Roomie? (Closed...trying again!)

Jason was almost mesmerized as she walked up and out of the pool after showing off her body as she swam up and down the length of the pool. He couldn't help but stare as she glistened, the lights shimmering off her body and breasts and when she finally got up and out of the pool, not even bothering to ask for the towel first, he really just had to stare. She was gorgeous, just amazingly so. His only question remaining was whether she was just free and open or was she in a mood to truly connect with him in a way that he had not for a very long time. He wanted to find out now in the worst way, and as she let her dress fall over the towel and then dropped the towel, he came up behind and picked up the towel, and the panties that she left. Following her inside, he locked the door behind him as they were most likely done for the night outside.

"Brandy" he called out as he came in. "A couple of things. First, you left this, " he threw the towel to her, "and these, "he tossed over her panties. "You looked amazing out there, dear. How about a couple of shots before we head upstairs?" He searched the liquor cabinet and broke out the tequila...the good stuff. "Shot or two of this with me?" He got two shot glasses and poured two single fingers, one for each of them. "I only use the good stuff in special situations, Brandy." He picked up the two shots and slowly walked over to her, keeping his eyes on her the entire time, and handed her a shot glass, and lifted it to her. "To a great relationship, shall we?" He took the glass and brought it to his lips and tossed it back as quickly as he could, before asking her, "Another?"
 
I had never realized just how hot it was to have someone watch me, because by the time I got back in the house with just the dress on, I was tingling all over and horny as hell.

Then he came in throwing me my towel and panties and I blushed a bit, catching them as he told me how amazing I looked out there. This fired me up even more and I could almost picture us together doing the naughty. When he offered me to join him in having a few shots, I hesitated at first.

“Well…okay, but then I might not be responsible for my actions. Unless that’s maybe what you’re hoping for…” I said moving close to him, taking in his scent mixed with cologne.

I drank down the first shot and felt the heat hit my belly and my head at the same time. “This is great, really warming me up inside, sure I’ll have another.”

I was going into dangerous territory here, knowing another shot would definitely have me a bit more than tipsy and I was more than feeling the heat of the liquor, I was feeling the heat of his body. My eyes wandering over his body as if I were touching him all over.

“You’re a very sexy man, Jason, too bad you didn’t skinny dip with me, I would have enjoyed watching you probably as much as you were watching me. You must have a great sex life, with those good looks of yours.”
 
Jason enjoyed his shots very much, and definitely enjoyed the company that he had as he took the shots. "Here's to a great relationship" he said as he did the second shot with Brandy. He couldn't help but stare at her though, she was just gorgeous. There was definitely still a part of him that wasn't sure what he wanted, but the alcohol was lowering his inhibitions significantly.

"My sex life? Not nearly as good as you'd think Brandy. It's tough being over 30 in a college town." In actuality, he knew that he could have probably been getting laid constantly. Young women were easy, especially the college girls. If he would spend some time out at a bar, buy them a drink or two, and tell them that he was fairly well to do with his own house, he more than likely could have had them back at his place quickly. He wasn't really interested in them though, but this Brandy was different. She was a college girl like the rest, but wow, she was stunning. Clearly she knew what she wanted and was very confident, which was extremely sexy as well.

He decided to make a move and see what she wanted, letting her decide. "I'm heading up to bed. If I don't stop drinking, Brandy, I'll have a hell of a hangover in the morning. You can do as you like, just turn off the lights when you come up." He headed up the stairs, peeling off his shirt as he walked out of the room. When he got to his bedroom, he walked in and quickly took off his shorts as well. Just standing there in his boxers, his cock already straining to get out, Jason was curious to see what was going to happen. Was Brandy going to follow him upstairs and come in, or was she just going to head off to bed? He wasn't sure exactly what she would do, but he had a pretty good idea. If she didn't, he was sure going to have one hell of a masturbation session coming up with incredible mental imagery to use to help.
 
Brandy was a bit shocked at announcing he was heading off to bed, but she could understand not wanting to have a headache the next morning. Although as well as they were hitting it off, she had thought maybe he would have made a move on her or suggested she went with him. Since he hadn’t, she figured she might as well go to bed herself, she sure needed to stop drinking anyway and she would have plenty of things to do the next day.

