Roomie? (Closed...trying again!)

"So you're basically saying that you need an older man then,"

Had she really been that obvious about needing an older man, even though he hadn’t meant it like it sounded, had she wanted him to take it that way. She actually did like older men and found them much more sophisticated, intellectual and actually a lot better in bed. Had she given him reason to think that was on her mind, damn, she thought to herself, she needed not be that obvious if that were the case. She was at least relieved he didn’t think there was anything wrong with that.

“Well, if you don’t mind, I could use some help moving the furniture around, after I do the dishes and clean up. That is my job and I don’t need you to help me with that. As far as unpacking, I don’t have all that much to unpack, so I can take care of it once we get the furniture arranged.” she said, beginning to clear the table.

“As far as the rest of the afternoon, at least until its time to for dinner, I was planning on doing a little swimming and getting some sun, if that’s not a problem. You could even join me, unless you have other plans.”

She swore to herself, realizing that last comment she probably should have kept to herself.
 
"I'll be happy to help you with the furniture. Like I said, I want you to be comfortable with everything here the way that you want it, so I'd be happy to help. At least let me carry in the dishes with you." With that, he collected an armful of dishes and just left some things for Brandy to carry in. He found it humorous how she did not really acknowledge his noticing about her and older men. In the deep recesses of his mind, he took note of that, knowing that he had to be at least 10 if not 15 years Brandy's elder.

As he carried the things in, he added, "Of course, feel free to swim and get some sun. It is a great day to use the pool. I have some work to do, so I don't know if I'll be able to get out or not, but I can certainly try if you'd like me to. I wouldn't want to be the rude host on my first day here. I assume that you have a beach towel, as I don't know if I have a lot of those floating around anywhere." He didn't add that when he went out, he often went suitless, as nobody could see in and it was fairly private. Of course, she did not need to know that unless he found a reason that he had to tell her. It did mean though that if he was going to join her, he'd have to dig around and find his suit. Jason had no idea where it was, and thus he made up the excuse about having to work. It was partly true, he did have some reports to work on, but he didn't need to spend all afternoon doing so on a Saturday, nonetheless.

"So just go and enjoy yourself. I appreciate you doing the dishes. As I have said before, you're going to do great." He went into his study, which looked out over the pool and was adjacent to the living room, leaving the door cracked in case Brandy needed to holler in for anything. He awakened his sleeping computer and logged into work, although he also had a window open to an erotica website that he followed, literotica. He had an alias there that he used, and he loved hearing and seeing about others who had the same desires and interests as him. Slightly outside what may be considered the norm by society, he knew that it had to stay quiet, but he certainly enjoyed himself there and reading about other's sexual desires, occasionally posting for fun as well. He figured that he'd briefly check it until Brandy needed help with her furniture, and then he could come back and log in again while "working" as Brandy used the pool.
 
They moved the furniture in her room and got it perfect for her. After thanking him and he left to go do some work, she unpacked a few things for her bathroom and found the suntan lotion and also found her beach towel. She also took a book with her, which happened to be a new cookbook that she wanted to go thru and look for some interesting menus.

When she went back down stairs she filled a tall plastic cup with ice and water and went out to the pool. She laid out the beach towel on a chaise lounge, set the book and the water down and then took off the small cover up, tossing it on the lounge. She decided to go ahead and get wet first.

She swam several laps, with her mind wondering what he was doing. She would have liked him to join her, but if he had work to do, she didn’t want to disturb him. He was such a nice roommate and so considerate, the least she could be was the same. Although she barely knew him, she found herself very attracted to him, wishing he would have come swimming so she could have seen more of him. Again she reprimanded herself for thinking like that.

When she was thru swimming, she got out of the pool, rung out her hair a bit and laid on the towel on the lounger, proceeding to lotion her body, getting everything except her back which she didn’t need to do right away. She thought about taking off her top, as she didn’t like to have lines, but somehow sunbathing topless or in the nude might really give him an impression of her that she wasn’t sure would be good or bad.

Finally she took several gulps of the cold water and picked up her book, flipping slowly thru it.

