happened. Then that old officer insisted on going over it a dozen times." Hilly stood up with her clothes.
"You went back to Ben's room." Madison wasn't asking.
Hilly was surprised that she couldn't read Madison's expression. "Yeah, I did."
"Were you careful?" Madison bit her lip after asking.
"We were." Hilly still couldn't figure out what Madison was thinking.
Madison flushed and looked down. "Did you like it?"
Hilly smiled. "Do you remember when you tried to describe your trip to Europe to me?"
"Yeah," Madison frowned as she looked up confused, then her eyes widened. "I got frustrated when I couldn't describe it well enough for you to get how cool it was."
"You had so much fun. You told me what the food was like and all the incredible places you saw. But you finally just said the only way I'd know was to go there myself."
"That good, huh?" Madison gave a lopsided grin, but her eyes held a bruised expression.
"Beyond," Hilly said as she shook her head. "I can't possibly explain it right now. I'm still… tingling."
Madison nodded, then waved her hands to shoo Hilly into the bathroom while she went back to her own bed. "We've got to get up in a couple of hours. Turn off the light when you go to bed."
Hilly went into the bathroom and looked at herself in the mirror. Her lips were a little swollen and her face was red where Ben's beard had rubbed her. The halo of hair around her face gave her that freshly fucked look. No wonder Madison knew.
After a thorough shower and putting on the long shirt she slept in, Hilly went back to the bedroom, turning off lights as she went. Madison was sleeping deeply in her own bed. After she turned off the last lamp, Hilly climbed into her bed to sleep for a couple of hours. When she put her head down on her pillow, she felt damp impressions Madison had left. Touching the pillow with her hand, she found two distinct areas where Madison's eyes had been.
Turning the pillow over, she stared at her friend sleeping in the bed next to her. In just three days, her life had been turned upside down but the changes hadn't stopped yet. Hilly had tried to reassure Madison that her relationship with Ben wouldn't change things between them, but it obviously had. Her last thought as she drifted off was a vow to make time to keep their close bond.
Source: reddit.com/r/sexystories/comments/386030/hilly_and_ben_the_choir_trip_4_mfstr8
I’m really enjoying this series. Great work!