I was hired some time back, with an agency to sell life and health insurance. There were about eight of us in addition to the staff, and our collective manager was a nearsighted, wavy-haired brunette named Danielle. She was in her late twenties and fairly attractive, and for some reason she latched onto me fairly quickly. Monday was our day in the office, spent calling prospective customers to set appointments for Tuesday, Wednesday and Thursday. Fridays consisted of a weekly meeting and we were typically out the door by noon.
As I said, Danielle seemed to pay more attention to me than the other agents, despite my being married. She would frequently ask me how Miss Debbie (my wife) was doing. On most Mondays, rather than make calls from the conference room, Danielle would invite me into her office and close the door, where we both made our calls from either side of her desk. After a few weeks of setting appointments and meeting with clients, she approached me with the idea of my setting the appointments as I was better at that than she was, and she would close them, being better at that than me. We'd split the sales and make more money that way. I agreed, and we continued working together for a few more weeks.
Danielle did all the driving in her car. We'd meet at a park and ride near her house and spend our three sales days together. We gradually got to be pretty good friends, and I noticed that on Mondays - as she sat across from me - her blouses were getting lower and lower, to the point where a nipple would occasionally show. She wasn't overweight, but kind of cuddly if you know what I mean, and her tits were a little wider than they were long, and VERY perky. When she nip-slipped me, she'd smile a little and pull her blouse back up. One Friday, she told me her top was too small and to keep an eye on her as she spoke, to let her know if her nipples started to show. She was actually instructing me to stare at her tits and signal her if they showed. I motioned at one point and she corrected it.
After the meeting, she motioned for me to follow her into her office, where she once again closed the door. We sat on either side of her desk and she smiled.
"How is Miss Debbie?" she inquired.
"She's doing well, thank you for asking." I replied. "Oh, she told me she thought you're kind of cute."
"Tell her I said thank you." Danielle responded. "I think she's quite attractive as well. And thank you for letting me know about my top earlier. I didn't know it was that tight when I put it on this morning. By the time I figured it out, I was already here. Every time I moved like this, I could feel it slipping."
She moved to show me and to my surprise, both of her nipples suddenly appeared; quite erect and pudgy as well. Suddenly, both of her tits popped completely out of her blouse, and she looked a bit startled. I guess the idea was to tease me and she didn't expect to give me a complete show. Her tits were just as firm and perky as I had imagined, and to be honest, I was aroused at the sight of them. I couldn't help but look, as they pointed straight at me.
"Ooh shit, I didn't mean to do that." she mumbled, turning bright red as she pulled the tight top up and stuffed her pointy tits back inside. "Sorry."
"No complaints from me." I said carelessly, forgetting she was my boss for a moment. "I mean..."
There was a slightly uneasy silence for a few seconds, but she quickly smiled again.
"No worries then?" she inquired. "I wouldn't want Miss Debbie mad at me or anything."
"Well," I said scratching my head, "I don't think she'd be mad, but she'd probably like a peek at them too."
We both laughed nervously at my attempt at humor and slightest of hints, and Danielle decided to follow up on it.
"Is she like that too?" she asked.
"Too?" I replied. "Are you?"
Danielle nodded slightly.
"Yes, but please don't tell anyone."
"Of course not." I said seriously. "Unless you want me to tell Debbie you are."
"I don't know." she said somewhat dubiously. "I don't want to ruin our professional relationship or friendship. I do like you and I do like spending time with you, but I sure don't want your wife mad at me."
"Well, I'll see if I can work it into a conversation at some point." I responded. "I think she'd go for you. She does ask about you quite a bit as well."
Danielle smiled again.
"Okay, thank you. Well, I guess it's time to start the weekend, huh?"
I nodded.
"I'll see you on Monday." I replied. "Have a good weekend."
"You as well."
I left the office and headed home, thankful that Debbie wouldn't be home from work for another few hours or so. I kept thinking about Danielle's firm and pointy tits, and as soon as I got in the house, I pulled my clothes off, lay down on the bed and began jerking off feverishly. It wasn't long before I felt that wonderful sensation building up in my balls, dick and ass, as my prostate contacted and sent thick, ropy streams of cum shooting onto my stomach. I sighed blissfully, at both the nice feeling and the fact that I could relax for the moment.