She thought about going in his room and just surprise him by laying down with him, she sure was horny enough. But they really didn’t know each other for that long so she decided against that. She wasn’t sure how he would feel about the help getting in bed with him.

When she went to her room, she could see that his door was open, and smiled, but then went to her own room. She was already regretting having so much to drink, it always made her doubly horny and now she unless she relied on herself, she wasn’t going to find sleep very easily.

Brandy slipped out of her dress and slipped beneath the covers of the bed. They felt nice and cool against her smooth skin. She thought about the day she had just spent with Jason and couldn’t get over how down to earth he was. Not at all like some of the other rich people she worked for or went to school with their kids. The more she thought about the events of the day the hornier she was becoming.

She finally slipped her hand down between her legs and started rubbing her wet pussy. Spreading her legs, she slid a finger deep inside her moisture and then circled her clit, teasing it at first until it grew swollen and ached for that release. It finally came as she thought about Phil naked and having his way with her. She muffled her cry when she came with her other hand and was felt instant relief, although would have preferred her fantasy instead. It didn’t take her any time to go to sleep after that.
 
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Jason waited patiently in his room, cock already hard with arousal, and when he heard Brandy come up the steps, he became very excited. He heard a pause, seemingly outside the door. He almost called out to her to come in, knowing she was in the hallway, but he didn't. He knew it had to be her decision. Jason felt a definitely hint of disappointment as he heard her saunter down the hall and when he heard the door close, he couldn't help but sigh. Jason wondered if she was masturbating, would she touch herself thinking of him. He suspected that she might, which definitely put him over an edge. He went to the shower and turned it on and jumped in, starting to stroke his already hard cock to its full potential. The whole process did not take long, the alternation of the long and short strokes, his other hand occasionally tugging on his balls, he exploded in the shower and shot cum everywhere. Jason was glad the whole process happened in the shower, because it would have been quite a mess to clean up. Suddenly feeling tired, he crawled back to the bed and got in, quite naked and quite sleepy, he fell fast asleep shortly thereafter.

Waking up in the morning to the first cracks of dawn, he remembered quickly that he had a absolutely beautiful, sexy and intelligent woman down the hall from him. He shook the thought of his mind, and not feeling much of a hangover, he dressed and went for a run. All part of his morning routine, he ran his usual route, it was about 2 miles, enough to work up a sweat and get a good exercise, but not enough to exhaust him. He came back in to a still quiet house, and assuming that Brandy was asleep, he went back to his bedroom, turned on the shower once again and hopped in. Again, not thinking he left the doors all open, as he was used to doing whenever he lived alone. Jason's mind wandered back to Brandy, and almost like clockwork, his cock started hardening again. Why hadn't he done more when she was standing before him nearly naked last night, taking shots, or when she was naked in the pool. Sometimes, Jason overthought things, and he knew that might have to change if he was going to make a move on the beauty. He touched himself gentler than last night as he showered, a slow, long stroking as he just relaxed and freshened up in the shower. He felt that familiar build deep in his balls, but it was still some ways away, he let the warm water help to relax him and turn him on at the same time as it poured over his body.
 
Brandy woke up and the first thing she noticed was the time. She jumped out of bed and put on a pair of sheer panties as well as a sheer, thin bra and then thru on a over sized white t-shirt, it hung down almost to her knees but not quite. After washing her face and brushing her teeth, she left her room and saw that Jason’s door was open. When she slowly approached it, she could hear the shower running. This made her visualize what he looked like in the shower, how the water ran over his body. Was he touching himself?

Geeze girl, he has to if he’s going to wash himself!! Get those thoughts from your head. Be patient…he may just warm up to you yet…

She gave herself the pep talk all the way down to the kitchen. Immediately she started a pot of coffee and then got the ingredients out to make him a Denver omelet. After beating the eggs with a little black pepper she put that aside and chopped up a bell pepper and yellow onion, then sprayed a frying pan with Pam. She put the pepper and onion in to cook for a few minutes then put poured the eggs into the pan and topped it with Canadian bacon. In another pan, she shredded up some potato with butter and made some hash browns to go with the omelet.

