tagMatureBen Around Ch. 04

Ben Around Ch. 04


Chapter 04: Claire

Ben couldn't wait to be done with his most recent project. His architecture firm had designed the latest skyscraper for Toronto, the brainchild of his firm's namesake Brisco Hughes. It was quite possibly the most ugly, least-inspired monstrosity Ben had ever seen, which is why it pained him to have to "represent" the architecture team during this trip to Toronto.

In truth, the architecture team really didn't need to be represented. The majority of the trip would be a discussion with the public works department concerning water, sewer, electricity and networking. Claire Laurent, a senior member of the build team, could easily handle that part. She had twenty-five years of experience dealing with the logistics of integrating skyscrapers with pre-existing utilities lines.

As suspected, after Ben finished a five-minute presentation, Claire took care of all of the real business. As usual, she attacked her work with a vigor Ben didn't expect from a woman he suspected was in her early fifties. Aside of the understandable crows feet, her face held up well for a woman of her age. She sported a professionally styled short haircut, blonde with some white mixed in. She conveyed confidence, a practiced art that resulted from so many years of negotiation and planning. It would be the last of these meetings. Claire was going to finish the project and then move to the Denver office to be near her daughters.

"That went well," Ben commented as they got into their cab to head to the hotel.

"I'm just glad that part's over," she replied. "Tomorrow should be a whole lot easier."

Ben had worked with Claire for three years and got to know her socially. Like so many professional women, her husband had left her years before and she was focused on getting her children through college. She was a very pleasant woman who, privately, had a self-deprecating sense of humor, mostly concerning her weight. She wasn't grossly overweight, but he had to admit that it was perhaps time for her to buy a bigger suit. As she sat, she tested the seams of her jacket.

"Do you think I even need to be there tomorrow?" Ben asked.

"It's up to you," Claire said, "but I'd appreciate it if you were there. I hate having these meetings without someone else there from the firm."

Ben relented. "Sure, I'll be there." He had an ulterior motive for the question in the first place. His girlfriend Jenna's decision to have a lesbian lover on the side afforded Ben a free pass to mess around. He was hoping to see what Toronto had to offer. Ditching the next meeting would mean he could sleep in after whatever conquest he managed. Finding someone wouldn't be difficult. His looks hadn't let him down in the past.

They arrived at the hotel and checked in. He offered to help Claire with her bags and got her settled into her hotel room. All he needed to do now was to drop off his bags, freshen up and head out for an evening at a nearby bar.

"Thanks for your help, Ben," Claire said. "Want to grab some dinner? I need some help reviewing my notes before tomorrow."

It didn't seem like a good time at all, but Ben didn't want to be rude. He liked Claire. He wanted to help if he could. He just hoped he would still have time to go out afterward. "Okay," he said. "Let me drop off my stuff first."

"Sounds good," said Claire. "There's a bar downstairs. I'll meet you there in a half hour."

Ben had forgotten about the hotel bar. Lonely business women away from home. That could work out nicely. He dropped his bags off at his room, hung up his suit jacket and tie and spent a few minutes in front of the mirror.

When he got to the bar, Claire had already arrived and was reviewing a few documents. He sat, ordered a gin and tonic from the waitress, and scoped the room. A table of three women caught his eye right off the bat, but Claire launched right into business and demanded Ben's full attention.

They ordered their meals and got to work. It was obvious that Claire had already done her homework. Ben's input was merely to make her feel more comfortable about the next day's meeting. Thankfully, there wasn't much to do.

By the time their meals arrived they were chatting about office politics. Ben looked again at the table of women. A brunette smiled back at him and even gave him a little wave with her hand. Target acquired.

"How are things going with Jenna these days?" Claire asked, out of the blue.

"Um, well," he began. "It's complicated. How are things going with you?"

"Sadly uncomplicated," she said. "Enjoy it now, Ben."

"Trust me. I am," he let slip as he looked again at the smiley brunette across the room.

"I see," said Claire. "Off to greener pastures, Ben?"

"No, not exactly. Jenna and I are still together, but, like I said, it's complicated." Ben looked back to Claire, who now leaned forward, keenly interested, a glint in her eye.

"Now you have to spill it," she said. "My sex life is so dull these days. I have to live vicariously."

Ben didn't quite know what to say. He wasn't in the habit of letting coworkers in on the details of his personal life. "Well, the short version is that Jenna and I have kind of an arrangement."

