On a cloudless day (Closed for Hotpup)

Joined
Apr 12, 2007
Posts
642
Dorothy didn’t want to but she ended up being the one that went across the street for coffees. Dorothy Neumann, aka Dottie, is a Purchasing Manager for her company. She’s been with them now for almost 30 years. At 57 years old she didn’t think she would be the one going to get coffee, one of the younger ones should go but she didn’t want the stuff from the break room she wanted a Latte from across the street. It’s a bright cloudless day and quite warm as she walks out of the building, her heels clicking on the cement sidewalk. She gets across the street then “Pow” shes hit by something and knocked down….
 
Doug Rogers, 59, the owner of a large remodeling company is out for an afternoon stroll carrying a cup of soda pop and looks up to watch a helicopter fly by. When suddenly he runs hard into something. It turns out it was actually someone as he falls to the ground with his victim underneath him dumping his entire drink. Fortunately most of the contents hit the concrete. He looks at her and sees that some of the drink got on her blouse. This woman is quite beautiful but right now his primary concern was her health and the condition of her wardrobe.
“Oh my…are you alright. I’m so sorry. Let me help you up. I should pay more attention to my surroundings.”
 
Dorothy stunned, wondering what she was hit by sees that it’s a guy. She looks up at him him in disbelief that he ran into her. He offers his hand to assist her in getting up and she takes it, she’s lifted from the sidewalk. She checks herself for rips, tears in her outfit and pantyhose, sees none then looks at the guy.
“Oh my…are you alright. I’m so sorry. I should pay more attention to my surroundings.” she hears him say. She brushes off the front of her skirt the notices her blouse is wet. “How, did this happen?” she says softly. She gets her bearings back and sees the handsome older gentleman that must have ran into her. “Oh hi, that was an abrupt meeting wasn’t it?” she says with a laugh
 
Relieved that she is not screaming at him but taking it in stride even laughing about their encounter Doug breathes a sigh of relief. It is then he notices that the wet patch is near to her breast so he knows that her bra must be wet as well.

“It was all my fault I looked up and then you felt the brunt of my distracted body,” he answered already covertly sizing her up.

“I must say I’ve never met someone in this way ever before. It’s nice to meet you I’m Doug . It looks like I’ve ruined your blouse, let me buy you a new one or at least pay to have it cleaned,” he offers and figures out that she was headed to the coffee shop.

“How about we discuss it over a quick drink at the coffee shop?” reflexively he hands her a business card.
 
“It’s nice to meet you I’m Doug” he says. Dorothy looking down at her wet blouse then at the ground where the cup of whatever he had in his hand ended up. “Oh so that’s what happened” she says looking at Doug.
“It was all my fault I looked up and then you felt the brunt of my distracted body,” he tells her.
“I must say I’ve never met someone in this way ever before. It’s nice to meet you I’m Doug . It looks like I’ve ruined your blouse, let me buy you a new one or at least pay to have it cleaned,”

“We’ll I could have watched where I was going to, Doug, is it?, Thats fine it doesn’t look to be all that bad it will dry just fine”

“How about we discuss it over a quick drink at the coffee shop?
“Funny you should say that, it was where I was headed before our ,uh, abrupt meeting”

Dorothy looks herself over once again going through the motions of dusting off her skirt and blouse then noticing that the liquid has made her blouse transparent and her bra is quite visible.

Just the one side though only the strap and left cup are showing, it won’t take long to dry.

”Well Doug, that sounds good to me“ she says with a smile.
 
The encounter had been a pure accident but after seeing her smile and looking into her blue eyes Doug decided to use whatever charms he had left to get to know this sexy blonde lady much better.

Well Doug, that sounds good to me, using a terrible British accent he answered, “Then after ‘ye my lady.”

He held the door open and followed the sway of her hips inside’ Whatever you wish it is on me. It’s the least I can do. I’ll try not to get any on you this time.”

He got her selection and ordered himself another soft drink and a couple of sweets for them to share. He couldn’t help himself as he repeatedly snuck peaks at the wet spot that showed off her bra. He wanted so badly to reach over and cup her breast. He hoped he was not being too obvious.
 
It was nice having a coffee and not hurrying back to work. They sat across from one another at the small table. Dorothy does make a point of fidgeting with her wedding rings as they chat, sort of a habit with her, she also notices Doug’s ring. She Feels relaxed around Doug, not anxious at all which is a bit different for her, normally strange men will put her off, but not this one. He’s good looking and charming,has an easy smile. But she only has a few more minutes and she’ll have to get back to work.
 
