Chapter 5

“Let’s go in here,” Drake said as he pulled Emily into a dark room around the corner.

The room looked like the most comfortable movie theater in the world. It had big soft red couches throughout the room and plenty of pillows and blankets. Drake pulled Emily onto his lap and kissed her passionately.

His large hands cupped her ass as he held onto her and Emily loved every second of it. She was happy to be there with Drake, even though she didn’t like thinking about getting caught making out with him in her boss’s house.

“Thank you so much, Drake,” Emily said between kisses.

“I’m sure we can figure out a way for you to pay me back,” Drake laughed.

“Um, I brought you to The Playboy Mansion. That should be enough.”

“I’d feel better if I got to ride on the Emily Train.” They both broke out in laughter. Emily’s little joke about taking Veronica on the ‘Emily Train’ had become their own little inside joke. “Choo choo,” Drake said between laughs.

“I might be able to give you a ride; we will just have to see how the day goes. I don’t think I can give you a ride on the Emily train right now, though. We’re in someone else’s house.”

Emily looked around the dark room in anticipation of someone walking in on them at any moment. It was hard to concentrate on Drake because she kept thinking they would be caught in the movie room and asked to leave.

Drake held on tight to Emily and let his hand move up her thighs. She sat on his lap with her arms wrapped around him and kissed him gently, this time she didn’t stop his hands from going where they wanted to go.

Even though she was afraid of getting caught, Emily did want to try things that were outside her comfort zone. A fun make out session with Drake was exactly what she wanted to try. She loved the touch of his hands on her body and longed for later in the day when she could be naked on his bed and have his hands running all over her bare skin.

The anticipation of her wetness was almost too much for Drake to handle, yet he liked it very much. His fingers gingerly played with the outside of her panties before he slid under them and met her delightful center. He held his breath so he could hear every last sound that Emily made as he touched her.

Emily leaned back onto the couch as Drake let his fingers play with the outside of Emily, he watched her as he moved his fingers. He could tell where she liked it; just by the breaths she took. Slowly he moved around the outside of her wetness and played with her, toying with her desire for him. Making her want him more and more, Drake loved how he had total control over her.

He had experienced many women, but because his lifestyle typically consisted of one-night stands, Drake was almost always in charge. Occasionally he would find a woman who wanted to exert control over the situation, but almost always Drake was in control. The difference with Emily was that he didn’t feel like he was controlling her, he felt like they were there together and she was just waiting for her moment to pounce on him.

“Drake, I don’t want to get caught, maybe we should go home,” Emily said sweetly under her breath.

The deep breaths she took and smile on her face told Drake that she was just saying what she needed to say to herself. Emily didn’t want Drake to stop any more than he wanted to stop.

“No,” Drake replied firmly. “We will stay for a little bit.”

He continued to play with Emily as her hips rocked back and forth in anticipation. He could have let his fingers enter her, but it was just as much fun to watch her wanting him. Drake loved the anticipation she had for him, the longing she had to have his fingers slide inside of her. He wasn’t sure it was time for that just yet.

Drake moved his thumb up to her clit and rubbed it gently as he continued to watch her face. The pleasure she got from his fingers was erotic and fulfilled his instant gratification of wanting to feel her. But Drake wanted more. He wanted to feel his hardness slide inside of her wet body. He wanted to hear her moan in delight as he filled her up. But Drake knew that Emily would never relax enough to let that happen where they were.

His fingers move out from her panties and Drake pulled Emily back up and kissed her lips softly. He moved his hands delicately through her hair as their eyes locked onto one another. It was easy with Emily, eye contact; that wasn’t something he did very well with women when he was in the throes of passion. But with Emily, it felt so easy.

“You know there was one thing I always wanted to do here,” he said eagerly.

“You want to go swim in the grotto, don’t you?” Emily said as she stood up.

“Yes.”

“Well, me too. That’s why we brought our swimsuits. Let’s go down there. No one will miss us.”

Drake and Emily made their way out of the movie room and grabbed their swim suits from the car before they walked down the long path toward the pool area. The path had decorative bushes and benches all along it and Drake had to stop himself from pulling Emily into his lap and hiding out on one of those benches.

They could see the charity party up on the hill near the house, but where they were it was mostly covered by trees so they couldn’t be seen by the party goers. Short stubby bush trees surrounded the pool and provided the necessary privacy that any naked swimmer would want. Although, Drake suspected most of the people who swam in The Playboy Mansion pool didn’t care if people saw them naked.

“We probably don’t even need swimsuits here,” Emily said as she laughed and stepped behind a few large bushes to get changed.

“Well, then don’t put your suit on.”

“Oh, I’m wearing mine. You could certainly go commando if you would like.”

“If you get to wear clothes, so do I.”

Drake didn’t hide to get changed, but instead just dropped his pants to the ground right there and slipped his suit on. Emily was behind the bushes, but she could still see Drake. She saw all of him very clearly and loved every second of it. His ripped muscular stomach was a delight, but it was his erect cock that really had her attention, Emily couldn’t look away.

“Alright, let’s jump in,” Emily finally said as she came out from behind the bushes.

“You first, it looks cold.”

“Oh, is the famous Drake Leblanc afraid of a little water?” Emily teased.

“I’m not afraid; I just don’t want to freeze to death. You check it our first.”

Just then Emily grabbed a hold of Drake and pushed him into the water. Her attempt to force Drake to get in before her didn’t work quite trfgjhcx’,m\ bnbjklp as planned though as he grabbed onto her and pulled her into the water with him.

They both plunged under the water and then sprung up to catch their breaths. As their wet bodies entangled with each other, Emily couldn’t help but hold onto Drake and offer him another kiss.

