Some time ago I met Jessa (Jessa James) and shot with her. She tells me she's very open with her mom and tells her everything. She told her about me and how she enjoyed our shoot... next thing I know Jessa is messaging me telling me her mom is interested in shooting with me too! She sends me a pic of the ol cougar and has her text me. We hammer out a date asap. Cassandra comes over in sandals, drops them on the floor as I have her place her feet on the table so I can inspect them. I guess her shoe size right off the bat, a slender size 8, and continue to observe the gorgeous wrinkles that cover her soles. She's got a nice arch too, her slender body is telling of how hot she was in her youth as well. I ask her some questions about her feet and that's when I learn that in her whole life she hasn't met a single foot guy. Wow. I'm breaking in girls nearly twice my age now. She opens up a bit to me about how wild she used to be in the 80s and 90s but still doesn't recall so much as one guy even kissing her feet. I get comfortable on the couch and start the video off with a handjob. She startes at me with a serious look on her face as she tugs my cock to concrete stiffness. She puts her feet on my dick and I pleased with soft her feet feel on my dick. I turn the camera to the side so you can see her high arch sliding up and down my shaft. She fucks me between her arches and her wrinkles look amazing holding my dick. She grabs my cock and rubs it on the sole of her foot and I almost lose control. It feels so good and I don't want her to stop but if she keeps going I'll spill my load too early. I beg her repeatedly to stop because I'm so close and I end up switching positions so I can last a little longer. She lays on her stomach and fits my dick between her soles. She's particularly good at holding my feet between her arches so I let her work me as I move the camera into a couple different angles. She teases me with just one foot for a few seconds which causes a river of precum to run out and when she grips me between her arches again I don't last 10 strokes before a thick stream of jizz bursts out of my head toward the camera.