My Roommate's Sister

After dinner, Josh, Mason and Leni met up with some of Josh’s high school friends at the local movie theatre. The group included Greg, Patrick and a young lady named Cassidy who Mason noticed Josh gave an extra long hug too then put his arm around her while they were in line for popcorn.

Being the odd ones in the group, Mason and Leni sat beside each other with the rest of the friends sitting next to each other to chat and catch up before the previews started. Being at the far end, Mason had to lean forward to be a part of the conversation, but as soon as the lights dimmed and the movie started, Mason was able to reach over and hold Leni’s hand.

They held hands the whole movie, with Leni even squeezing his hand during scary and tense moments of the psychological thriller.

Unfortunately, as soon as it was over and the lights turned back on, she pulled her hand away, putting both hands in the pocket of the jean jacket she had on.

After saying good-bye to Josh’s friends in the parking lot, Mason was only a little surprised that Cassidy followed them to Josh’s car, getting in the passenger seat.

“Cassidy took the bus here,” Josh explained to Mason before either of them got into the car, “so I told her I’d give her a ride home. I hope that’s okay.”

“Of course, man,” Mason responded. “That’s really thoughtful of you.”

Leni had gone into the car, sitting in her seat in the back. Once she was out of earshot, Josh continued. “Are you okay if I drop you guys off at the house first?”

Mason immediately picked up on what Josh meant. “Fine by me,” he told his friend. Then they both opened their car doors and got in, Josh in the driver's seat and Mason in the back beside Leni.

As discussed, Josh drove home first to drop off Leni and Mason before he took Cassidy home. The whole way home, Cassidy and Leni chatted, discussing the movie as well as Leni’s classes. Even though Cassidy was a year ahead of Leni and had already graduated, they had met at a high school party a few years ago and had remained good friends.

Josh pulled onto the driveway and put the car in park, allowing Mason and Leni to get out. While she was unbuckling her seatbelt, Josh turned to face Leni. “Can you leave the side door unlocked, please?” she asked her.

“Sure,” she responded. “Have fun you two,” she teased, winking at Cassidy as she got out of the car, shutting the door behind her.

As soon as Leni unlocked and opened the front door, Josh backed out of the drive and zoomed down the road away from the house.

“You think he’s going to drive her straight home, walk her to the door and give her a hand shake to say good-night?” Mason joked.

Leni giggled quietly as she stepped into the house. The whole house was silent as everyone had gone to bed hours ago.

As soon as the door had shut and they were alone in the foyer, Mason took Leni’s hand again and began to lead her to his room, but Leni stayed put. Mason looked towards her, and she whispered, “want to go in the hot tub?”

“Yes,” he nodded. “But I need to get my trunks.”

Leni’s eyes went to his pants, then back up to his eyes. “No, you don’t.”

Quietly, the two walked to the back where Leni opened the back door and turned on a single light. Before going out, Leni grabbed a couple towels from a linen closet for whenever they were done.

Several lights surrounded the pool area, but Leni only turned on one to keep the area dim. “Your parents won’t see the light on?” Mason asked her.

She shook her head. “No, their room faces the main road.” She pointed to the bedroom windows that faced into the yard. “That’s Josh’s room and the other one is my room.”

The backyard pool was the shape of a rectangle with one of the corners a triangle shaped hot tub. Mason walked over to it while Leni went to a panel on the wall and turned on the hot tub jets.

Mason removed his sweater, shirt, jeans and socks, placing them on a pool chair, then climbed into the warm water wearing only his boxer shorts.

Leni removed her jean jacket, putting it on the same chair Mason had used, then stood on the side of the hot tub wearing only her black t-shirt dress. She placed the towels down, then she pulled her dress up and over her head, revealing a matching black bra and thong panties underneath. Mason had seen Leni naked multiple times over the last couple days, but as she stood above him and slowly started slipping into the hot tub next to him, Mason couldn’t help but stare at her, still amazed by her gorgeous body. Even still covered by her undergarments, she was still so beautiful and sexy.

