Click on my name for the previous story called The Choir Trip or the first two parts of this story.
Hilly sat down in Ben's car with a rumble of anticipation in her stomach, then Ben shut her door. He danced around the front of the car with an eager grin. After he opened the driver's side door and plopped down next to her, he said, "Ready to study some algebra?"
She leaned back against the door and put her fingernail between her teeth to give him a coy look. "Drive fast."
The previous evening had been a blur of homework and safety class research with a few breaks in between to introduce Ben to Violet over a video call. After she told him all about her little purple friend, she decided at the last minute to keep her study plans a surprise.
During the day at school Hilly kept teasing Ben with kisses and secret touches. His frustration had him waiting by her locker at the end of the day to lead her to his car. He'd held her hand and carried her books for her, making her feel like one of the girls in the old romances her mother read.
"Maybe we can stop somewhere private on the way," he suggested.
"Why?" Hilly asked with all innocence.
"Because you've got my underwear so tight I can't feel my legs."
"Did I do that?" Hilly asked with a suppressed smile.
"You know damn well you did," he chuckled and adjusted the front of his pants.
"Well, I have a surprise for you if you'll just take me home."
He raised an eyebrow to prompt for more information, but Hilly stayed silent. "Okay. I trust you."
She could feel her core tensing just thinking about her plan. Ben glancing over to smirk at her didn't help either. "When we get home, I need you to take our books to the kitchen table and set everything up for studying later."
"What are you gonna be doing?"
"Getting ready to… study."
When they arrived, Ben parked in the street and she walked him up to the front door with her keys out. After he went inside, she locked the door again and led him to the kitchen table.
"Be right back," she said with a lingering kiss. "Make sure the books are open so we'll look busy."
Leaving him to set the stage, Hilly jogged upstairs to her room. She had worn a soft, cream colored peasant skirt under an olive green tank top at school which had been part of her plan. She lifted the skirt and pushed down her damp panties, then kicked them into her dirty clothes hamper. Feeling the soft fabric on her bare ass added to her mounting excitement.
She squatted to grab a condom out of the bottom drawer in her night stand and felt a cool drop run down her inner lips. She lifted the skirt to see the drop descending to hardwood floor on a long string of her slippery arousal. The drop fell the last couple of inches, so she wiped it up with her finger and laughed to herself as she licked her fingertip clean.
Getting up and spinning on her toes, she zipped down the stairs while hiding the condom in the pocket of her skirt. Ben had finished setting up the books and was sitting in the wooden chair looking nervous. When he saw her, his eyes sparkled and he started to get up.
"Stay there," she said and straddled his lap. "We should have around thirty minutes, but someone could come home anytime."
He frowned as she began to open his belt. "So what did you have in mind?"
Her hands were shaking from the need to be full of him, but she finally got his belt and button open to lower his zipper. "Push your pants down a little and lift your shirt."
He lifted himself up between her legs and did as she asked, licking his lips as sweat broke out along his forehead. "Hilly, we could get busted."
"I know," she exhaled with a big grin. "Isn't it exciting?"
"What if we don't h-hear someone c-coming in?" he stuttered as she tugged his erect shaft out of his underwear. "Wait, we need a condom!"
She pulled the foil package out of her pocket. "Tada!"
"Holy shit," Ben murmured as she bent to kiss him. "I won't last a second."
"I don't care," Hilly said against his lips. "I just want you inside me again."
He took the condom wrapper from her trembling fingers and tore it open with his teeth. She chuckled as he sat the latex cap on top of his shaft and quickly rolled it down, then put his hands on her hips to tug her towards it.
She lifted her skirt to show him her furry mons. Then he guided her down as she impaled herself on his shaft. She was so wet that he slid inside in one smooth motion, making her feel both hot and cold at the same time. As he spread her open to fill her completely, her arms and legs began to tremble.
When they came together, Ben pulled her close to kiss her hard on the lips. She let go of her skirt to put her arms around his neck, then rocked her hips to grind her sensitive nubbin into the curly hair around the base of his shaft.
"Oh fuck," Ben whispered as he reached down to gather her skirt and lifted it away from her bare ass. She kept kissing and rubbing against him as his fingers felt their way between her cheeks to probe along their joining.
"Please," she begged in the middle of a kiss. Pushing back for a moment to open herself, he slipped a finger around to gather some of her slippery fluids. She bit his lower lip as he penetrated her puckered opening with the tip of his finger. "Yes," she growled and pushed back against it.
He lifted himself by flexing his legs against the chair, driving his thick cock even deeper. Hilly couldn't make her lips work to kiss anymore, so she just held on to his neck and whimpered while he drove himself into both of her tight openings.
His cock hit that magic spot deep inside she couldn't reach by herself, but it was his probing finger that lit the fuse. She bit him to keep from crying out as he held himself deep inside her. She felt a warmth in her core as he came, then her own release tightened around his finger and shaft before pulsing away all her pent up stress.
"Damn," she whispered at last as they collapsed against the chair back. "That was amazing."
"Sorry I was so quick," he whispered into her hair as he slowly removed his finger. "But you teased me all day."