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Jason went upstairs when Brandy was ready and got the furniture ready and moved everything around. He really did want to go for a swim, but he truly didn't have any ideas where his trunks were, so he went back down to his office and got to 'work'. Sure he did some, but he surfed on lit and read some stories, which of course did not help his mood out any. He heard Brandy come downstairs and go out the sliding door to the pool. "Don't peek, don't peek, don't peek," he kept thinking to himself, but he couldn't help it. He had to take a look, so he went into the kitchen to get himself a cold drink and stopped by the window. She looked amazing. Her suit only highlighted her curves and showed off everything that it should and nothing that it shouldn't. "Damn," he thought to himself, as he went back into the office.

He couldn't concentrate on anything. He had to get a closer look at Brandy in that suit, so he went upstairs and dug around and dug around. Finally, deep in a drawer, he found them his trunks. He took off his clothes, pulled on the trunks, which thankfully fit pretty appropriately, and headed downstairs. They were navy blue with a drawstring almost board short type of trunks. Jason grabbed a pitcher of lemonade that Brandy had made and went outside to find Brandy reading and lying on a lounger.

"Hi there, Brandy, I hope that you've managed to find the pool and the lounger to your liking. It was just too nice, I had to come out and join you! I brought out some of the lemonade that you made for us to enjoy, if you'd like." He could barely not stare at her lying there on the lounger. "Do you need anything before I head over and take some laps?"
 
“Hi Jason, the pool is wonderful. I’m glad you decided to come out and enjoy it too. I was just about to go for a swim myself and cool off.” She said as she finished her ice water and let him fill her glass with the lemonade.

She couldn’t help notice how sexy he looked in his trunks. He had a great build, firm abs and his butt looked really sexy in those trunks he had on. She knew she probably shouldn’t be looking him over like that, but she couldn’t help it. Besides, he was a good looking man, no harm in looking, was there, she thought to herself.

"Do you need anything before I head over and take some laps?"

“No thanks, but I may join you shortly,” she said. Actually she was thinking about a lot of things she might need since he was offering, although she kept that to herself.

Brandy watched him swim several laps, which was an experience itself, actually turning her on. Finally, being rather warm herself, inside and out, she joined him in the pool, swimming several laps herself, but out of his way.

She swam down to the bottom of the pool and when she came up practically bumping into him, she hadn’t realized she had been swimming just underneath him. Had she done that on purpose, she wondered, or maybe he had….no, she was pretty sure he thought her much too young for him, even if she was interested.

“I’m sorry, guess I lost my direction,” she laughed softly apologizing. “This really is refreshing, I think I’m still in shock that I’m actually living here now.”
She said changing the subject quickly, although still standing very close to him.
 
Brandy said that she did not need anything, so he smiled and said, "OK then, I am poolbound," and he headed over and jumped in. He went back and forth, swimming laps but keeping an eye on her, and he definitely noticed when she walked over and jumped in with him. He continued swimming, not noticing her much actually, when suddenly he was bumped from below and Brandy was practically on top of him.

"Well hello there!" he joked as he backed away just a little, but not before noticing her suit clinging to every good part of her body. "Damn," he thought to himself, "Is she interested in me? She had to have known I was there, what was she doing?" He smiled at her and said, "It's fine Brandy...I hope I didn't get in your way, I sometimes just get so caught up in my exercise that I am not necessarily paying attention to where I am. I hope that I didn't get in your way there too much."

He smiled broadly, trying to put Brandy at ease, and then dove back under and swam away, underwater. He peeked up at her, she looked gorgeous from below as well. He was trying to figure out what he was going to do about all of this as he popped to the surface, on the other side from Brandy. Grabbing a breath, he dove back under and swam a bit more before getting out of the pool. As he got out, the wet suit clung to him, although he didn't realize it, and it outlined his package very well if Brandy was paying attention.
 
Brandy blushed a bit when she had bumped into him, especially when he seemed to make it like it was his fault, when it definitely was hers.

“I’m pretty sure I got in your way,” she had said with a cute little smile, “I’ll be more careful.”

He had smiled and then dove under water and was swimming around where she decided to just float around a bit on her back. Although, every chance she got she looked at him, awed at the strength and physical physique he had, especially for a man his age. Not that he was old, just older than her, which always seemed to attract her.