"Ooh," said Claire as she pressed her large breasts against her folded arms. "Now tell me the long version."

Ben laughed and then slammed the rest of his drink. He ordered another and, seeing that Claire was still waiting for him to talk, threw caution aside and began to tell her the whole story, about how he had cheated while in Cleveland and how, after he got back, Jenna told him she had begun a lesbian relationship with a woman named Heidi. He told her about his first threesome with his girlfriend and Heidi, but purposefully neglected to tell Claire about how he had slept with the boss' daughter, Denisha.

His omission didn't seem to matter. Claire's face was flush and intense as she hung on every word. "And so she lets you mess around with other women now?"

"Pretty much."

"And smiley over there has your attention?"

Ben nodded.

Claire smiled and whispered. "And does she make you hard?" Her breasts were now brushing against her arms.

"She's hot," Ben replied.

"Are you hard right now?" Claire smiled. "Sorry. Like I said, it's been a while, so I like hearing about it."

Ben nodded again and looked back at Claire. Her clear arousal made him harder. Her suit jacket hung from the back of her chair, and as she pressed tighter against her breasts, the spaces between the buttons on her pressed white shirt opened, revealing glimpses of her bra. "It seems I'm getting harder every minute," he said.

"That a boy," she laughed. "What do you want to do with her?"

"I can't believe I'm talking about this," said Ben.

"Don't worry," Claire reassured. "You can say anything to me and it's between us."

"Well then," he said. "she has nice lips. I wonder what they'd feel like."

"On your dick?" asked Claire. "You want to feel her suck you off?"

Ben smiled. "I still can't believe I'm talking about this."

"Me neither, but keep going," Claire laughed. "I need something to remember when I go back to my room later."

"You're using this conversation to fuel your masturbation?" he asked.

A guilty look crossed Claire's face. "I hope you don't mind. Does that make you uncomfortable?"

"That makes me intrigued," he said.

"Uh-oh," Claire spoke. "Looks like you're losing smiley."

Ben realized he hadn't been watching the table of women across the room. A man had arrived who clearly knew the brunette. He pulled out her chair and she walked out with her friends, holding the man's hand.

"Sorry, Ben," said Claire. "I'm sure someone else will show up this evening."

"It's alright," Ben said. "I'm too keyed up anyway. By the time I got to talk to her I'd have been too excited and rushed it."

Claire's eyes locked with his for a moment and then she laughed. "I should probably get out of here and let you do your thing," she said. "I'd hate to see your evening go to waste. Just promise you'll tell me all about it afterward."

"What if I went with you?" he said, almost as if by accident.

"With me? Like..."

"Do you want to have sex tonight?" he asked.

Claire's breathing became heavier. "Oh, yes," she answered.

The check arrived. Claire grabbed it quickly and threw some money down on the table. "Meet me at my room in an hour," she said, and she left the bar quickly and without formality.

"An hour?" Ben said to himself. He wandered back to his room and changed into a t-shirt and jeans, spent some time flipping through channels and organized his things so he didn't have to scramble around getting ready the following morning.

After an hour went by, he stopped by Claire's room and knocked on the door. It took her at least half a minute to open the door, but once she did, Ben realized why she wanted an hour.

She opened the door and propped it open with her arm. She had changed into a powder-blue nighty and had freshened up her makeup. Behind her on the table was an open bottle of Champaign in a bucket of ice with two glasses. He remembered that she was in her fifties, she hadn't been with anyone for a while and she wanted to make a big deal out of it. Suddenly Ben felt underdressed.

"Welcome to my boudoir," she joked. "Come on in."

He stepped in and shut the door behind him. He looked her up and down. She was barefoot and wore a matching set of panties that were barely visible through the sheer fabric that covered her from below her breasts to high on her thighs. The built-in bra pushed her ample tits together and up, creating an impressive line of cleavage, a shelf of flesh on display. Her belly protruded from underneath and somehow accentuated her plentiful chest. She turned to lead him to the table. Her wide hips and ass bumped the sheer fabric, causing it to sway and flow as she walked.

"Champaign?" she asked, looking over her shoulder.

"That would be great. Thanks," he replied.

Claire bent at the waist to pour Ben's glass, an obvious effort to entice him. She handed him a glass, poured one for herself and turned to face him.

She looked into his eyes. "To business trips," she said, clinking his glass with hers and taking a sip.

"Now, just so you know," she continued. "I know I'm no Jenna, so it's not too late to back out. I certainly won't hold a grudge."