"It's fine," she purred. "We can't get too sweaty anyway or whoever comes in first would know what we'd been up to."
She pulled back to look at him, his softening shaft still deep inside. Ben reached up to tuck her hair behind her ear with such a sweet look Hilly melted.
"What are you thinking?" he asked.
"How lucky I am," she said and kissed him with all the tenderness she felt for him just then. "And how lucky you're going to be once you rest up for a few minutes."
"Why?" he smiled.
"I've got two more condoms," she said and tightened her inner muscles around his shaft. When his eyes squinted she did it again and again until he closed them completely and moaned. "Are you getting hard again?" she asked in surprise.
"It feels like it," he whispered. "You're so warm and wet and wonderful. Can we try a different way this time?"
"Want me to turn around?" she asked with a nip at his lips.
"Yes!" His enthusiasm convinced her to try.
She reached under her skirt to hold the condom on his shaft then lifted herself off it. He hummed happily as she held her skirt up to turn around, then presented herself as she lowered back down to let him guide his way inside. He wasn't as hard as before but she was so wet it hardly mattered.
Ben held her skirt up against her hips while she gripped the table for balance. Then she lifted up and pressed back while rolling her hips with each stroke. It only took a moment to begin moving together smoothly. Hilly savored the sensation of him filling her to remember later when she was alone.
It only took a few minutes for Ben to regain a full erection. He began to push up off the chair to increase the pace, so Hilly moved with him, leaning further until she was bent over the table.
Ben stood up to improve the angle, keeping his knees bent slightly to match her height. Then he lifted her skirt over her back to rub her bare cheeks as she pushed back against him. She looked back over her shoulder, biting her lip at the sight of Ben working hard to give her another orgasm.
"Cum for me," he panted as he reached up to rub her back and shoulders.
"Make me," she whispered.
He gave her an evil grin, then wrapped his fingers around her long brown hair to pull her head back. "Fuck," she murmured as sparks shot down from her scalp.
He continued to ram into her, making the table squeak with each thrust. "Cum for me," he demanded.
She bowed her back and pushed harder against his thrusts. "Fuck you," she growled back. Then Ben slapped her ass with a wide grin.
That wasn't nearly hard enough, Hilly thought with a start. "Is that all you've got?" she growled, but couldn't keep from returning his grin. "I've got ten-year-olds in my classes that hit harder than that."
Smack! He slapped her again with enough force to make the muscles tense all over her body, throwing her into a powerful orgasm. Then he slapped her other cheek hard enough to leave a hot hand print.
"Oh, Fuck!" She couldn't lower her head because he held her hair. She couldn't move away because he had pinned her hips against the table. The only option was to ride out her orgasm while he continued to fill her with his cock. "Oh, God!"
"I can feel you cumming," he sang as he bent over her back. The angle of his thrusts now pressed his cock against that wonderful spot deep inside and her pleasure doubled. She could only gasp and writhe on the table under his complete control.
Hilly had never let anyone control her before. She had fought off her brothers, fought off her sparring partners, and fought off the big blond guy at the hotel, but Ben was different. She trusted him and it allowed her to lower her guard and give him the most precious thing she possessed; her submission.
The pleasure faded as he slowed, stroking the spots he slapped with his fingertips. "So good, girl," he whispered, like he was talking to himself.
Her skin prickled all over and she looked back, pulling her hair from his now slack grip. "Did you just call me your good girl?" she asked.
He must have thought she was going to be upset because he stopped moving. "Uh."
"Do it again," she whispered as she reached back to slip his fingers in her own to encourage him.
"Are you my good girl?" he asked quietly, his eyebrows showing his confusion.
"Yes," she purred as she squeezed her muscles around his hard shaft. "I love being your good girl."
He put his arms under her stomach and chest, then pulled her back to sit in his lap without letting his cock slip out. Hilly relaxed against his chest and looked over her shoulder to kiss his dry lips.
They kissed deeply as she recovered, his hands roaming under her tank top to cup her breasts through the soft bra she wore. She rocked her hips and leaned forward to rest her palms on his knees.
"Wanna go again?" she asked, giving him a coy look over her shoulder as she slipped up and down his shaft.
"I can't finish twice this quick. I can't believe I got hard again," he chuckled. "But your body is so amazing. And I can get hard just smelling your hair. God, I can't get enough of you." He pulled her close to kiss her neck and shoulders.
"I liked it when you held me down and slapped my ass." She laughed as his ticklish kisses prickled the flesh down her arms. "Is that weird?"
"No, it was fuckin' hot," he said into the hair around her neck as he nuzzled against her. She could hear him talking long breaths and felt the light tickle of wind when his nose got close to her skin.
"Are you sniffing me?" she laughed as she leaned forward again to place her palms back on his knees.
"I told you I can't get enough of you," he said. "I loved falling asleep with you at the hotel. I woke up with my face burrowed in the pillow because I could still smell you there. I want to sleep with you all night."
"You know what I really want someday?" she asked as she continued to slide his cock in and out of her hungry opening.
"Hmm," he whispered as he let her do what she wanted.