There was a sexual connection between the two of them that seemed to grow exponentially by being in the water. The wet feeling of having their skin touch one another was sexual and filled their moment with passion.

“That was dirty,” Drake joked. “I don’t know if I want to ride the Emily Train.”

“Oh, no. You don’t, it’s full of dirtiness.”

Drake grabbed Emily and she wrapped her legs around his waist as he walked through the water toward the grotto. Emily held on with her arms wrapped around his neck as well and their faces only inches apart from one another. He could feel her breath as she tried to calm it from the excitement of jumping in the pool. Her mouth was so close to his that he knew there wasn’t much longer that he could resist her.

“You are one of the sweetest men I have ever met,” Emily said softly as they tucked themselves away into the grotto area of the swimming pool.

“You must not have met very many men in your life.”

Emily softly let her lips touch Drake’s as they held each other and gently made out. There was nothing urgent that needed to happen. Just the sweet touch of each other was all they needed. Emily was young and sweet and Drake didn’t want to ruin that. He wanted to be there with her and wanted to have a great date with Emily; but he knew that the day would have to be slow moving.

Unlike Veronica who wanted to jump into bed the second they met. Drake knew that Emily was going to require more time and attention. The thing about time and attention was…Drake actually wanted to give it to Emily. He liked having her in his arms and liked the way she looked at him. Emily was young, but she was incredibly smart and funny as well.

Drake relished their time together and didn’t rush himself like he typically would have. Alone, in the grotto, it was peaceful and he didn’t want to disturb the moment. He had already decided he wasn’t going to fuck Emily just anywhere; he wanted to have her in his bed at his house. She was delicate, sweet and she deserved to have an experience that was equal to her.

The feeling of her plump lips against his drove him crazy and Drake couldn’t help his hard cock. Emily was wrapped around his waist and didn’t need to know just how aroused he was for her. Instead, he kept that part of the moment away from Emily; he chose instead to concentrate on her lips and their softness against his.

Time seemed to fly by as they kissed each other in the dimly lit grotto. Soon the daylight started to fade away and it was just the two of them in the afternoon air. It was an unusually cold spring day and Drake didn’t want to get caught out in the cold as the sun finally disappeared into the evening.

“Maybe we should get going, before it gets too dark out,” Drake whispered as he kissed the small of Emily’s neck.

“Maybe.”

“We could hurry home and still get a good six hours in bed.”

Emily didn’t wait for Drake to finish; she was out of the pool and running toward the pile of towels near the edge of the area. She was eager to get back to the house and spend time with Drake in bed.

“Let’s go, don’t you want to ride on the Emily Train?” Emily teased as she dried herself off.

“Oh, yes. I certainly do want a ride on the Emily Train.”

They dried off while they walked back to his car and carried their clothes. It took a few minutes to get their clothes back on, but as soon as they did it was time to head home.

Both Drake and Emily seemed in a new hurry to get home. The sexual tension between the two of them had increased to such a level that Drake didn’t know if he would even be able to make it home before he grabbed Emily and made love to her.

As they pulled out of the driveway, the ringing of Drakes phone distracted them both. It was an unusual ring and Emily remembered thinking that it reminded her of someone’s wife or girlfriend calling them.

“Do you mind?” Drake asked as he handed the phone over to Emily to answer.

She looked at him like he was a crazy person. What kind of man actually hands his phone to a woman he hardly knows to answer it. He hadn’t even looked to see who it was. What if it was some girl trying to get a hold of him? What if it was his mother? She had never met a man who would so easily hand his phone over to another woman to answer. There was a lot of risk in doing something like that. It endeared Drake to her even more than before.

Emily sat still and looked at the phone and then back at Drake. Did he really expect her to answer it?

“Answer it. It’s Samantha, I can tell by the ring.”

“Um, hello…” Emily said with trepidation.

“Hello, is this Emily?”

“Yes.”

“Hi, it’s Samantha. Is Drake available?”

“He’s driving, how about I put you on speaker?”

“Sure,” Samantha said as she tried to hide her level of agitation. “Hello….Drake?”

“Hey, what’s up?” Drake said.

“You were supposed to lead the event tonight. I’m here at your house with the ladies and we were wondering when you would be back.”

Drake made a face like he had just gotten in trouble and Emily couldn’t help but laugh. Samantha certainly sounded like she was in charge of a lot in Drake’s life. Emily had to wonder if anything more had ever happened between the two of them. Samantha was a beautiful woman; tall, brunette, slim figure. It was hard to imagine that Drake hadn’t gotten her into his bed at least once over the years.

“What was the event tonight?”

“Poker, remember. You decided on poker,” Samantha said in utter exhaustion from Drake.

“Oh, yes. We will be home shortly.”

Drake hung up the phone and instantly reached for Emily’s hand. He pulled it over to his lap and held onto it for the rest of the drive to his house. The drive was quiet as Drake thought about how they could get out of the group activity for the night.

“Sorry, Samantha insists that we do one thing as a group each night. I promise we can make it quick though. Because I want to ride the Emily Train.”

“Oh, we better make it really quick then. The Emily Train doesn’t stay in town forever.”

Drake squeezed her hand and pulled it up to his lips and kissed it gently. He was perfectly fine with making a very short appearance with the other women. He felt like he and Emily hadn’t really had that much time together at all. The whole idea of having only 24 hours with each woman was starting to feel like a really bad idea.

Perhaps he needed to talk with Samantha about changing the rules?

Or perhaps it was a good sign that he liked Emily enough to want to change the rules. Maybe she was the one he was going to choose in the end. Drake did feel like she was a real contender. Her combination of sweetness and sexiness was exactly what he wanted in a wife someday.