Chapter 2 -- Jeff pursues his secretary after being encouraged by his wife.
Jeff got a sleepy kiss goodbye the next morning and Leanne's last words to him were "Good luck with Cindy. If you don't take control of her someone else will. Tell me how it goes."
His head was spinning as he drove to work. When he drifted off to sleep the night before he assumed their conversation was accidental dirty talk, a sex fantasy cranking them both up to a rare second round of orgasms. His wife's parting words implied she expected him to follow through.
At work, Cindy greeted him from her desk with her usual smile. "Morning Jeff."
"Good morning Cindy. You look nice again today." She did look nice, in a tight skirt just above the knee and a white blouse.
Cindy stood up a little too quickly, and Jeff watched as her full breasts strained to catch up with the rest of her and bounce slightly. Jeff wondered if she caused the bounce on purpose and realized he was still looking at the front of her blouse. She beamed at him brighter as he walked past her into his office. She followed, "Your morning is busy, I've put a few files on your desk to review before you make the calls."
"Thanks, Cindy."
"The afternoon is lighter, we'll have time to catch our breath after lunch."
"OK, perfect. I'll get started in a minute."
Cindy was right, the morning was busy and they barely had time to chat. Every time she came into Jeff's office to collect files or drop others off, he would look up and be reminded of what his wife suggested. As if that wasn't enough, partway through the morning Leanne texted him: "Any luck?"
Jeff had been losing resolve all morning. Leanne's text confirmed she wanted him to follow through, it wasn't just a dream and his resolve firmed. He texted back: "Nothing yet!"
After lunch, it did slow down. Midway through the afternoon Cindy came into the office and closed the door behind her. Jeff's office was in a quiet corner of the building, but people occasionally walk by to say hi. A closed door, however, meant sensitive conversations and no one ever interrupted. Jeff's mouth grew dry as he knew it was probably 'showtime'. He'd been thinking about what Leanne told him to do since she texted him, he wondered if he would get the chance. He recognized the chance was walking up to his desk now.
"Here are the contracts for your signature before we send them out," Cindy said.
He noticed she had freshened her make-up and, as usual, an extra button on her blouse was undone. She stood on the opposite side of the desk and bent over low as she carefully placed the folders in front of him. Jeff let his eyes drop from her face to the open top of her blouse. He forced himself to let his gaze linger, taking in the shape of her hanging breasts held up in a lacy, pale blue bra. Normally he would steal a furtive glance before lowering his eyes to his desk. Plenty of her full breasts were visible above the bra and he wondered if they might spill completely out into his view.
Jeff took a deep breath, "What a pretty blue bra you're wearing." His wife told him to say that. According to her, Cindy would now either hide, or not.
"Thanks! It's one of my favourites. It's comfortable but I feel sexy in it, too."
Jeff exhaled slowly as he signed contracts. His wife was right. He looked up, directly into her blouse, at the tops of her breasts and she shifted her weight to allow her blouse to gape open even more. He could see the shadow of her dark nipples through the lace and how they were standing up under his gaze. He could tell Cindy's breasts were larger than his wife's, almost too large for her frame. He could see all the way down to where her blouse was tucked into her skirt, including her cute belly button stretched taught by her core as she held her position bent over the desk for him. He risked a quick glance up to her face and she was looking directly at him, smiling.
"I can see why," Jeff replied, "your breasts look fantastic."
"The lace is soft and comfortable, have a feel." Cindy stretched forward a little more.
Jeff put down his pen and reached into her blouse with his right hand. He tentatively traced his fingertips around the scalloped lace edge of her bra, next to her areola. It was soft and inviting, both her skin and the lace. He ran his fingers over the lace cup around to the underside of her bra and cupped her breast. Her nipple had firmed even more. He gently touched her areola through the lace and ran his thumb all around her nipple. Cindy's eyes were closed now and he watched her face as he stroked her firm nipple directly with his thumb. Her mouth opened slightly and he could see the tip of her tongue.