As that was cooking she set out two plates coffee cups and silverware. By the time Jason came down to the kitchen, she was adding the shredded cheddar cheese on top of the omelet and almost ready to flip half on top of the other half.

“Well good morning, breakfast is just about ready.” she said and poured him and herself a cup of coffee. There was creamer and sugar on the table along with salt and pepper.

It didn’t take but a few more minutes to serve them each a plate, with omelet and hash browns.

“Did you want any juice to go with that, orange or tomato?” she asked before sitting down.

He also noticed that she had gotten his paper from outside and it was next to his coffee cup.

She noticed instantly how good he looked and the scent of his cologne, sending immediate signals throughout her body.
 
Jason continued stroking in the shower, wishing that she would come in, but it was obvious that she wasn't going to, so he finished, rather uneventfully, got dried off, fixed up his hair and shaved, and got dressed. He threw on a golf shirt and some shorts. His plans for the day had been to go out to the range, hit some balls, maybe even try to get in nine with one of his buddies.

He came out of the room and smelled something cooking. "That smells amazing," he thought to himself as he headed down the stairs. He walked into the kitchen to find Brandy finishing up his omelet. "Thanks, Brandy, I did not even hear you get up and come downstairs! I hope that you found everything to your liking.

Jason sat down and noticed that Brandy had even brought in the paper for him from outside. "Ok, you're a cook and cleaner, but certainly not a maid. You don't have to get in my paper." He noticed the piping hot coffee sitting for him and added a little sugar and cream. Black coffee was ok whenever he really needed to get going, but this morning sugar and cream was just fine.

It was then that he noticed the white tshirt, barely hanging down past her thighs, and couldn't help but wonder what she slept in last night. He definitely had thoughts that were drifting to naughty places, but he also knew that he had to try to dismiss them. She had not come into his room last night and he knew that he couldn't have made it more obvious, or so he thought, so maybe she wasn't interested at all. "Just a cook and cleaner," he kept thinking to himself. He sipped his coffee and asked, more casually than anything, "Sleep well last night? Any big plans for today...I hear it is going to be a fantastic day, maybe you'd like to use the pool. Of course, you can do whatever you want." He realized that he should not be too bossy...it really was not his nature. At least not in real life. Brandy didn't need to know about that side of him just yet. In fact, he still wasn't certain if it was a good idea or not to even pursue her more.

"Breakfast has been wonderful, thanks Brandy!" He commented as he finished eating his omelet. "Need any help cleaning up?"
 
Jason looked sexy as hell when he came downstairs for breakfast and she smiled when he said she wasn’t a maid talking about the paper. It was something she had been use to doing for herself every morning so she let him know she didn’t feel like a maid. He was so nice to her, yet sometimes the look in his eyes seemed confused or like he was trying to figure something out. Last night she had gotten the impression he was turned on by her, but then he went off to bed and has she hadn’t been invited to join him, she went to bed alone.

“I slept great, the bed is very comfortable. I still feel like I’m living in a dream world with so many nice things around me,” she replied and with that flashed a sexy smile his way.

“I’m not really sure what I’m going to today, relaxing around the pool might be just the thing. After I straighten up, which I don’t need any help and then run the floor sweeper, just a few things I wanted to get done today before I relax. So what are you’re plans for the day? It’s really going to be to nice to stay in it sounds like.”

Wouldn’t it be nice if he wanted to do something with me, she thought to herself. She knew it was probably wrong thinking on those terms, but ever since she met him, she really couldn’t get him out of her mind, especially after last night.
 
Jason thought that hanging by the pool with Brandy all day sounded just spectacular, but he knew that it was a bit presumptious of him. "I think that I am just going to read for a bit and get a little bit of work done before heading off maybe for some golf or something. I don't want to bother you as as you clean up and have your personal, relaxing day at the pool." He smiled at Brandy as she ate with him.