Ben drank from his Champaign glass and ran his hand down her bare arm. He leaned in and kissed her gently. She smiled brightly and motioned to the chair for him to sit down.

The chairs were close enough that her legs fit between his as he sat. She looped a finger under the strap of her nighty. "Do you like it?" she asked.

"It's perfect," Ben answered. "I'm not used to you dressing this way."

"It's been a while since I had to get a man hard," she laughed.

Ben raised his eyebrows and looked her up and down again. "It's working."

"Mmm," she said, touching her chin to her chest and looking up at his eyes. "Is it, now?"

She set down her glass and ran her hands up his thighs. "Ooh," she mouthed as she ran her hands over the hard bulge that led down the leg of his jeans. "I guess it is."

She kept her hands on his bulge as her face leaned forward. Her lips pressed against his and they began to kiss. His lips caressed more and more passionately, tenderly intermingling with hers. Her hand moved back and forth over his erection.

She found his zipper and pulled down. Then she unfastened his belt and the button of his jeans. She reached down through the opening of his boxers and gently pulled his cock out with her hand. She stroked it slowly as she continued to kiss him.

She parted from their kiss and knelt, his dick still grasped in her hand. "Don't judge me," she said. "It's been a while since I've done anything like this."

"Sorry," he joked. "I can't hear you."

Claire laughed and then placed her lips against the end of his cock, letting them slide around on the tip from the mixture of saliva and precum. Ben moaned. She was eager to please him and it showed.

Her lips parted and slid over the head of his dick while her tongue teased from below. She slid it farther in and then back out, wetting his shaft with her lips. She moved her hand up and down the base while she bobbed on the end. She moaned as she sucked his cock, taking it deeper with each stroke.

One last, long suck and it was free of her lips. She stood, grabbing the edge of his shirt and lifting until it came off of his arms. Then she hooked her thumbs under the straps of her nighty and slid them off her shoulders. "Why don't you take your clothes off and stay a while," she said.

Ben kicked his shoes off, then his socks, pulled his pants down with his boxers and kicked them to the side. He approached, grabbed the sides of her nighty and pulled down, freeing her tits. They were gloriously huge and they sagged slightly as was to be expected. He knelt and buried his face in her ample bosom, licking her nipples. Such a huge amount of flesh deserved his full attention, and he spent several minutes just sucking and kissing her tits.

As he stood, she sat on the edge of the bed working her nighty down over her belly. Then she lied back, lifted her hips and slid the nighty down her plump thighs and off at her ankles.

She wriggled on the bed, letting her hands glide up her sides and up over her breasts. Ben was impressed. The woman knew how to move. He couldn't wait to please her. He pulled down her panties, revealing her surprisingly well-groomed pussy.

As he did so, she reached into her bag and pulled out a bottle of lubricant. She poured some onto her pussy and began to rub it in with her fingers. "Sorry, Ben," she said. "At my age, sometimes I need a little assistance."

Ben smiled, held out his hand and Claire poured some into it. He stroked his cock, making it slick with lubricant. She smiled back, rubbing some over her tits and fondling her nipples. "Now fuck me, stud," she demanded.

She parted her legs and Ben slid his cock into her pussy. He couldn't believe he was having sex with a woman who was in her fifties. The thought made him harder than he thought possible.

Her hands ran through his hair as he lay atop her body, fucking her. They kissed and licked and devoured each other in the passionate embrace of their sex. He went deep into her, prolonging each thrust to fill her with the maximum amount of stimulation. He wouldn't last long now. Each kiss, each thrust, each brush of their skin against each other brought him nearer and nearer to completion. Pressure built in his balls and he held on. Just one more thrust, one more dive into her plentiful flesh, one more lick and kiss. He was on the precipice of release; an overwhelming rush of feeling that put him into a trance until finally he erupted into her waiting pussy, filling her with the heat of his semen.

The intensity made him punch-drunk. He couldn't stop kissing her and licking her skin. He worked his way down her body, enjoying each curve along the way. He placed his hands under her thighs and began to lick her pussy, still slick from their sex.

She moaned and writhed as his tongue lapped at her clit, She tensed and cried out as she came, bathing his face in the wetness of her arousal.

They lied together for the rest of the night, naked and making jokes about what people would say if they knew what had happened that night. They agreed that it was probably best to keep it a private matter, but to be sure to sneak in another fuck after their meeting, before they had to go back to Baltimore. Who knew when they would have this kind of opportunity again.

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