When he got out of the pool, her eyes widened as she noticed his trunks clung to him and she could just about tell everything that was beneath them. She got an excited chill from just looking, and turned away so he wouldn’t catch her looking at him or better said, ogling him. She swam around a bit more after he got out, watching when she wasn’t noticed as he dried with the towel.

“Well, I guess I need to get my butt out of her and start drying off. It’s almost time for me to start getting dinner ready. Were you getting hungry?”
She asked him as she stepped out of the pool and went to her chaise lounge and sat down. She took a big gulp of the lemonade, trying to keep from staring at him, something that seemed extremely hard for her to do.
 
Jason couldn't help but stare at Brandy as she got out of the pool and walked over in her bikini, wet and dripping. The beads of water from her hair rolled down her back as she came over to the chair. "Tell you what, why don't we both go inside and get ourselves dried off and since it's your first night, dinner's on me. Where do you like takeout from? Any suggestions? I am up for anything. You can start en force tomorrow." He got up again, and walked just past Brandy, wanting to get a closer look at the amazing suit and how it clung to her breasts. Again he couldn't help but stare at her, and when she happened to glance up and catch his eyes, he just smiled at her quickly and said, "what do you think? That plan sound ok? You can rest out here for a bit if you want, I am going to go up to my room and get changed"

Jason went upstairs, again leaving the doors open, not intentionally, but just forgetting that he did not live alone any more. He took off the swim trunks and realized that he was already responding to his own touch, thinking about Brandy. He stroked for a while, before putting the clothes on from before, boxers and shorts, and a tshirt. He fixed up his hair a bit, drying it off more with a towel before heading back downstairs. When he got there, he actually ran back into his office and checked on some email and did a couple of things that he needed for work. He came out and turned on the TV and watched the hockey game, not even thinking to look for Brandy. He really did want her to feel at home, and he knew that if he pestered her, she would not feel comfortable and she would probably bolt. He looked forward to having such a good cook in the house, and the results of that would probably be amazing. He got up, headed over to the fridge, got a couple of beers and returned to the couch.
 
Several minutes after Jason went up to change, Brandy followed and just happen to walk past his room. She stopped dead in her tracks when she saw him standing with his back to her and buck naked. She was quite taken with his physique and his tight sexy butt made her just want to go and pinch those cheeks. As she was watching him, she noticed his hand go to his dick and she couldn’t believe what she was seeing. He was stroking it and right then, she wished that were here hand touching him, seeing all of him. Then she suddenly felt a sneeze coming on and quickly moved from his view, although sneezed before going into her room and shutting her door.

Damn, she wished she could have gotten an even better view, although thinking about it more, she knew she shouldn’t have been watching him in the first place. Besides the fact they were roommates and she worked for him, he probably would think she was some kind of pervert if he had caught her watching him.

Brandy quickly discarded her swim suit, hanging it over the shower rack in the bathroom so it would dry. After seeing him like that, she had a hard time getting that picture out of her mind and she was really feeling horny. While she looked for something to put on, she was half tempted to lay on the bed and masturbate herself to fulfillment. If he wasn’t waiting for her to decide on what take out they could eat, she just might have. She certainly had a good fantasy now that she would concentrate on.

She decided to put on a short blue summer dress with matching blue panties beneath. There was no reason to wear a bra, which many times she didn’t, that probably was something he was going to have to get use to. Although she wondered if he really even noticed her in that way, the way she noticed him, especially earlier.

She was smiling when she walked barefooted downstairs and saw him on the couch with two beers. She went over and plopped down on the couch, sitting on one leg and grabbed a beer.

“This one is for me, I presume?” she asked, still smiling. “Thank you, as far as eating, I am pretty easy when it comes to carry out. Chinese, Pizza, sub sandwiches, what ever you have taste for is fine with me.”

As soon as she looked at him, her eyes traveled to his crotch for a moment, catching herself thinking about what he looked like naked in front. She naturally stopped herself, but wasn’t sure if he had caught her watching or not.