The following Monday we were both back in Danielle's office, making appointments for the week. As usual, we were seated across from each other; she behind the desk, and me in front. It was hard to not keep looking at one another, and it was becoming obvious that there was something dangerous growing between us. This was all on top of everything else that had been going on for the past several weeks, and it was also becoming obvious to the rest of the office that she and I were probably more than just a good team because we sold a lot of policies together. We would also take our lunch together on Mondays as well, which raised a few eyebrows I'm sure..
Tuesday morning, we met at the commuter parking lot and I got into her car. She had a really nice Infinity that I know had to cost at least forty grand. She was very particular about her car, and it was always clean and sparkling. It was her baby. About thirty minutes into the trip up the interstate, she suddenly winced.
"What's wrong?" I inquired. "You okay? You have gas or something?"
"Something." she gasped through clenched teeth. "I have Irritable Bowel Syndrome, and sometimes it gives me fits. One time, I had to lay on a client's couch for almost three hours until I felt well enough to drive home."
"If you can't drive, I'll drive you home if you need me too." I offered.
"Believe it or not, you're the only person in the office I'd trust to drive this car." she replied. "I know you used to drive a tractor and trailer, so I know you're a good driver."
"Why don't you pull off at this exit and see if it gets any better?" I suggested. "I'll call the clients and cancel the appointments if you're really hurting."
"Okay." she grunted, clasping her right hand against her belly. "It's a really bad case, Jack. Oh my god, it hurts so fucking bad!"
She exited the interstate and pulled into a gas station parking lot. I helped her out of the car and around to the passenger's side. She reclined the seat as far as it would go, and lay back, clutching her stomach and starting to weep. I sat in the driver's seat and called the three appointments we had, to explain the situation and reschedule. All three clients were extremely sympathetic and offered their best wishes to Danielle.
"Okay, that's done." I said quietly. "Let's get you home."
I adjusted the mirrors and seat, and headed back toward Danielle's house. I had already been there once before, when I first started along with another noob, to get some extra training on some of the products we sold. Half an hour later, I was getting off on her exit, and saw my own car in the parking lot.
"Do you think you can make it from here?" I inquired.
Danielle shook her head.
"No." she whimpered. "I'm sorry Jack."
"It's okay." I said reassuringly. "I'll just have to walk back to the car, that's all. It's only three quarters of a mile or so. Maybe I can thumb a ride."
I pulled into her driveway and parked the car. I exited the vehicle and helped her out as well. Danielle was doubled over in agony, as she typed her code into the alarm system and unlocked the front door. I helped her inside and closed the door behind us.
"Hey there, Mr. Goober!" I greeted the huge orange and white tabby cat that approached us. "Handsome boy!"
He meowed in response and seemed concerned, as he could tell his owner was not feeling well.
"The couch?" I inquired. "Or would you be better off in bed?"
"The bed." she replied. "There's more room."
"Do you have a heating pad?" I asked, as I helped her ascend the stairs to the second floor. "It will help with the cramps."
"Yes, I have two of them." she answered, as we made our way to her bedroom. "I keep them in the dresser. Top drawer. There's a big one and a smaller one."
I laid her down gently onto the bed, and then searched for the heating pads. I opened the top drawer and saw all of her underwear, including some lacy bras and panties, but no heating pads.
"The other dresser, Jack." she continued, sucking her breath in, as she desperately fought the painful cramps in her stomach. "There you go."
I laid the larger pad onto the bed and had her roll onto it so it could heat her lower back. I was about to put the smaller one onto her stomach, when I noticed her blouse was a full button-down top.
"The heat is going to transfer through those buttons and burn you." I observed.
"Get it out of the way, then." she moaned. "I can't move."
"Are you wearing a bra?" I inquired.
"No, but you've already seen my tits anyway." she responded. "Just unbutton it and pull it open. I don't care if you stare at them."
I nodded, and did as I was told. I began unbuttoning her frilly blouse and laid it open, exposing her firm tits. They stuck straight up, and my dick hardened as I tried to avoid staring at them. I placed the smaller pad on her belly and turned it on as well.
"Do you have anything for menstrual cramps?" I asked, trying to look into her green eyes and not at her incredibly perky tits. "Midol or Pamprin?"
"Yes, in the medicine cabinet." she answered. "Why?"
"It will help." I said with a smile. "It will relax the muscles along with the heat. You should be okay in an hour or so."