The fact that Dorothy is fidgeting with her rings does not deter Doug one bit, if anything it makes him more determined to see where this accidental meeting can lead.

“I really don’t think that one drink can make up for what happened this morning. How about meeting me for lunch at the restaurant down the block? It is the very least I can do.”

Then as he hands over his phone with the contact screen open assuming she will agree to lunch, “Why don’t you put your number in my phone in case I’m running late?”

He already knows that he will brave the morning heat and go to the nearby women’s clothing store and buy her a couple of blouses similar to the one she has on as even though the spot is now mostly dry you can still see a light stain where the soda splashed.
 
“I really don’t think that one drink can make up for what happened this morning. How about meeting me for lunch at the restaurant down the block? It is the very least I can do.” He tells her. “Wow, an attractive man is hitting on me” she thinks to herself. That doesn’t happen very often, and when it has they’re usually drunk and trying to feel her up at parties at their friends homes.
She has no problem with Doug asking her though.
“You know Doug I would like that but today is out of the question as I have a lunch meeting with a vendor, but tomorrow I’d be free if that would work for you” He hands Dorothy his phone for her to put her number in, she puts it in along with her work phone. Smiling she looks across the table “I’d really like that, but I need to get back I have a meeting in” she looks at her watch “Goodness, I’m already late” she says before standing up.
 
“I’m looking forward to getting to know you better,” Doug is impressed with Dorothy already knowing that this relationship, if there is one, will be more than just sex. He watches her leave getting a full appreciation of her entire body admiring her sexy backside once again.

He heads to the clothing store and attempts to describe to the clerk Dorothy’s blous after telling her the story of their encounter. They look around. And finally he spots one that appears to be almost identical to the one she was wearing. Together they guess what Dorothy’s size might be and the clerk assures him that Dorothy can exchange it if they are wrong. He buys two blouses one of the same color and one of a brighter shade then he returns to work.

He is not sure, at all, how he will seduce her only believing that she is interested in him and maybe no seduction will be needed. .

When he gets home that night his wife shows no interest in anything approaching intimacy and his daughters are flaunting their hot bodies around him. When the noon hour approaches the next day he is so ready to meet Dorothy. He waits outside her office sitting there basking in the brilliant sun sending her a text, “I’m sitting outside your building ready to escort you to lunch whenever you are ready, no hurry.”
 
The warm warm cascading over Dorothy feels great. It runs over her large full mature boobs and down between her legs. The thought crosses her mind to shave down there as she does have quite a bush but she’s went this long without caving in to it. The soap lathers up nicely down there as she washes. She gets out drys off and curls her hair naked in front of the mirror, yeah she doesn’t look too bad for a 57 year old woman, she seems to have caught Doug’s eye. She decides to wear her blue business suit with the skirt and jacket combo along with a white blouse underneath. She finds her black 3 inch heels as well.

As she gets out of her last meeting in the morning she gets a text from Doug
I’m sitting outside your building ready to escort you to lunch whenever you are ready, no hurry.”
She texts back “I’ll be down in a minute”
 
Although business attire is not usually considered sexy when Doug sees Dorothy he is blown away, she really rocks the somewhat conservative outfit but what really get his attention is her long stocking covered legs and high heels. When she walks over to him he comments, “You look absolutely amazing, so beautiful.”
He pulls out the bag with the two blouses in it, “Here, I got you a couple of blouses to make up for ruining your bra and blouse yesterday by spilling all over them. It seems much to personal to buy you a bra when we just met and besides I don’t know your bra size.”
He was suddenly a bit nervous causing him to let out a nervous chuckle. Recovering, “I hope you don’t have to hurry back to work as I’d really love to get to know you. Much better.”
Casually they make their way toward the restaurant as he hopes an opportunity arises to get much closer to Dorothy.
 
Dorothys heels click, click , click on the sidewalk as they make their way to the restaurant. From the staccato way she walks it tends to make her boobs bounce a bit more than normal if she wasn’t wearing her heels. The skirt is a bit more snug on her hips than the last time she wore it as well, “it must have shrunk” she kids herself.
The restaurant is not too busy and Doug and Dorothy get a table quickly. Dorothy remembers Doug’s comment on getting her a bra, and tells him “Well, as a matter of fact my bra size is 36 and the cup size is either a C or a D, depending on what day it is” she says with a laugh, “I thought maybe you’d want to know next time you spill something on me” Dorothys eyes sparkle with the comment or even laughing maybe. Doug hands her the bag, “Let’s order lunch and I’ll take a look at them“ she says smiling.
 