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Jason turned when he heard Brandy come downstairs and had to do a doubletake. She looked incredible in her sundress, and with her hair still slightly damp. If he wasn't mistaken, she looked like she might not be wearing a bra, or at least he thought she might not be, because it sure wasn't that cold and she definitely looked like her nipples were showing off. He couldn't help but stare a little as she walked into the living room and sat down on her leg and grabbed the beer, acknowledging it was for her. "Yeah, that one is yours, there are plenty more of them in the fridge. How about we order some pizza tonight, it is simple and not fancy, but certainly good." Now he thought that he caught her staring at his crotch. Subconsciously, he reached down and adjusted himself, and noticed her eyes following, verifying what he thought. "Maybe she is more interested than she let on," he thought to himself. "We'll have to see about this."

He picked up the phone and called, "Yeah, I would love a large pizza, pepperoni. An order of breadsticks would be great too," he smiled at Brandy, mouthing, "sound good?" He didn't really wait for an answer and added, "Yeah, 124 Wood Ave. Sounds great."

Jason hung up the phone and smiled again at Brandy as he sipped his beer. "So tell me more about yourself, Brandy. What do you do for fun? Any naughty habits that I need to know about? Feel free to ask away, by the way, I am an open book. We are going to be living together, we might as well get to know each other a bit more, don't you think?" He knew that he was being slightly risque with his questioning, but he definitely was sensing something from her, he wasn't sure what, and with the way that she stared at him, he figured why not give it a try. He took another sip of his beer and awaited her response.
 
She couldn’t help glancing at his crotch, even when he moved his hand down to adjust himself. It made her feel good that she was possibly the reason, but she couldn’t be sure. Although after seeing him in his bedroom, obviously something had turned him on and she surprised herself by being excited that it just might be her.

She nodded her head about the pizza and bread sticks, actually it sounded really good considering neither had eaten very much today.

Then he started with the questions and at first she was at a loss for words, how could she say, ‘well I actually enjoyed watching you play with yourself,’, or ‘your looks and body really turn me on,’ that surely would give away more than she wanted to at this time. Although he was right, if they were going to be living together and coming in close contact, they really needed to share a bit about themselves.

“Well, for fun…I love swimming, reading and definitely sex.” she finally said with a little grin and emphasis on the word sex. “A naughty habit might be if I happen to see you naked, I just might watch you.” This she said and looked up directly into his eyes, not so much saying she saw him, but definitely implying she did and she liked what she saw. “I also have a tendency to walk around with very little on, I really don’t like wearing clothes around the house, but I will try and be a bit discreet about it since I won’t be the only one here. And you might as well know, I am very much a tease and love being one seeing what kind of reactions I get although, to be truthful, sometimes I don’t even know I’m doing it, it’s become such a part of me.”

She took several gulps of her beer as she watched his reaction by what she had told him.

“And you were right what you said about older men, I’m am strongly into them.” she added and quickly turned the questions to him. “So now what about you? Bad or naughty habits? What’s fun for you? What do you think of younger women?”
 
Jason sat enjoying his beer, and then nearly choked as she answered his question so bluntly. He had asked for it though, with his leading question, and clearly he was interested in seeing how far he could get her to go and how to push her buttons. Now he was stuck. He had to respond in kind, or it would get very weird very quickly.

"Very interesting answers, Brandy. I have to admit that I like all three of those things as well. Three of my favorite things, in fact, but I don't do nearly enough of any them, quite frankly. Feel free to wear whatever you want around the house. It is your place to, I invited you in to work here and live her, so I want you to be comfortable. You can wear whatever you want, though let me tell you that the dress that you are wearing is looking quite lovely on you." He took another sip of his beer, and shifted in the seat, making sure he had plenty of room in his crotch as he could feel his cock growing stiffer.

"A tease huh, I never would have guessed," he added with a huge grin so she would know he was angry. "It kind of just came across in your actions since you got here. I like that though, it certainly is not a problem." Sipping again, he resume, "So to answer your questions, bad habits, hmmm...I have a knack for trying to find younger women to take to bed. I guess that answers two questions in one. Younger women are just full of energy and enthusiasm, and helps to keep me young." He smiled at Brandy again, looking into her eyes, and adding, "Fun for me would be going to a concert, maybe a symphony; perhaps a night at a hockey game or a football game; going hiking or spending time cooking; and also fucking all night." There, the ball was back in her court now, he couldn't wait to see what her response was going to be.
 
