It happened last week; I am 44 year old and the 48 year old Property Manager Kim, who knows full well that I have a crush on her, took me to a local tavern for lunch. After socializing there for a couple of hours and playing pinball machines, we headed to her boss's residence. Bob, the owner of my dwelling spot as well as 6 or 7 other area properties is a man who has just turned 90, although most peeps wouldn't put him above 70 or even 65; at his age he still does push ups every morning, plays golf and works physically fixing up and repairing some houses of his. I have already met him twice since I moved in in August, albeit I have never so far been to his own residence.
Kim herself took to liking me since the get-go, flirting with me, complimenting me for my good hygiene, the fact that I look younger than my actual chronological age, my cologne. She has already mentioned to a couple of my friends that she liked my personality and was interested in me, but they both mentioned a few reservations she might've had regarding hooking up. And although she did go to a tavern with me a few months ago, she kept shining me on several times afterwards when I was asking her out. She did refer to me as a "friend" on many occasions though, but to me it all seemed vain and superficial and as if she was just playing mind games with me. Last week, however, Kim and I kept bumping into each other at a different bar almost every day, the last three of them were more by design than sheer coincidence; and on Thursday we headed to Bob's house.
Kim invited me in. As soon as I sat down she and Bob were shedding their clothes. Kim sent me a side glance with a smirk; I felt uncomfortable at first but gradually eased into my position. I voyeured Kim sitting on Bob's huge cock, rubbing it against her clit as her back was turned towards him; her boobs were huge and they jumped up and down. A boner started to bulge in the front of my pants so I was contemplating whether I should take them off. Finally I decided to just chuck the pants. Kim was already cumming maybe five times, whereas after every small orgasm she gets off his shaft and puts his penis in her mouth, slurping while hand rubbing at the same time, maintaining his erection. I wanted them to be happy because they have been so kind to me. Bob at his tender age of 90 seemed to have the energy, vigor and stamina of a 45 year old.