Leni immediately waded over to him and sat on his lap. Mason was already hard just from seeing Leni in her underwear, but feeling Leni’s barely covered body against his, he became fully erect.

Grabbing the back of her head, Mason pulled Leni’s face closer and smothered her lips with his. Leni kissed him back, pushing her tongue into his mouth and grinding herself on his erection. Leni held her body slightly away from Mason’s so her breasts were only lightly touching him, but as they moved with each other, they rubbed against Mason’s chest.

“Did you notice Patrick during the movie?” Leni asked Mason after kissing for a few minutes.

“What about him?” Mason asked.

“He kept trying to take my hand,” she told him.

Mason’s eyes widened. “Seriously?” Patrick had been sitting on the other side of Leni during the movie and once the movie had started, Mason paid him zero attention. “What was he doing?”

“He put his arm on my armrest and then at one point he nudged me to get my attention, and he had his hand out like he wanted me to take it,” she explained.

“What did you do?” Mason asked.

“Honestly, I just pretended I didn’t see it.”

Now that Mason was thinking about it, he did notice Patrick had been looking at Leni the whole time they were in line for popcorn. He even looked a little resentful towards Mason when he and Leni were having a conversation.

“Has he shown interest in you before?” Mason asked.

Leni shrugged. “I mean, he was always nice to me when he’d visit. He did send me a text tonight asking if I was going to the movie,” she told Mason. “But, again, I just assumed he was being friendly.”

“Are you interested in him?” Mason asked, jokingly.

“Oh yeah,” Leni said sarcastically, wrapping her arms around Mason’s neck. “Super into him.” Leaning into him, she pressed her lips to his and they went back to making out.

Mason held her shoulders, running his hands up and down her back. He ran his hands over the straps of her bra and had to control himself from reaching for the clasp and undoing it.

No longer teasing him with the light touching she had been doing before, Leni pressed her entire front into Mason and started moving her hips even harder and faster, rubbing herself against his erection. As they kissed, she moved her body up and side then side to side, stroking him from every direction and angle.

“Fuck,” Mason breathed out, pulling himself away from Leni’s lips. He felt like he was going to explode just from her rubbing against him.

Resting his head back, he bit his lip as Leni continued moving against him. She leaned in and started kissing up and down his neck. Mason felt like a king as the most beautiful woman he had ever met kissed him and was grinding herself against him.

When she kissed up his neck and bit his ear lobe, he knew he was done for.

Not wanting to finish in the hot tub, Mason wrapped his arms around Leni’s hips and stood up from the bench he had been sitting on. He spun her around and sat her on the edge of the hot tub, placing her down where the bench had ended so he was able to stand right against the ledge, between Leni’s legs. He pulled his rock hard cock out from his boxers and began stroking it. As he jerked himself, he leaned down and continued kissing Leni. Leni held onto Mason’s neck as they kissed.

“Fuck,” he groaned. “I’m going to cum,” he told her.

Hearing his words, Leni reached behind herself and undid her bra, pulling the straps down her arms then removing it completely from her body. After going from the warm hot tub to the cool air, sitting on the side, her nipples had hardened so much.

“Jesus,” Mason commented, staring at her naked chest. She was so gorgeous. He moved his free hand up her body and pinched one of her nipples. It was so hard, he almost couldn’t squeeze it, but when he did, Leni moaned deeply, biting her bottom lip and staring up at him.

That was all it took.

“Oh fuck,” he groaned loudly. “Leni, I’m going to fucking cum.” He looked beside her. “Can I cum on the towel?”

She shook her head, leaning back slightly. “Cum on me.”

The moment those words were out of her mouth, he did. Mason squeezed his cock and ejaculated all over Leni’s small body. Leni stared down at his hand holding himself as his load sprayed out, coating her tits and stomach.