"This is too good to be true," he thought to himself as he sat there. "I have this amazing woman here who is cooking and cleaning in exchange for the rent. Frankly, that is all that I really needed. But then she comes, and is gorgeous, and open and sexy. Hell she already showed off her incredible body to me last night. Maybe I should just suck it up and take a chance. I haven't been with anyone in ages."

He finished eating and drinking his coffee and looked at Brandy. "On second thought, Brandy, I actually think that I am going to go out and use the pool for a bit myself before I head off to that golf game. Our tee time hasn't been reserved yet, we were just going to see if we could get a foursome going this afternoon or late this morning.

Jason ran up to the bedroom and got his board shorts out and put them on, taking off his shirt and the rest of his clothes. He grabbed a pair of flip flops, put them on and headed back down to the pool, grabbing a towel on the way. "Hey Brandy," he called out as he headed out to the pool, "If you want to clean up later and come out and swim some, I surely wouldn't mind the company" He definitely hoped that she would be interested in coming out, but he didn't care either way. He knew that just by calling her, Jason got Brandy to look at him in his suit, which was all part of the purpose. "I'll be out doing some laps." He headed out the sliding glass door to the deck and the pool, pulled a chair over near the edge and laid his towel on it, tossed aside his flip-flops and jumped in.
 
Brandy turned to look at him when he suggested cleaning up later. What she saw was an even sexier man, his shorts fitting his ass snugly, showing it off perfectly. His chest and back were in great form, she had to assume he worked out to keep in shape to look like that. She stood in awe as she watched him go outside.

She stood there for several minutes debating what she should do, finish cleaning up, go put on her bathing suit or just go out there in what she had on. After all she did have a bra and panties on underneath her white shirt, even though they were a bit sheer.

Hell with it, I’m going like this, he’s already seen me anyway and it certainly sounded like he wanted me to join him. Why not see what happens….

She grabbed a towel, slipped into her sandals and went outside. She saw that he was already in the pool, so after tossing her towel in a chair and sliding out of her sandals, she dove right in.

“Awwww, this is soooo refreshing, what a wonderful day….” she said as she came up out of the water up to her waist.

The t-shirt clung to her body as if it were glued on and although not see thru, it was very evident that her nipples were hard and pushing against the material.

“Thanks for not caring if I took a swim before finishing up, glad u decided to swim too.” She said eyeing his body, now wet and glistening in the sunlight.

The t-shirt felt heavy against her and after debating with herself, decided to pull it off, not really caring that he would really get a good look at her body once she did. She pulled it over her head and tossed it on the edge of the pool. Then dove underwater, swimming past him and coming up on the deeper end of the pool.
 
He swam a couple of quick laps to get refreshed before popping up about half way through as he saw from the corner of his eye that Brandy came out. "Was she really going to do what he thought," he wondered as he saw her lay down her towel and stand at the edge not in her suit, but the long tshirt. His answer came shortly after as she jumped in and swam over towards him, popping up and out of the water. Jason quickly noticed that she was not the only one doing popping, however, as her nipples were jutting out at right angles to her chest. Firm and erect, it was obvious that Brandy had very large nipples when they chose to harden up, he just wondered if it was from the chill, the water, him or some combination of the three. Before he could look too long, she peeled off her tshirt, and she only had on some sort of nearly sheer bra and panty. "Good lord," he thought to himself, as she dove back under the water and swam down toward the deep end.

Jason just stood, almost dumbstruck, for a moment, before regaining his composure and heading back down underwater himself toward the deep end. He saw that she was hanging on the edge of the pool, and he made sure he did not bump into her before flipping and going back to the shallow end. Each time he did a turn, he would be sure to sight her upon coming back to the surface. It looked like she was not really doing laps, but almost like she was watching him. He swam up next to her, sort of close, and grabbed on to the edge next to her. "You look lovely, dear. I love your 'bathing suit'. You often go in like that?" He smiled at her, so she would know he was kidding. Before she could react, he dove under, lifted her up by her legs and flipped her off the edge and out back into the pool.
 
Brandy was watching him swim and was caught off guard when he came up out of the water closer to her.

"You look lovely, dear. I love your 'bathing suit'.

