Surprised, but very interested
of
Pete the surprised
genre
straight
I was 24 at the time and on finishing college got access to my trust fund. It was meant to set me up for the future, so as I'd been told I followed the process I'd been told too. First, I bought a house after starting my chosen career, now with a home no debts and a great future career wise ahead. I settled down to life, my love life had been less than stellar before so still a virgin. I decided to lose my virginity first before starting any relationship. I would hire a hooker, not a street walker but one via online advertising. Thinking it would better to get a mature woman first, get taught was my idea at the time. Found a suitable ad, but when I entered the number in my cellphone, it came up as an old family friend's number. Surprised more than shocked I would say but decided to chance it as they say. Using my work cell phone, I rang the number and made a booking. She didn't know my new address so she wouldn't be aware it was me on her arrival. It was who I thought it was, and she was very shocked and surprised it was me also. After an awkward start we decided to continue as arranged, she took my virginity, and we'd had sex twice. Only paid for one, she stayed the whole night having no other booking and even made me breakfast in the morning. I'll call her Pam and myself Pete, she is 56 widowed and had lost her job due to cutbacks and was having a lot of trouble finding a new job, working spot jobs and selling herself just to get by. Anyway, it would be our secret I decided to have her train me sexually. So, we started a sexual relationship of once-a-week sex training. I paid her to teach me, always getting more than I'd paid for. After a year, I became aware of a job vacancy at my workplace. I told Pam about the job and helped her apply, having been training also on using computers she got the job. Mostly on her own merits, albeit I'd spoke to the HR manger saying she was a very hard-working reliable person. She proved me right, with her finances now stable she stopped selling herself, but has continued sleeping with me for our mutual benefit. Saying she might as well enjoy the fruits of her training.
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