This girl and I, we’ll call her Maddie, had been working together for about two years and had always hit it off. The easiest-flowing banter, most complementary senses of humour, combined with a little sexual tension, made for an unparalleled friendship. Trouble was, I was in a relationship with someone else for this entire time. A number of times this relationship frustrated me, she wasn’t very empathetic, and really only liked me for the sex, which was somewhat infrequent as she’d sometimes need a few days to recover if we’d had a particularly hard go at it.

Maddie and I continued to almost-flirt every shift we shared in this shitty retail job. She was kinda shy but outrageously sexy. Beautiful long blonde hair, thick strong legs (she was an athlete), a skinny waist, cute smile and the most enormous breasts I’d seen on a girl as lean as her. She’d never kissed a boy in school, and was finishing up her university degree maintaining this record, as she was very studious and had big ambitions to get out of this job, and eventually the town. Well, one fateful week she managed all of that.

Maddie texted me the week I knew she was graduating, saying she’d received a graduate position offer interstate, and was going to quit the retail job at the end of the week. I offered to pick her up from her shift and go out for food to celebrate, and so we did. I got uncharacteristically nervous chatting with her, when things always normally were so chill. I wanted to tell her how I felt but knew I couldn’t with a clear conscience while I was still in a relationship. After dropping her home, I went straight to my then-girlfriend’s house to deliver the easiest breakup of my life. I felt bad for her because of how much it upset her but I knew she knew we hadn’t been in love in over a year. She asked if we could fuck “one last time” and we did, which further assured me that we were right to end it, as she came hard immediately after I gave her head and put about half my length in, I didn’t even finish and went home.

I had one last shift with Maddie before she quit, and decided this was my last chance to tell her how I felt. I didn’t know what I wanted from it other than peace of mind, but as she and I and the duty manager closed up the shop, I asked if she wanted to take a walk in the park over the road. In an almost poetic exchange, we both admitted the feelings we both knew deep down we shared, and after more chatting and joking, we went back to hers and cuddled up on the couch. She’d never really been physically intimate with anybody but after a minute or two, we were very close.

I first asked if I could kiss her, and was surprised at how naturally she got comfortable making out, wrapping our tongues around each other and groping each other, until we found ourselves in our underwear, when she suggested moving to her bed, not sure when her housemate would get home. When I got my face between her legs I was surprised to be greeted with a big, thick, blonde bush which smelled delicious. I buried my face deep in it and something puzzled me. I couldn’t find a hole, which made sense as she hadn’t ever had sex before. “Sorry” she said “I don’t know what I’m doing here” before I reassured her that we’d only try things she’s comfortable with.

I ate her out for a bit before trying to finger her, beginning to break the hymen, when to my surprise, she took the lead and told me to fuck her, that she felt ready. I first got her a damp towel for the little bit of blood, before taking out my cock, feeling the hardest and most turned on it had ever been. I stretched a Four Seasons King Size over my throbbing shaft and we both wet it with spit on our hands before I pressed the glans against her clit and soaking wet pussy. She winced a bit as I broke the remaining bit of her hymen, and after about 3 attempts pulling out and wetting my cock again, she slowly began to relax and took me past the head. I kissed her softly and said “Maddie, look at me, you’re doing so well, you feel amazing” as I played with one of her hard nipples.

Switching her on top of me, she gradually rode deeper and deeper down my cock while I sucked on her perfect tits and buried a hand in her bush to find her clit. After not long, she came hard, her strong legs quivering for what felt like half a minute, which soon set me off too, pumping a condom full of the biggest, hottest load I’d ever produced. We cuddled for a bit, laughing about how amazing it had felt for both of us, then lamenting her moving away. I stayed the night and helped her begin to pack in the morning.

I did eventually see Maddie again, but that’s a story for another time if anybody’s interested. Stay safe 😘