She was delighted with his compliment on her dress and response to his questions, although she did get a feeling she had surprised him with her answers. She had to wonder what would happen if she were to walk around the house in just panties and bra or perhaps nothing. She smiled at this thought, holding back from laughing as she visualized his reaction when he walked in and saw her like that.

Then she listened to what his answers were to her questions and her smile grew wider and her eyes sparkled. He did enjoy younger women and sex, which was right up her ally, being young and loving sex. When he used the words ‘fucking all night’ she was absolutely sure that they were both thinking on the same lines and felt those familiar stirrings and tingles on the rise.

“Oh I love going to places like that, anything where there is fun to be had. In fact besides enjoying the music at a concert, I also fucked my boyfriend during it. That was in fact the highlight of the evening.” She looked at him, blushing slightly at confiding this, but after all he did want to know more about her. “I don’t want to give you the wrong idea though, we had been together about two years when that happened and I was just eighteen. It was a very hot experience though.”

The door bell rang interrupting their conversation and while he went to answer it, she went to the kitchen getting some paper plates and napkins, along with a couple more beers.
 
This conversation was certainly getting interesting, Jason thought, as the doorbell rang and he went to get it while Brandy got up to get more beers. He paid the pizza driver and gave him a big tip and brought the pizza back in along with the breadsticks. He went over and sat down, adjusting himself when he sat seeing as he was carrying around a pretty mighty erection right now. He watched Brandy come back in, and was pretty certain now that she wasn't wearing a bra, although he hadn't confirmed that yet.

"So sounds like you must have had a pretty good sex life with the boyfriend then, to be fucking in the concert, no?" He threw it out there like it was just matter of fact. He took some pizza and a couple of breadsticks and started eating away, washing it down with beer. "And you said you don't wear much around the house normally? That can be ok, if it is what you want to do. I'll let you know if I am going to be having any company over or anything in case I'd need you to be more appropriate. So what exactly would you normally wear, Brandy?" He had wondered what a girl as hot as her would have packed away in her luggage since she moved in. Swallowing his beer, he added, "Enjoying your beer, Brandy? It is from a local microbrewery, I always have a couple of cases on hand, never run out. You are more than welcome to have as much as you like whenever you want, again, I'll supply all of the drinks and food for the house."

Jason ran his hand under his shorts again, adjusting himself as discretely as he could seeing as he was pushing against the shorts pretty stiffly. His mind wandering, he wondered what all Brandy had on underneath her dress as he looked over at her while she ate, and leered a little bit, but he couldn't help it, she was just so hot in that cute dress.
 
When she came back in with the beers, she sat on the couch, this time sitting straight up and not far from him.

“Mmmm, this sure does smell could, I’m starving…” she said smiling.

As she started eating, she listened to his questions and had to laugh to herself when he mentioned good sex life. It might have been good then but in the last year or so it was far and few between and mostly just getting herself off.

“Well let’s just say it’s good when I have a sex life. It’s been quite awhile and I don’t have any boyfriends at present. What about you, do you have a good sex life?” she asked rather boldly, although he had started the conversation in this direction so she didn’t feel bad about asking.

“As far as what I wear around the house, usually a t-shirt or tank top and a pair of panties. Although here, I could be wearing just a bathing suit or sundress and panties like I am now.”

She continued eating the pizza and bread sticks, took several sips of the beer, acknowledging that it was extremely good beer.

“What do you usually wear around the house?” she asked and looked at him, giving him a wink.
 
"Good questions, indeed, Brandy," he said, feeling a little more at ease that she was so comfortable with his questions. "My sex life hasn't been much since I broke up with my last girlfriend. I certainly get some and it typically is pretty good, but nothing of late whatsoever." He swallowed some more beer, and checked her out again, she was sitting straight up now and it looked like her nipples were giving away that she had no bra on. Of course, when she commented that she was just wearing a sundress and panties, Brandy confirmed it for him. "You look just lovely in that outfit, might I add, do I get to find out what type of panties they are?" he said, half-joking. She asked him what he wore around the house, so he added, "Well, in the house I typically am casual, though it doesn't sound like I am quite as casual as you are. I normally have on a tshirt and maybe some shorts.