Every move this woman makes intrigues Doug from the sway of her hips to the bounce in her step. He tries not to watch the way her breasts move as she walks but can’t help himself. He decides he doesn’t care if she catches him but he still tries not to be too obvious as he doesn’t want to make her nervous.

They are seated at a table for two, the place is nice but not fancy and certainly not romantic but perfect for a lunch date. He blushes at her comment about the bra , “Well, whatever size they are you sure are hot! I hope you like the blouses they are from that boutique across the street. The lady said you could exchange them if you don’t love them Maybe I’ll spill on you on purpose next time!. It’d be one way to assure I’d see you again.” He chuckled.

It had been a long time since he had bought a lady clothes and he could not believe how expensive the blouses were costing more than his entire outfit for just one, but it barely dented his pocketbook. He was happy to do it.
 
They order lunch, then while waiting Dorothy opens the bag and looks in. She pulls out one of the blouses “Oh look, it’s just like the one I was wearing” she says holding it up, then looking at you, smiling. She pulls the next one out and holds it out “Oh Doug it’s so nice of you to do this for me, I don’t know what to say, other than Thank you” “You don’t have to spill anything on me to see me again” she tells him.
“Let’s finish lunch and I’ll try them on in the ladies room”
 
Smiling broadly at her comment, “That’s great because I would love to see A LOT mor of you!”

They ate enjoying one another’s company. They talked about many things including the disappointments in their marriages. He wasn’t sure if he should tell her that his marriage was sexless as he had not had sex with his wife in about a year on their anniversary but he went ahead and told Dorothy anyway He quickly told her that his wife likely knew he had been seeing other women. He listened as Dorothy told him about her marriage.

When she came back from the restroom he asked how the blouses fit then taking a chance, “I don’t know if you have time, I hope so, but my remodeling showroom is just around the corner. I’d love to show it to you.”

The showroom had several rooms that could be easily rearranged to help clients decide what they wanted to do with their homes. There was a living room, dining room kitchen, and a bedroom. Doug had the only key as it was open by appointment only. He hoped he had not been too forward.
 
While Dorothy was in the bathroom trying on each of the blouses she decided to remove her bra. Going braless for the rest of the day would be a nice change of pace, and since she wore a jacket today she had no problems with visible nipples or areolas. Yes they did sag a bit more than they used to but she’s ok with that. Although she kept only one button on her jacket buttoned….
“I don’t know if you have time, I hope so, but my remodeling showroom is just around the corner. I’d love to show it to you.” Doug says after she returns.
Dorothy In absolutely no hurry to get back to work agrees to go with Doug to his remodeling showroom. “Yeah sure, sounds interesting”
Dorothy felt bad for him actually after he told her about his wife. She couldn’t imagine a marriage that didn’t include sex. Doug was a very good looking man, he shouldn’t have to go outside the home to be sexually pleasured. She didn’t get as much sex as she used to, and her libido hasn’t really lessened as she grew older. Her husband Dave did the best he could, sometimes he had some issues where he couldn’t get or stay erect, but Dorothy worked with him on that and they still had a good sex life.
 
It took less than a second for Doug to realize that she was now braless when she returned from the bathroom. Maybe there was mutual interest or maybe she just wanted to be comfortable. He paid the check, “Dorothy, are you ready for a new adventure?”
He let her into the large showroom and told her briefly how they could change things out to give a client a better idea of how differing elements would come together. As they walked around they got closer and Doug put his arm on her back. . When they got to the kitchen he asked her if she wanted something to drink. He looked into her eyes and was tempted to kiss her. But, he chickened out and the went on to the bedroom display which was complete with a king size be, he drew her against him feeling the warmth of her body.
 
“Dorothy, are you ready for a new adventure?” Doug asks, just before opening the door to the showroom. “Wow, this is really nice” she tells him as they wander around. As they stand in the kitchen Doug asks if she wants a drink “Only if you have something stronger than iced tea” she says with a smile. She feels his hand on the small of her back as they view the large bedroom area and him standing closer than he had before. Unbeknownst to Doug Dorothys nipples begin to stiffen as he explains the rooms features, they push against the lightweight fabric of her blouse.
Dorothy looks at her watch and sees she’s already late to an afternoon meeting with her boss Jim tells turns to Doug and says “I need to get back to the office but maybe you could offer me that drink for tomorrow evening?”
 
A mixture of emotions runs through Doug as Dorothy tells him about the meeting she has to go to knowing he won’t be doing anything but admiring her today but he feels better when she asks about the following night and is quick to answer her.
“”That would be great! Just let me know where to pick you up or where to meet you and perhaps we can make an evening of it.” He thinks his chances of getting her into the showroom bed or some other bed are very good if he doesn’t blow it.
”Thanks for the wonderful time and glad you like the blouses,” he tells Dorothy as he escorts her back to her office and then heads off to his own work anxious for the following night.
 
