This one should hopefully be short-ish and nothing fancy, but I look back on it as a very fond memory and quite an achievement.
About 5 years ago I was working in an office for the local council, pretty basic 9-5 IT job, always dressed smart and the main point of contact for any IT issues with a particular in house system. Spoke to a lot of people on the phone and in person and took an instant shine to one of them, lets call her Nat. Little bit taller than me, curly shoulder length brown hair, bright hazel colored eyes and an absolutely wicked smile. She was also incredibly fit, with a very slim, athletic body. Tiny waste and hips, small breasts, loooong gorgeous legs that looked amazing in a skirt and heels. We clicked on day 1, and over the months that followed discovered we had a lot in common, including some really obscure topics we had both studied at University and never made use of in the real world. We gradually started to hang out at dinner time, either eating lunch together in the canteen or going to one of the various pubs/cafes in town. Chatting did get quite flirty but nothing obscene. She had a long term boyfriend from Uni who was currently working in another city. A couple of evenings a week she would be studying for her Masters at the University I drove past on my way home, so naturally offered her a lift and 2 nights a week would take her there. 45 minute drive, and we could talk a bit more freely than what we could say in the office.