"So what do you like to drink besides beer?" he asked Brandy. "I personally love Jim Beam and Coke as my favorite drink of choice." He shifted so he was facing her more, and added, "This is rapidly turning into 20 questions, but I kind of like it." Jason smiled at her and added, "So do you have any plans for tonight? I don't want to keep you from your exciting life as a college student. Has to be better than what I have planned. Just some more beers and hockey. He had so much more he wanted to ask and explore, but he wanted to be totally sure, or he'd lose a cook and a cleaner!
 
"You look just lovely in that outfit, might I add, do I get to find out what type of panties they are?"

“Well that’s easy to find out,” she said and stood up and lifted the side of her dress showing her matching blue panty that came up high on her hips and outlined the cheeks of her butt perfectly.

She then laughed softly and plopped back down on the couch, this time sitting back with her legs bent Indian style. She took a few more sips of her the beer as she watched him react from what she had done, hopefully not shocking him too much as she really didn’t want to lose the job. She also was feeling the effects of the beer a bit and felt pretty relaxed with him. Brandy realized just then that she was attracted to him and actually felt aroused at what she had done, although she didn’t regret it. She had warned him about her teasing.

“My favorite drink is Bacardi and coke actually,” she replied to his question about drinks. “Although it seems beer always taste better with pizza, wouldn’t you say?” she gulped the rest of hers down and got up to get them each another one.

“It does feel like 20 questions, but fun, in fact I’ve been enjoying the entire evening. As far as plans, I think the only thing I’ll be doing is having a few more beers and floating around in the pool. I love swimming at night, it’s so relaxing, especially before bed.”

She asked if he was thru with the pizza which there was only one piece left along with several bread sticks. “I can put it all away and save it, or I could just leave it here in case you want to snack on it while you watch your hockey game. Whose playing by the way?”
 
Jason nearly choked on his beer when she pulled up the dress, showing off a very cute, high cut bikini style brief in blue that showed off her legs up to there. He was definitely turned on and aroused by Brandy, and he wondered what she thought as well. He shifted in his seat, adding when she commented on her drink, "If I am going rum with my coke, I am going to do Captain. I do agree, however, that beer goes great with pizza. Much better, thanks for the additional beer."

He started to drink his third, adding, "So you're just going to go out to the pool? I don't know what I am going to do, though I'll probably watch the rest of the game, it's just us vs. the Bruins. Might be a good game, possibly a preview of the playoffs." He sat and sipped his beer. It turned awkwardly quiet for a little bit as he watched the game some, and occasionally peeked over at Brandy, admiring her legs the way she was sitting on the sofa. They looked so soft and delectable, he wondered what types of fun he could have with those. He realized just how turned on he was, so he decided to take a chance.

"OK, if you're not going anywhere soon, then what do you want to know about me. It is your chance to ask me whatever that you want to find out. I figure that we should learn more about each other so that we don't tread on each other's space or crimp each other's styles."

"BUT, if we are going to do that, then I get to ask away as well, so tell me more about how you fucked your boyfriend at this concert. That sounds very interesting, definitely something that I have never done." He was drinking his beer faster now. "Now that I am done with the pizza, I might switch to mixed drinks, what do you think, Brandy?"
 
“If you’re going to switch drinks, then I’ll do the same, but you will have to explain to be about doing Captain then.” she replied with a little giggle.

While he was getting the drinks, she told him about her little episode at the concert.

“Well the music was loud, so was the crowd and most people were standing up watching. My boyfriend suddenly sat down and next thing I knew he was pulling my panties off and stuck them in his pocked. I hadn’t known he had already unzipped his pants but as soon as he pulled me down I felt myself sliding down on his hard cock. Damn, it felt good, between the drinks, the music and what we were doing, it was a really big high. Neither one of us lasted very long, but later that night when we went home, we lasted several hours just on the high from the entire evening.”

Brandy wondered what he thought about her little adventure, if he was into things like that or would find that in bad taste.

“So if you’re an open book, have you had any episodes that were really hot, different, maybe in public. And too, if there was something you would do sexually that you might not have done yet, what would it be.” she asked him.