"Does the other one feel as nice?" He asked.
"I think so. You should check," she said softly.
Jeff used the same hand but switched breasts and gave it the same treatment. As he finished Cindy seemed to be pressing her breast towards his hand to feel a firmer touch, but after a final, firm stroke directly over her erect nipple, he withdrew his hand.
"Yes, the other one is just as lovely," Jeff said. "I might have to check again later."
"Anytime you want."
Cindy gathered the folders off his desk, making no attempt to hide her breasts from Jeff's view. When she stood up, she held the files low and arched her back, stretching out her blouse with the tits Jeff had just been fondling. Her firm nipples were clearly visible, tenting through her blouse before she turned to walk out of his office.
Moments later Jeff was alone in his office and feeling a little dazed. He wasn't sure how far he could push this new side of Cindy but he was determined to push a little. Based on how Leanne talked to him in bed the previous evening she would be disappointed if he came home and all he'd done was fondle Cindy's tits.
After another work phone call, Jeff called out his office door "Cindy, could you come here for a minute, please."
Cindy came in the door with a pad of paper and a pen, but before she could come too far Jeff spoke again.
"Please close the door and take off your blouse for me."
Jeff was nervous making this request. Maybe the earlier activity was some sort of one-off and she would be horrified and a sexual harassment suit would occur. Maybe he completely misunderstood.
Cindy smiled and turned to close the door. She put her pen and pad down on a console near the door and reached up to her buttons while still turned.
"Turn around Cindy, I want to watch."
"Of course."
Cindy turned. She had already undone two buttons and continued down the front of her blouse. Her cheeks were pink and she looked a little embarrassed, but she pulled the tails of the blouse from her skirt and undid the last button before opening it up to display her firm tits, held up by the lacy light blue bra. They jiggled in a pleasing way as she shrugged the blouse off her shoulders and let it slide off her arms. She turned and hung it on a coat rack by the door before picking up the pad and pen and proceeding to his desk.
She stood off the corner of his desk making no attempt to cover her partial nakedness.
"How do you want me?" She asked confidently.
"Come sit here," Jeff said and pushed his chair away from the desk and patted his lap. "I just want to dictate some notes from the phone call I was just on."
Cindy walked around the desk and perched comfortably on his lap, sitting sideways across his legs. She smiled and re-adjusted to tuck his erection between her legs.
He put one hand on her back, and one on her bare tummy as he began to dictate the notes from his phone call. Cindy dutifully wrote on the pad even as Jeff began to move his hands around her bare skin, on her front and back at the same time. He wasn't tentative this time, or even too gentle. Cindy held her arms well out in front of herself and Jeff freely ran his palms up and down, cupping her breasts, touching her neck both front and back. He touched her shoulders, but didn't want to affect her ability to continue taking notes. As he was finishing with his dictation, he held her sides and guided her torso slightly so her back turned toward him. Jeff undid her bra, pulling the straps apart and pushing them over her shoulders. Cindy turned back and calmly pulled each arm out of the straps swapping her pen and pad from hand to hand like she did this every day. Jeff picked up the bra, put it on his desk in front of them and returned his hands to her body.
Cindy sighed as his right hand went straight to her naked breasts. She sat up straight and arched her back to press them into his hand and make them stand up more for him. Jeff could feel his erection pushing hard into her thighs.
Cindy was still holding the pad and pen and Jeff said, "Start a new note." Jeff continued to feel her breasts and back and tummy and started paying more attention to her firm nipples and dark areola. His wife's nipples were lighter, almost pink. Cindy's were a light brown.
She sighed and turned the page on her pad, ready to take notes.
"I love how your breasts feel."
"Is that for the note?" Cindy asked.
"Yes. I love touching your breasts, I especially like how firm and brown your nipples are."
Cindy was writing and smiling. "Likes tits ... firm brown nipples. Anything else?"