After he had completely emptied himself, he placed his hands on either side of Leni’s body and rested for a moment. They hadn’t even had sex. Leni had made him orgasm simply by rubbing herself against him and yet, he had cum so hard. He could only imagine how hard he would be and how hot it was going to be when he could finally be inside her.

Turning his head towards her, Mason pressed his lips to Leni’s shoulder. “Fuck, Leni,” he whispered. “You are incredible.”

Leni giggled quietly, then wrapped her arms around Mason’s head, holding him against her.

They remained there for a while, just holding onto one another and breathing deeply in and out. After a few minutes, the bubbles on the hot tub turned off.

Unwrapping her arms from around him, Leni picked up her bra.

“We should head to bed,” she told him, slowly getting up from her seat. She picked up one of the towels and wrapped it around herself, then slowly started making her way inside.

Hopping out of the hot tub, Mason put his semi-hard cock back into his boxers, grabbed the other towel, then followed Leni, though he had no intention of going to bed yet.

Leni had her back to Mason as she went to open the sliding door. Coming up behind her, Mason grabbed her hips, startling her and making her drop the towel she had been holding around herself.

“Mason,” she cried, as he walked her away from the door, “what are you doing?”

“I’m not done with you yet,” he told her.

Holding onto her, he led her over to the wooden outdoor table. The chairs had been stacked and stored so there was nothing in Mason’s way as he placed Leni against the table, facing towards it.

Pressing himself against her back, he moved her wet hair away and leaned in, kissing her neck. With one hand, he held her and the other went up her body and squeezed her exposed breast.

“You are so sexy,” he growled into her neck. He kissed her a few more times then whispered, “bend over.”

Obeying him, Leni bent down, resting her front on the table. Kneeling behind her, Mason took her thong in his hands and slowly pulled it down, dropping it around her ankles. He looked forward and was eye-level with her pussy. He couldn’t help but stare at it. He bit his bottom lip as he remembered the taste of her he enjoyed earlier in the afternoon.

As he stood up, he grazed his hand along her inner thigh, causing goosebumps on Leni’s bare skin. As Mason’s fingers went between her legs, he stood next to her at the table, wanting to watch her face.

“Are you okay?” he asked her, gently.

She nodded. “Yes.”

“Can I touch you?” he asked her.

As Leni nodded again, Mason moved his fingers from her ass to her pussy between her legs.

“Ohhh,” Leni instantly moaned the moment he was touching her sensitive area.

“Do you like this?” he asked her, looking at her face as he spoke.

“Yes,” she gasped out.

“What about this?” he asked again as he moved his fingers faster against her pussy.

“Oh God,” she cried out as an answer.

As much as he wanted to bend down and eat her out again or push his fingers into her, he wanted to make her cum the same way she had made him cum. By only touching each other.

He continued stroking her sex making Leni moan. Her hands came up on the table trying to find something to grip onto, but there was nothing so her hands just formed into fists.

‘So hot,’ Mason thought to himself, his eyes never leaving Leni’s face as her eyes closed and she bit her lip to keep herself from being too loud.

“Mason,” she breathed out.

“What, baby?”

“It feels so good.”

He smiled, still watching her. He could feel the wetness from her pussy start to coat his fingers and he was instantly rock hard again.

One of Leni’s hands went to her mouth, covering her lips to muffle the sound of her moaning loudly as she came. Mason stared at her and bit his bottom lip watching her come undone on the table. The same table she had touched him for the first time only a couple days ago.

As he slowed his hand down, he listened to the breaths she was taking into her hand and he thought about one day being able to make her cum without having to be quiet.

After a few moments, Leni’s eyes opened and she looked towards him. Carefully, he helped her stand upright, holding onto her in case her legs were still a little shaky.

Once she was secure on her feet, he slowly turned her head towards himself and kissed her deeply.

“Now it’s time for bed,” he told her.