She felt herself growing excited, more and more thru the evening, especially as the conversation was now focusing mostly on sex. A favorite topic of hers.
 
"The Captain...Captain Morgan. I prefer it with my coke rather than straight rum. Very enjoyable." Jason smiled at her. He was kind of giddy, like he was in college again or something. "Sounds like you must have had quite the night with your boyfriend. Frankly, I can't say that I have done much of anything that wild. I have been relatively mundane in my sexual dealings." He knew that he wasn't going to have anything even close to that in terms of action that would be very impressive. "Here's your drink, I hope you like it. I didn't make it too strong."

Sitting down, he looked at Brandy, sitting there in her dress, and thought a little. "Something I always wanted to do, but I never did. I suppose everyone has some of those." He sipped again, feeling pretty happy from the beer, adding, "For me, I would love to try a threesome sometime, it is something I have always been fascinated by, but what guy hasn't." He chuckled, sipped, and added, "I have always wanted to try anal sex with the right woman, and I have a dominant personality, so that would be up there on my list." He smiled at Brandy again, "Seems like I have quite the list, what about you, anything that you have always wanted to try?"

Jason couldn't believe how he was acting and talking. It was like someone else had taken over his mouth, he never was this forward with a girl, at least not when he barely even knew someone. "So Brandy, what is your favorite provocative outfit to wear for a man, if you totally want to seduce him?" He sat back, and spread his legs a bit, needing some space for his seemingly constantly expanding cock.
 
“Three sums seem to be high on the list for men, although I probably would like trying a threesome, two guys and me…that could be quite interesting. I haven’t tried anal sex but have always wondered about it and having a dominant man, well that has always been high on my list. I’m not all sure what comes with that, but it’s always held my attraction.” she said smiling at him.

“This drink is good, not too strong at all,” she said, although already feeling a bit tipsy from the beers before it.

She could feel herself loosening up as she talked to him, especially how open she was being about sex. Brandy wasn’t one who really discussed much of her sex life with anyone else. She could also tell he was loosening up too and was thankful she wasn’t the only one.

“There are lots of things I’ve thought about but never tried. Like teasing a guy until he begs to have me. I know I said I was a tease, but I’ve never carried it that far. Having sex outdoors and not getting caught, could be a park, a car, even a pool or hot tub.” she then winked at him and a sexy smile creased her lips.

Brandy took several gulps of her drink, thinking about the type of outfit she would wear to seduce a man.

“As far as what kind of outfit I’d wear, actually it would have to depend a bit on the man. Like for instance, if it were you, I think something like some very sensual and sheer lingerie, not being able to totally see beneath but enough for you to want to see. Or even perhaps a very sexy dress that showed off parts of my body without being totally naked. Does that come close to what might turn you on?” she boldly asked.
 
"It might just turn me on, I suppose" he smiled at Brandy as he answered, and kept drinking his drink, realizing that he finished it rather quickly, he got up and walked across the room to get another for himself. "I'm making this one stronger, although I am going to regret it in the morning. What about you Brandy, any big regrets?" He poured the drink and added more rum this time, taking a sip to make sure that it was a bit stronger than the last. "I think that the outfits that you suggested would look just amazing on your beautiful body."

For some reason, Jason suddenly had a bout with self-consciousness of what he was doing, and something just wasn't immediately right. "Do you think that she thinks I am too forward, or that I hired her just for her body and not because I thought that she was qualified." He walked back toward her, sitting a little farther away. Of course it was the alcohol playing tricks on his mind, but he wasn't in any state to figure that out. "I'm sorry if I am acting inappropriate, Brandy. I am not normally like this, and certainly not with an employee or a roommate. You are just so intoxicating and it has been so long since I was with anyone..." his voice trailing off as he tried to remember the last time. Oh, it had been with her, he thought, the one that he thought he would be together forever with. He definitely didn't want to think about that any more tonight, so he tried to change the subject. "Any plans for tomorrow, since you sat here with this old fart all night?"

