This happened about a decade ago. I was in my early-20's at the time. It was summer and a group of us decided to give a shot at a bar tour on one of the jumping ends of our city. There were six of us, four men, two women. One of the women who would be coming was named Olivia and my god was she beautiful. I had known her for about 5 years at this point, we were pretty close. She was a smoking hot, petite redhead. She was as flat as a board and kind of tomboyish, I never knew her to wear a bra. I knew from listening to her over the years that she very much had a girly, sun-dressy type girl hiding inside, but she always felt insecure about her body. She was a big drinker and a pothead, and was the type to get very flirty and sexual when wasted. I wanted her badly, but she had always been with someone or was otherwise occupied. A couple of times we had been drunk and done the touchy flirtatious thing, but nothing had ever happened. More than once I had to save her from making a drunken mistake at a party with a guy. We liked and trusted each other.
Olivia lived on my street and I asked her to come by early so we could smoke and pregame a little. I opened up the door and was immediately struck. She was in a green dress, short and off the shoulders. It perfectly showed off her legs, her lovely form, and beautiful hair.
"Wow! You look amazing!" I said.
"Thanks! Thought I'd hot it up a little today." She responded.
Wow, had she ever. I couldn't take my eyes off her. Up her skirt, down her blouse, on her neck, her ass. I was so horny for her I was crazy. We sat down, I packed the bong. My eyes wandered over her crotch at every inhale. We had a shot of brandy and a beer. Another smoke and people were arriving. She would tell me later, but she was definitely showing off for me. At the time though, I wanted to play it cool, as she was my friend. My god, she was hitting all of my buttons. She was already getting playful and flirtatious and we hadn't even started our bar tour yet.
It was a windy day and her skirt would flutter with the breeze as we walked from place to place. She was touching me way more than normal, and I had put caution aside and started to go with it. I touched her arm, back, hips. We sat close. Our eyes often met. It was the eyes that really did it in the end. It's now about two hours in and we've hit 5-6 places, so we're starting to get a little drunk. But it's still the afternoon, and we're pretty much the only people in each place.
I'm going out of my gourd. My cock is hard, my heart is racing. The top of her blouse drops open, I have a clear view of one of her breasts. Her nipple is pink and hard, the skin is puckered, is she aroused? I look at her face, she's staring into my eyes, there's a grin on her face. My mouth is gaping, for a moment I'm paralyzed.