Before she could say anything he had her in his arms throwing her up and tossing her into the middle of the pool. She came up laughing, wiping the water and her hair from her eyes.
“Now I see how you play, that was sneaky…” she said, then splashed water at him before diving under the water and away from him.

As she came up out of the water at the other end, she just caught him going under the water. This time she slipped under water and met him in the middle of the pool and past him, playfully tugging on his shorts as she went by.

“I’m glad you like my bathing suit, it’s not like you haven’t seen my body anyway,” she said as they both came up at opposite ends of the pool. “Although I haven’t seen as much of you as you have of me.” she teased him, trying to get him to take off his shorts. “We could always do a little skinny dipping, no one could see us and what would it hurt.”
 
He knew it certainly wouldn't hurt, though he wasn't even fully firm what with the relatively cool water. "Typical guy," he jokingly thought to himself, worried about nothing but the size of his cock. Jason swam over the the side of the pool nearer to Brandy, and got up out of the pool, sure to be facing Brandy, and pulled down his board shorts. His package was in that semi-rigid state, but, she would certainly notice he was shaved down nicely, if nothing else, before he quickly jumped back into the pool, being sure to swim past Brandy slowly before heading back to the other end.

"There you go dear, you got what you asked for, so what did you think?" He started swimming back toward Brandy, curious to see her body again in the light of day, so he could take better awareness of everything. In his semi-inebriated state last night all he could do was just ogle, but not really pay attention. Now, he was going to pay much closer attention to what she looked like if she decided to pull off her bra and panties.

Jason continued to swim around the pool, patiently waiting, but knowing that she was hopefully staring at him as he did so. Wondering what she was thinking, he slowed down again as he swam past her spot in the pool. "Whatcha waiting for, dear? Have you lost your nerve a bit, or are you just enjoying the view a bit too much?" Before she could do anything, he dove under and tossed her up again and back into the middle of the pool.

He swam slower now, making circles around her, like a shark about to attack, waiting to see what Brandy was going to do. He was getting firmer despite the cold water, becoming aroused by her beauty was going to drive him wild, no matter what the temperature.
 
"There you go dear, you got what you asked for, so what did you think?"

“I like what I see, very much so.” she said as she watched him pull his shorts and briefs off and then get back in the water. She was amazed at how good he looked naked and couldn’t tare her eyes off him.
"Whatcha waiting for, dear? Have you lost your nerve a bit, or are you just enjoying the view a bit too much?"

Next thing she knew, she was being thrown in the air and back to the middle of the pool. She laughed as he did it, but he had been right, she was too busy watching his sexy body to even think of taking off her things. When she came back out of the water and he swam circles around her, she smiled and quickly shed her bra and panties, tossing them out on the patio.

“There you go, like what you see?” she asked and then slipped under the water coming up next to him, her body rubbing slightly against his as she came up to stand right in front of him. “Isn’t it much better without the restraints of clothes?”
 
"It is much better without the clothes, I agree," he added as he felt her rubbing against him. He knew what Brandy wanted, and he knew what he had to do. Wrapping his arms around her again, as if he was going to throw her, his hands 'accidentally' grabbing her breasts as he did so, and he held on for a bit too long. His cock brushed against her as well as he lifted her and tossed her one last time. This time however, he swam over underneath the water and popped up next to her in the pool, very close.

His face nearly in hers, he smiled at her and said, "You know dear, this arrangement could be very interesting, don't you think? You are deliciously hot, ridiculously so, and I think this whole rooming thing could be quite intriguing." Without warning he kissed her on the lips, pulling her up against him so she could feel him against her body. Then he dove underneath and swam away, almost daring her to follow.

He re-emerged at the far end of the pool, and then seeing she was staying still, he swam underwater back up to her, and wrapped his arms around her again, but not to throw her this time. Jason leaned in and kissed her neck and nibbled, his hands quickly finding her perky breasts. They knew exactly what to do, massaging and tweaking, tugging every so gently, pulling her body against his. She had to be able to feel him pressing into her, as he was growing very hard despite the chill of the water. "You are delicious, Brandy, I hope that you do realize." He continued kissing, allowing his hands to roam around her chest while he pushed against her from behind.
 