Jason couldn't help but chuckle, here he was with an amazingly gorgeous girl, they were both tipsy, and he was not taking advantage of her. Apparently all the years of 'adulthood' had given him some morals. He was not sure what he wanted to do next, so stupidly he added, "I'm getting a bit tipsy and a bit tired, maybe I should retire to my room...you can go do whatever you like!"
 
“Hmmm, big regrets…not really anything major, although you might laugh at me or maybe even get mad, but I do regret not having any major sexual adventure. Although I’m sure there’s time for that.”

She smiled when he told her he wasn’t use to being like this, it must be the drinks. She too wasn’t usually this bold and the drinks did make her tongue a bit looser than usual. Brandy blushed as he complimented her and called her intoxicating.

“Well, if I keep drinking these, I’ll be intoxicated,” she joked with him. “And I don’t consider you and old fart either. I’ve very much enjoyed your company, very much indeed.”

She knew she was getting very tipsy, but it was also making her a bit more flirtatious and horny, which she wasn’t sure how cool that would be with him as her boss and roommate. But she was rather disappointed at his comment about going to bed.

"I'm getting a bit tipsy and a bit tired, maybe I should retire to my room...you can go do whatever you like!"

“Well, okay, although I always heard a nice swim usually helped that, I guess that’s what I’m going to go do. It should wake me up and sober me at least some.” she said and headed for the patio door, swaying just a bit as she walked.

She heard him mention something about a suit, but she shrugged, “You don’t necessarily need a suit to swim.” She went outside and got close to the pool, putting her foot in just to test the water. With the cool night, the water was like bath water and heavenly. She lifted off her sundress and slid her panties down and off. Turning around, she tossed the dress and panties to the chair and then turn back around and dove into the pool.

http://i1196.photobucket.com/albums/aa420/Fantasywriter2011/Carey%20and%20others/Brandyskinnydipping.jpg
 
"You sure you don't need a suit," he called out as she walked out the door to the pool, he saw her walk out and peel off her dress and panties as she dipped a foot into the pool. From behind, she looked just heavenly, and he took a quick swallow of his drink, looking back up just in time to see her spin around, clothes tossed aside and she jumped in the pool. "Damn," he though to himself as he walked to the door and watched her swimming away. "How's the water," he called out, figuring she could not hear under the water. She looked incredible as she skimmed through the water. He felt his cock hardening to its fullness as he watched, and he couldn't help but slide a hand down under his shorts and start stroking lightly. He knew he shouldn't yet, but he also wanted to be helpful, so he ran back inside and upstairs, and got a towel and came back down and put a pot of coffee on so she could warm up when she got out of the warm pool and into the chill night air.

Jason started back out and sat down, Brandy was at the far end of the pool, and she looked just glorious with the moon out and the pool shimmering. His cock sprang back again, and he was just mindlessly rubbing his cock as she started swimming back toward him. Every once in a while, her head broke above the water while her ass was just beautiful behind her, firm and shapely. He smiled at her, seeming to catch her eye as she swam up toward the edge in front of him. He stood up and walked over to the edge and kneeled down near where she was. "Well hello there, Brandy, there's a side of you that I didn't know existed," he smiled at her and added, "and I think I that I liked it. Your backside certainly looked amazing gliding through the water. I brought you a towel if you're ready to get out, but if you're not, that's quite fine, I might just sit and watch a little more."
 
“So you have been watching me?” she asked, a bit startled that he was there when she came up to take a breath.

She smiled at him and looked at the towel, “You know, you could just come in here and join me. It’s nice to know you like this side of me, I hope you don’t mind, but I really prefer swimming this way anyway. Especially at night.”

She continued to swim several laps more leisurely, giving him a good view of her entire body. Brandy was more than a bit turned on, knowing that he was watching her and enjoying himself. Finally she decided she was done swimming and showing off for him and she walked up the steps out of the pool, not hiding her body.

“Thank you,” she said as he handed her the towel. She dried herself off and quickly dried her hair, then wrapped the towel around her. She had little goosebumps on her skin as the night air was a bit chilly now that she was wet.

“I guess I better get in side before I freeze my buns off.” she said with a light laugh, still a bit buzzed, but more awake. On the way inside she picked up her dress and slipped it over the towel, then removed the towel. She didn’t bother with the panties.
 
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