INTRODUCTION
Hello everyone! I'm a brand new writer from the Pacific Northwest, Male, Late-30's, and this is my first time dipping my toe into the waters of erotica.
This is my first short story contribution, based on a true story (names have been changed), and contains:
[Flirting] [Teasing] [Consensual sex] [Threesome] [FWBs] [Straight sex] [Lesbian sex] [Group sex] [Masturbation] [Oral] [Condom use]
As this is my first submission and first non-fiction story, any and all feedback is welcome and appreciated!
Thank you, and enjoy!
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Everyone says their first is special, but mine was more special than most. I lost my virginity at 20 years old, and Lily -- 21 herself at the time -- made sure that I wouldn't forget it (another story for another time). Lily was big and beautiful, and stood about roughly the same height as me at just short of 6 feet tall, auburn hair and light grey eyes, with smaller breasts than some but great, soft curves everywhere else. I felt a little bad afterward; while I was single at the time, she was not, and this wasn't the start of a true relationship. She'd never taken someone's V-card before, and enjoyed being the teacher, as well as the thrill of cheating with someone younger. Lily and I spent four months together before she met the man she would eventually marry, but they were four months well spent.
After we parted ways, Lily and I stayed in touch. She wanted to know about my subsequent partners, and was more than happy to tell me about how things were going with her new man, Randy. It was over half a year before I had any stories to tell, but my next significant other provided plenty of spice to share. We would swap tales by text message or meet up for lunch and gossip about our sordid encounters. Lily was always a wealth of knowledge, and a supportive listener; she gave me advice on how to make sure I was improving in my technique, and would offer fair criticism based on my past performance to help me be a better lover. She was also happy to share the details of her own sex life, including hers and Randy's desires to bring others into their bedroom.
When my relationship ended several months later, Lily was one of the first people I told. She invited me over to hang with her and Randy, and to take my mind off of things. And by "take my mind off of things" I mean that Randy told me to put on a condom and fuck his girlfriend/my ex while he watched. Once I'd had my fun, he took his turn, pulling out his slightly more impressive member and raw-dogging her to her own orgasm. This wouldn't be the last time we'd play together: over the next year, we'd get together at least two more times, both times beginning with me enjoying Lily and ending with Randy finishing her off while my cock was either spent and I watched or was in her mouth as a treat. He had a few rules: no kissing on the mouth, and anal was reserved for him, but everything else was fair play--and we all enjoyed our playtime.
The following year, Lily and Randy finally tied the knot (I was not invited, just to be clear!) but we kept in touch. I wound up in a relationship-free period where I had a few rotating friends-with-benefits, but the most interesting of those was Renee. Renee was short, probably just a hair over 5 feet tall, with long, dark hair, green eyes framed by cat-eyed glasses, and some of the biggest boobs I've had the pleasure of enjoying. We met online and had a very fun first encounter, which I'll definitely share later, but suffice it to say, things were going well all around. When Lily and I got together for one of our lunch dates a few months later, she was excited and intrigued to hear all about Renee--and especially intrigued that Renee was pansexual and polyamorous.
"Well I have to meet this girl, B! Can she come and join us for lunch?" Lily asked, which surprised me a little! I had a feeling she'd be interested, but didn't realize it would be quite so immediate! I texted Renee from the table to see if she was free; thankfully, it was a Saturday and she didn't happen to have any other plans so she joined us about 30 minutes later, after Lily and I had had a drink and a plate of appetizers. We'd asked her before she arrived what she'd like to eat, and by the time she showed up our food was just getting to the table.