She had been prepared for him to throw her up again, only this time he cupped her breasts sending shivers down her spine as she felt his cock also rub against her. Then he thru her up in the air which actually had caught her off balance. When she came up she didn’t have to look for him he was right there his face so close to him she could feel his warm breath upon her.

You know dear, this arrangement could be very interesting, don't you think? You are deliciously hot, ridiculously so, and I think this whole rooming thing could be quite intriguing."

His lips were against hers as he held her body tight to his, her breasts pushed against his chest, his stiff erection rubbing against her. She couldn’t think of anything but the kiss as it was slow and sensual, sending more shivers down her spine. She enjoyed the way his body felt against hers and it showed as her nipples were hard and she could feel the warmth of her pussy even underwater. But as quick as he had kissed her he was again underwater and at the other end of the pool.

She watched him, still a bit stunned by his actions and what he said. Was he really suggesting a special kind of relationship and not just roommates she wondered or was he just playing with her, like he had been all morning. The next thing he was behind her and his hands cupping her breasts, massaging them, playing and teasing her nipples until she moaned softly. The kisses and nibbling on her neck added even more to this spell he seemed to be putting her under where she was hardly able to speak. This was the attention her body had cried out for and now that she was getting it, she certainly didn’t want it to end. She also could feel his cock hard against her and knew she was definitely getting to him too.

"You are delicious, Brandy, I hope that you do realize."

“And you are one sexy man who seems to know very well how to please a woman.” she finally managed to say, pressing back and rubbing herself against his hardness. “I agree, this arrangement could prove to be very intriguing as well as exhilarating.”
 
"I'm glad to hear that you agree Brandy," he said as he continued to rub her breasts and tugged harder on her nipples. Allowing a hand to slide down to the region between her legs, he kissed in against her neck. His hand started to glide back and forth between Brandy's legs, while his right hand remained on her breasts. The moans and whimpers emanating from her just turned him on more, "I see you really enjoy being touched like this, no?" He smiled as he let go and grabbed her hands, pulling her behind him as he walked over to the edge of the pool.

Jason patted the side of the pool and helped her to get out, then spread her legs as he tugged her back to the edge. He kissed up her legs slowly, while his hands led the way, approaching her pussy. They started to gently touch and probe, while his tongue followed behind. Fairly quickly, his mouth found its way to her pussy and he started to kiss and lick, knowing that all of the moisture there was not just from the pool based on its delicious taste. He helped Brandy to lean back a bit on her arms, while he continued to lick and his hands slid back up her body to her breasts and he was massaging and tugging on them again.

Jason continued this for a while, before pulling himself up between her legs. He got very close to her, his cock almost touching her pussy, but instead, he leaned in and whispered into her ear, "Do you think we should stay out here, or head inside to make the first time a bit better than in the pool? I think I know what I want." With that he pulled away from her, stepped past her, his cock just inches from her mouth, and he walked inside, grabbing his shorts as he did so and leaving the door open behind him.
 
Jason quickly had her withering beneath his touches as he rubbed her breasts, tugged on her nipples and slid his hand lower the that most sensitive region. When he stopped, she was about to protest, but he quickly took her hand and pulled her to the edge of the pool where he sat her up on it.

He didn’t lose any time in kissing his way down to her moist sex and had her moaning with pleasure quickly. She leaned back on her hands and her relaxed her legs letting him have his way with her, his tongue was magic and made her shiver from head to toe. Damn he was good, she thought to herself, feeling him bring her closer and closer to the edge….

When he moved and practically teased her pussy with his cock, she was sure they were going to get it on right there. But that didn’t happen as he stood up, his cock now teasing her lips and then he walked off.

"Do you think we should stay out here, or head inside to make the first time a bit better than in the pool? I think I know what I want."

She watched him leave with a smile on his face, leaving the door open and her sitting there wanting him now more than ever. She got up, wrapped the towel around her and picked up her suit following him inside.

“And what is it you would like?” she asked with a teasing grin as she let the towel fall leaving her standing in front of him stark naked.
 
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