Joint Sales Call by dnick47..,
Lisa Moore and I had been paired together as a sales team for a little over a year. I was her inside support as she peddled ladies’ wears around a five State area. She was on the road much of the time only coming into the office once a week to check on things.
At 45 she was still a looker with her red hair with just a wisp of grey, D-sized breast, trim figure, long legs, and a cute round butt. When she told me that she was a mother of four, I could hardly believe it given her figure and I told her that our meeting when I first met her. She accepted me as her inside support out of a list of six candidates even though I was a male and the rest were female. The position was about assisting Jane to sell ladies’ lingerie.
At first, it was embarrassing dealing with bra & panty sets, teddy’s and alike but with her help that phase soon ended. Jane was very professional. Which made our working relationship easy to live with. After a couple of months, I was in love with the job especially since one of the benefits was that I could buy very sexy ladies’ loungewear very cheap from her when the season changed which became lures to net women.
I was also getting more and more fond of Jane. When our eyes first met, something went off in my brain and I fell for her. I kept things on a professional level because I didn’t want to get fired for violating the non-fraternization agreement I signed, and because she was a married woman.
I was reminded of that because nearly every flat space in our cubicle had a family picture on it. Most of them were cute little people cooing and laughing. However, there were also pictures of a proud mother flanked by four beautiful daughters and her husband.
Additionally, she took me under her wing when I told her that my mother was 700-miles away. Jane became maternal of me. She would bring me “left-overs” when she was in town and when I say leftovers, I am not talking about food for the dog but delicious meals often even with dessert. At least once a month, I was invited to her home to share a meal with her, husband Theodore (Ted), and daughters Kelly and Meagan 20 and 16 respectfully. On Memorial Day, Independence Day, and Labor Day, Ted and Jane invited me to stay with them up North at their cottage. Those visits were both heaven and hell because her daughters would invite one or two of their girlfriends up there. The sight of all those sweet firm breasts and butts coved with just enough material the wearer out of jail. In short, it was the best possible job one could imagine.
On October 28th. our relationship changed its course when Ted had a heart attack that claimed his life. I was close enough to the family by then that I felt compelled to attend the wake and funeral. Kelly and Megan honored me by asking if I would be their escort for the rosery, wake, and funeral.
Jane was devasted. Being with the family as much as I was, I knew she loved Ted and Ted loved her. That beautiful relationship was broken by death. Seeing her in grief and occasionally sobbing, was tearing the heart out of me because I am one of the guys who hates seeing a woman cry. Eventually, I had to go over to her chair and hug her. She stood up to cry on my shoulder. As perverted as it sounds, having her so close to me and so vulnerable, made me hard.
Things got deeper the next day when I pulled out my lunch. The ham was questionable when I made the sandwich, so I boiled it. That turned out to be too little too late because the meat went south anyway by lunchtime.
“Let me see that, David.”
I did then she said,
“You weren’t planning on eating this, David?!”
“Well, Jane, maybe if I microwaved it.”
Her answer was to march into the office kitchen. I heard the garbage disposal run then Jane reappeared drying her hands.
“Get your coat we’re going to lunch.”
On the ride over, her coat came open and it was certain that her skirt came up to midthigh or maybe higher. A guy couldn’t be blamed for looking, could he when it is laid out before his eyes.
“I feel your eyes on my leg, David.”
“Sorry.”
“Don’t be, I am flattered that a young man could see something attractive about an old woman like me.”
“You are not old and you are attractive.”
She smiled sweetly. At the next light, she pulls me closer to her and then kisses me on the lips no less.
“Don’t take it the wrong way,” she said, it was your reward for being so cute.”
After Thanksgiving, she said that the customers wanted to meet me in person, so I was to pack a bag for three days. Lisa picked me up on Wednesday morning for the three-day sales call with her. On the first night, we shared the same room which had two queen-size beds. I was the perfect gentleman with her in that disconcerting arrangement.
It was in the middle of the night when I was awakened by the sounds of her crying. I asked her,
“Lisa, are you okay?”
She just kept sobbing, so I went over to comfort her, modestly staying on the outside of the coverlet. When she seemed to have regained her composure, I moved to get back into my bed. She whispered to me,
“No, please stay. Hold me. Get under the covers just behave yourself.”
Behaving was damn hard to with her butt so near my cock and with my handheld just above her breast. Needless to say, when the front desk called with our wake-up call, I had a very stiff boner. She pushes against it with her butt, then looking back at me she says,
“I did that, didn’t I?”
“Yes, you did,” I respond, “I’ve fantasized about you for 9 months, but laying with you drove me crazy with sexy thoughts.”
“I’ll take care of that,” she said smiling mischievously as she lay back down on the bed, arched her back, and with professional skill, removed her panties. Her next move was to straddle me the impale herself on my spike.
“O God, Lisa that feels so good.”
“So, a young stud doesn’t mind fucking an old pussy.”
“You are not old, you are a MILF.”
“Do you know what the acronym means?”
“Yes, Mothers I’d Like to Fuck.”
“You vile boy, knowing things like that.”
She started fucking me faster. The pressure in my balls felt overwhelming.
“Lisa, I am going to cum.”
Rather than pull off it, she slams down hard on my pelvis. Only a thin layer of skin separated the bones as she ground down me, which caused me to fire four strings of hot seed into her pussy.
“Aaaahhh, that felt so good, Allan.”
We showered together to save time, but that time we lost when I flic my stiff cock back into her. I filled her with man cream once again. When we finally got on the road again, she said,
“Just because you got some this morning doesn’t mean you will get any more. Understand?”
“Yes, ma’am I understand.”
“Don’t say anything either, you know about the non-fraternization policy.”
“Now, why would I violate your honor by bragging about your sexual present to me?”
She didn’t reply. Nor did she say anything when my hand went between her thigh then and the way up. She even parted her legs to give me access to her pussy. I felt she got wet because I was rubbing her clit, so it did not surprise me when she said that she needed to make a pitstop probably to change her panties.