The Dominant Older Woman via SageGirl's husband

She joined the company about a year after I did, I was in and out of the office a lot, because my job was mobile, so I'd stop and chat with her whenever I went by. She was fucking gorgeous, huge tits and whip-smart and funny. Me, being at the time, a fat, bespectacled nerd with a serious self-confidence problem, immediately thought "She's too good for me" and masturbated furiously to her image from afar but never made any moves on her for months. But we talked, laughed and, when my job gave me long breaks, I would keep her company while she wrangled the phones.

Conversations soon led us to discover that we had the same career plans (we both wanted to be cops) and just when I had barely wrangled up the gusto to ask "maybe
we should train together some time?", she beat me to the punch and said (OH SO CASUALLY) "You should come running with me sometime!" A chance to see this girl in spandex? hell yes.

The run was scheduled for friday night, at the university campus next to her house. I got lost. Like, really lost. We were supposed to meet at 9pm (we both got off work late) and I didn't get there till closer to 10:30. She was good-natured about it, and off we went, running around the track at the university. At this point, I really didn't notice that her eyes were pretty much boring a hole into the crotch of my running shorts. And I really didn't pick up on the three times, she got super close to me and asked me whether I'd had any girlfriends (no), or had anybody kissed me (no) or whether I had anyone I had a crush on at the office (her, but I wasn't going to admit that straight out, so no). To say I was an oblivious sap would be an understatement.

After the run, she brought be back to her place, which was really a basement room she was renting, and fed me pie (pumpkin, this was Thanksgiving weekend), and basically, (now that I have the benefit of hindsight), chatted me up for two hours straight, inching closer and closer to me as the minutes passed (she had started out on the opposite couch, but then by the time things came to a head, she was sitting at my feet with her head in my lap). It wasn't until this point that I realized what she was after, and to say I had no idea what to do would be an understatement. I remember staring awkwardly away, trying not to burn holes in her cleavage, making vague "I'm not sure about this..." excuses.

Thankfully, I was in the hands of somebody on a mission, who was not even going to let the vague discomforted of a horny, unsophisticated 20-year-old virgin stand in her way. I later found out that this mission was due to the fact that she and the other receptionists had been speculating on the size of my penis for months.

She pulled my face towards her and kissed me (FIRST KISS WOOOO), and all her clothes seemed to fall off shortly after (I started wondering if a film crew was hiding somewhere in the room, because this shit only happens in movies right?) and we were on her bed, and oh god, I was able to touch her everywhere. This is when I discovered, low and behold, I was good at touching. (or maybe it was all the lesbian porn I watched? Watch lesbian porn, everyone, they are good teachers). Either way, she initiated everything, from pulling my clothes off to climbing on top of me. I was too lost in a state of delighted misbelief to do anything useful. I seriously thought I was dreaming. Up until, mid-act, my brother calls - and me, making dumb virgin moves - actually picked up. Hot beautiful girl raises eyebrows.

Brother: "When are you coming home?"

Me: Later. (hangs up, throws phone across the room).

I drove home shortly after, wondering if she had slipped something into my pie.