"I want to feel you cum inside me. Without a condom." He froze under her as she kept moving. "I've been thinking about getting an IUD so we could be together and still be safe."
"You'd do that?" he asked as he rubbed her back while she moved a little faster.
"Yeah," she breathed. "I want to feel you in there. It's what I thought about when I played with Violet last night. I love when you cum. It makes me feel… powerful." It was getting harder to talk as she brought herself closer using Ben's cock.
"You make me feel the same way," he said, his voice growing tense. "Somehow you make me feel how much you want to be with me. Like you can't get enough."
Hilly felt the slick shaft widen and harden. "I bet you'll cum if I keep doing this."
"You've got me thinking what you'll feel like without a condom." His fingers tightened on her hips to drive in deeper.
"I bet it's amazing," she sighed. Letting him set the pace for a while, she continuing to rock her hips and focused on feeling him to bring on another orgasm. "Just imagine how wet and soft it will be."
He began to hold his breath as he pushed faster and deeper. Hilly opened her mouth as she approached her peak, her legs shaking as the intense workout began to tire her. Ben changed from a smooth motion to press deep and groan out loud.
"Give it to me," Hilly begged. "Put it all in me."
"Oh, God, I wish I could," he panted. "You'd overflow. Here it comes!"
Hilly focused on the heat in her belly as he came again, his pulsing finish drawing her own. They ground together though the last tremors, then she eased forward while holding the condom at the base of his shaft.
They both stood to embrace. Hilly burrowed her face in Ben's chest and took deep breaths to satisfy her body's need for oxygen and her heart's need for his scent. He kissed her hair, whispering a stream of loving nonsense and sweet promises of more to come. With her arms around him, she held on until he tilted her chin up to kiss her tenderly.
"Sorry, but I'm leaking down my leg," he said after he broke the kiss. "Where's your bathroom and what do I do with the condom?"
"Come on," she led him by the hand to open the door to the small bathroom under the stairs. "I keep spare panty liners in that drawer. Just empty the condom out in the toilet and roll it up inside one."
"You had this all planned out, didn't you?" Ben said as he eased the well-used sheath off of his cock. Hilly watched, utterly fascinated.
"It's the same size hard and soft?" she asked.
"Yeah, I'm a shower."
"Shower?"
"Some guys are small when they are soft and grow longer. We call those growers. Mine's a shower because it just stands up when it gets hard without growing much longer."
"See? Now that's something I wish they told us in health class. I had no idea."
Ben sat on the toilet after dumping the cum out of the condom and wiped his thighs where it dripped on him. Hilly reached over and pulled out a panty liner for him. "So this is a pad? Like for your period?" he asked as he turned the thin cotton surfboard in his fingers.
"No, pads are thicker and only for shark week. A panty liner keeps my furry friend from ruining the gusset of my panties the rest of the month." When Ben looked confused she added, "You know how your lips keep the spit in your mouth?"
"Yeah?"
"The lips down here?" She lifted her skirt to show him. "Not so much. My vag drools all the time and when you do fun things to me it drips out. Literally. Like I took my panties off upstairs and left drops on the floor before I could even get down here."
Ben nodded as he rolled the used condom up in the panty liner. When he threw it into the trash it was practically invisible. "Interesting. That explains something Marybeth said the other day."
"Different girls have different issues, but that one's pretty universal." Hilly shrugged as she watched Ben point his dick down to pee. "So you can aim it?"
"Yeah," he said as he shook the last few drops off and stood.
"You didn't wipe," Hilly noted.
"Don't really have to. No matter how you shake and dance, the last drop ends up in your pants," he quoted the old saying. "Your turn." He moved forward to pull up his pants and wash his hands, then turned to face the toilet and crossed his arms.
"You're just gonna stand there?" Hilly asked with a grin.
"Why not? You watched me."
Hilly lifted her skirt to sit, then held it up as she opened her legs to pee. "This is so weird."
Ben just chuckled. "Says the girl who likes me to lick her there and play with her ass."
She wiped as her face heated, then stood to flush. "Move aside, I gotta wash my hands too." Ben moved out so she could, then she grabbed the can of air freshener from under the sink. "One last job then we can study."
After spraying enough to disperse the scent of sex, but not enough to make it obvious that had, Hilly returned the can under the sink and joined Ben at the table.
"Now," she said as she tucked her messy hair behind an ear. "Algebra."
"You're still not wearing underwear."
"I know and you'll be thinking about it when everyone comes home and Mom invites you to stay for dinner. My bare ass with those two pink hand prints are just sitting on my skirt in this chair." Ben licked his lips as she spread the skirt over her lap. "Just one thin bit of cloth between you and my red, swollen clit."
"Damn it," he muttered as he tore his eyes away from her to straighten the books they'd knocked all over the table. "How the hell can you give me another boner after all that."
"I believe as your girlfriend… that's my job." Her lips twitched as she watched him blush and take a deep breath. "And I love my job."
Source: reddit.com/r/sexystories/comments/3b1ayg/hilly_and_ben_their_first_date_3_mfstr8mdom
Thank god this can go on, longest running erotica I’ve seen.