(M)y younger assistant(f32) is into older guys and isn’t afraid to show it. Long [mf]

I, (44m) thought I would finally share my story of a wanton tryst that honestly never would have imagined in my wildest dreams. These are long, so bear with me and there a several that I’ll break into parts.

I used to have a job where I traveled all over the us to conduct large scale corporate investigations, compliance audits and training. I worked in a small group and was the most tenured so when new folks came into the department I was tasked with taking them on the road their first couple times and getting them up to speed.

About me, I’m a married 44 year old male, pretty successful and am good at what I do. I’m of average looks and build with blond-brown hair, blue eyes but stay in shape and am told I have a very engaging personality and have a lot of charisma. In these trainings I got my fair share of flirtatious smiles or gestures from females but never pursued or encouraged any of it although it’s flattering to know someone still finds me engaging.

(M)y first bi experience – unintended glory hole participation. [MM]

(M)y, 42, first blowjob at a glory hole and more…(Long)

Back in the early to mid 00’s I used to travel quite a bit and while on the road I would see the seedy Sex shops in different Midwest states along the interstate. I stopped in a few and discovered some had private video booths and it was good way to get a cheap thrill of jacking off in an unfamiliar place to all types of porn. I’d let the anticipation of getting to those places build up; stroking my cock while driving, etc and would be worked up by time I got there. I’d get $10 of tokens and would make it an event; edging, stroking for as long as the tokens would allow and then blow a huge load. I’d feel satiated and then do it again a month or two later when the bedroom was slow or I’d been away from my wife all week. This was in early 00’s before smartphones and porn at your fingertips but I would still stroke it at home to DVD’s or magazines when the wife wasn’t in the mood.