Continued sex with the female executive of the company that bought the financial services firm, I worked for. We traveled around my five-state territory having great sex in hotels. All at the company’s expense.
I was 28 and Jill was 48. Jill was hot.
The tight grey dress she was wearing when I first met her, she borrowed from her 19-year-old daughter.
We first met with the other “Big Shot” Executives at a restaurant. After everyone else left the restaurant, Jill and I stayed and had a few more drinks. We lived in the same Metro-Area. Jill didn’t want to drive home after dinner, so she booked a hotel room. Jill was drunk and I drove her to her hotel. In her hotel room, we started a 20-hour period of wild sex I previously described.
Jill and I traveled on business together. We had to give the appearance that nothing was going on, so we got connecting rooms. Sometimes we’d stay over for the weekend. Some hotels printed receipts with different dates, so the company paid for our “Weekend Vacation.”
Although Jill was older, she had a bland sex life. She liked exploring sex. I was younger and Jill was also amazed that I kept getting hard. Her last boyfriend was about 10 years older than her and had trouble getting an erection.
Jill liked oral sex and 69. When I came in her mouth, we would share my cum with a kiss. I liked this. We masturbated in front of each other.
She liked me playing with her asshole and licking it. She “returned the favor” and I enjoyed this.
I was the first guy to fuck her in the ass and she liked this. I brought her a vibrator. She surprised me by putting the vibrator in my ass while she sucked me. I enjoyed this. She sat on my face and I licked her asshole while she played with her vibrator. She also licked my asshole while she or I jacked me off.
Jill didn’t live all that far from me so we saw each other when we weren’t traveling. When her teenage daughters were not home, we enjoyed Jill’s great big house with it’s outdoor hot tub.
Life was great. I was exploring sex with a “Hot MILF,” traveling and staying in First Class hotels, while eating in the best restaurants. All at the company’s expense.
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