Dorothy doesn’t know if she did the right thing or not, she’s feeling a little guilty that she’s meeting another man after work. The next night is Friday and her husband Dave has his poker party every other other Friday and this was it. He never arrives home until well after two in the morning so she feels fairly safe staying out. Getting home after work the next day she sees a note from Dave saying he’s left early and will see her later that night. Dorothy takes a quick shower, applies fresh make up, this time it’s a bit darker, slightly more mascara and darker eye shadow. She tries on both of the blouses Doug bought for her and decides one over the other. Slipping it on over her bare breasts she does decide to go braless. You can see her boobs fairly well and her areolas are obvious. She finds a pair of unopened stockings in her drawer that she had bought a few weeks ago just for Dave and decides on them along with a black lacy garter belt. Searching through her closet she pulls out a black skirt that was her favorite a few years ago and slips it up and on zipping up the side zipper. Looking in the full length mirror on the back of the door she thinks she looks good. She digs though her shoes and finds her favorite three inch black heels and slips them on. She texts Doug saying she’ll be at the coffee shop in 15 minutes…
 
A smile spreads across Doug’s face as he reads Dorothy’s text now knowing that she is not going to back out on him. He doubts his wife will even notice that he is gone as he frequently is at the office catching up on ‘paperwork.’ He texts back, “I’ll be waiting, can’t wait to see you beautiful lady!”
He is wearing a pair of tight fitting slacks that show off his skinny ass and the outline of his bulge is very evident. Likewise, the shirt he is wearing flatters his muscles, although they are not what they once were they are still impressive for someone his age.
Seeing the absolute personification of sexy enter the coffee shop he walks over to her and gives her what is supposed to be a platonic hug but he holds on to it much longer then normal. He can see her nipples poking against the fabric of the blouse, “Is this one of the replacement blouses I got you? In any case, you look very sexy in it.”
After dinner Doug suggests they take a walk not sure of where they are going as there are at least a half dozen options including a nearby hotel or the showroom’s bedroom. They get to a quiet area and Doug turns to Dorothy and wraps his arms around her running his hands over her backside and kisses her soft at first but in seconds the kiss becomes passionate. Coming up for air he purrs, “Mmm…wonderful.”
 
Dorothys warm wet tongue explores and probes Dougs mouth as they kiss. She feels his hands on her back then lower onto her ass, his hands and fingers running along the top of her garter belt and down along the sides of her thighs feeling the straps under her skirt as well. Her large full mature tits press into his chest wanting to bulge out of the thin blouse.
“Mmm…wonderful.” He coos when the kiss breaks.
Dorothy looks around and sees a small alcove about 50 feet from where they are. It’s beginning to get dark so she thought it looked promising. She takes his hand and walks to wards it, she lets her ass sway a bit more than normal. Once there she looks around and sees it actually quite private. She presses against him and kisses him deeply……
 
It is as if a tiger has been released as Dorothy returns his passion. Their hands explore one another greedily. Doug undoes her blouse and gasps in awe at her big plump beautiful breasts. He is nervous at the thought of being caught but his lust for this woman overcomes any resistance as he sucks her boobs into his mouth. He pushes her against the wall as he pinches one nipple as he sucks the other deep into his throat. he feels her hands on his ass moving around to the front. He loves the soft yet firm texture of her boobs and especially loves the taste.
“I’ve got to have you,” he groans as he falls to his knees and unfastens the snaps to her garter belt and yanks off her panties burying his face in her furry mound with his rough hands now playing with her ass The aroma of her sex is powerful driving him crazy.
 
Dorothys tits spill from the confines of her blouse as Doug sucks greedily at the stiff nipples. “Oh yeah” she coos softly as he attacks her full melons, his hands grope and explore both bare hanging tits. Shes forced backwards against the wall of the alcove hitting it with a thump, her tits wobbling and jiggling when she hits. Her hands move down the front of Dougs jeans feeling a long thick bulge. Her fingers trace along its length even feeling the outline of the swollen head through the material. It is short lived as Doug drops down in front of her “I’ve got to have you,”
he says as his hands push up her skirt, his fingers finding the waistband of her panties and yanking them down forcefully to her ankles. She slips her right heel clad foot from her panties, then lifts her leg placing her foot up on the wall giving him better access to her pussy. Her boobs now fully exposed with a man’s face between her legs Dorothy looks around to see if anyone is watching….she spots a young couple along the walkway.
 
Back
Top