Young 18[M} starts relationship with former boss 40[F]

So, this story is completely true and happened when I was 18. My first job out of high school was in an office building where a lot of people worked but we were separated by a cubical. So fast forward to me working for the company for a couple months Not to toot my own horn but I was liked by everyone in the office for the most part but unbeknownst to me one of my managers Lori had a real interest me. Lori was an older lady late forties or early fifties I would say. She had real huge breasts not much of an ass, but she was always nice to me at work. So, the office ends up closing and we all end of getting laid off and this is really where the story begins.

After being out of work for a few days Lori messaged me on Facebook explaining that the company still owed us some money and I should be expecting a compensation check in the mail soon and she gave me her number in case I had any questions regarding getting paid. At the time I received the message and got her number I didn’t really think much about it just thought she was doing right by the people she used to work with. I don’t remember who initiated the texting conversation first, but we started texting back in forth some small talk just getting to know each other based on being former coworkers and she was helping get my final check. I have always had a thing for MILFS and mature women, so I did have it in the back of my mind me having sex with an older woman, but I didn’t think it would happen anytime soon until one night. Lori texted me on Saturday night inviting me to a party that one of the other managers was throwing and a lot of the people I used to work with where going to be there and asked if I wanted to go. Although I knew a lot of people who I worked with I wasn’t really interested in going to the party, so I declined and asked what she was drinking and planning to do that night. We texted back and forth until midnight again small talk luckily for me Lori was drinking at the party and was getting a little loose. So, at about midnight Lori tells me that it sucks I didn’t go to the party because she wanted to see me and talk to me in person. This is where I seized the opportunity I figured I had nothing to lose she was no longer my boss and I was horny at that time of the night, so I text her “only if you suck my dick”. I was very nervous waiting for a reply time dragged on waiting for her to reply back she simply text back “ok”, so I send her my address even though she is a little tipsy she is driving.

I wait nervously for her to tell me she is outside and when she finally does I get in her car and we find a nice quite spot and talk a little, but she wants to get down to business and asks to see my cock. I pull out my cock and she get to work immediately sucking on the tip and when I get hard she starts taking it all the way to the back of the throat. She told me she hadn’t had sex in years, so she showed how much she had been craving a cock while sucking on mine like she was addicted. I was in heaven I had never thought I would ever get my dick sucked by an older woman it was a dream come true. I made her gag on my dick and held her head down on my dick as she sucked like a maniac after about 10 minutes of at that point the best head in my life I told her I was going to cum and she just mumbled and kept sucking until I blew a huge load into her mouth and she kept sucking I felt like my soul was sucked out of my body. She then cleaned me off and swallowed my nut I was shocked that had never happened to me before and I never knew how amazing the feeling of getting the cum sucked out of you felt. We end up kissing for a little but because I’m sure she was super horny however she ended up dropping me off because she needed to get home to her daughter and thanked me for letting her suck my dick before dropping me off in front of my home. I would end up having sex with Lori for a year after our first encounter and the best part for me was her tubes where tied so I would just come in her every time which was the best part for me. As a long time, lurker, I figured I would finally share my story if anyone is interested in the first time we had sex let me know so I can type up the story.

Source: reddit.com/r/gonewildstories/comments/9e79i2/young_18m_starts_relationship_with_former_boss_40f

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