Chauffeur/Limo Driver
Another great job for upskirts is a car driver/operator or chauffeur. After I retired I have worked for several years driving for various types of companies and businesses. I have driven for companies that provide drivers for birthdays, graduations, reunions, weddings, etc.. These all provide great opportunities for upskirts from ladies riding in the vehicle.
However, my greatest view from a job came in my most recent job. I know this may initially sound very crazy and may possibly offend some people (but it is what it is), but about year and a half or ago in my older age I decided I only wanted to work part time doing daytime driving only so I started taking on working a local car service company.
The company I work for has contracts with several local funeral homes to provide driving services during funeral services. I drive what is called "the family car". The family car is the limousine car used to transport immediate and close family members to and from their home to the church, burial site repast, etc.. The limousine cars my company uses are late model Cadillac S&S and executive models. These cars have a front seat for the driver and front passenger, a full middle row/seat and then a third row/seat at the back of the vehicle. The front
seat has a center pass through that provides a nice view from the driver's seat of the passenger in the middle seat and the passenger to the right behind the passengers seat.
I think the greatest thing with funerals is that the driver is the last thing on most passengers mind. Because of that and the fact that you have the ability to listen and be observant to the conversations behind you led to my funniest and greatest upskirt ever.
A little less than a year ago I was working as a driver for a black family at a funeral. We had picked up the family and I had six passengers. There were three black ladies in the middle row behind me and three more black ladies at the back seat of my car. The two black ladies behind me in the middle seat and the seat to the right looked no older than mid to late 30's and the other lady sitting behind me accompanying them was a much older black lady. The two younger black ladies were both very well dressed wearing just below the knee black dresses (no pantyhose) and they both were real nice looking black women with light to medium brown skin.
As we were headed to the church the two younger women were conducting typical chatter about walking in their heels with the length of their dresses (as if they were to fall down walking in their heels) and the lady seated in the middle seats begins to tell the other one that her husband (his name was Ali and I hope he isn't a member of this site) told her that she needed to make sure to wear panties under her dress just in case she passed out or fainted during the funeral because she typically only wore dress slacks and long dresses to work. The other lady asked her what she told her husband and the lady in the middle seat said she told him that he didn't have to worry about her fainting because it was a older relative that they knew was going to die, she also told him no one would be attempting to look up her dress at a funeral, that her dress was below the knee and that she wasn't wearing pants, tights or panties to the funeral so he needed to get over it.
That conversation caught my attention and from that time until we got to the church I took several casual views back but the lady had her dress pulled over her knees so there was no view. After the ceremony we headed to the cemetery and I made sure to casually take more looks as the ladies both sat with their legs wider apart, but the length of the dresses still kept me from getting any view. The burial ended and then we were to take the family back to the church where they would have their lunch/dinner with other family members.
As we are headed back to the church the two younger black women on the middle row behind me start discussing the fact that they can now get out of their heels. They grab their purses/bags and start going through the bags before each of them pull out pairs of flat flip flop style sandals. Then that is where my heart started racing as the lady in the middle seat reaches down between her legs as she starts unbuckling her heels. While she is doing this the other lady has placed her foot up on her knee to take her heels off and I can see lots of leg and thigh from her, but she is still to too much to my right. everywhere. The woman in the middle seat takes a look at the other women and she takes her dress and pulls it up to nearly her waist and spreads her legs wide open as she moves to the edge of the seat to better reach and unbuckle her shoes. Her arms obstructed me from a perfect view, but I was clearly able to see her in all her glory from her black bush right down to her pussy. It took everything I had to continue to drive and watch the show she was giving. This went on for a couple of minutes until she finally finished pulling her dress back down over her knee. I have now been doing the funeral services for over a year and a half now and I plan on doing it to the day I die.
I always keep it very professional (sunglasses work very well) and would never take pictures or video out of respect for the families and because I could also get caught and lose my job. However, I am a man (and a longtime voyeur) and I am not going to not close my eyes or stop occasionally turning my head back to get views.
The female passengers clearly know I am a male driver and if they decide to sit in the seat behind me very unladylike wearing their dresses or skirt or getting out of the vehicle one leg at a time that is their own decision.
From my experience of the postures I have seen, I can almost guarantee you the last thing on the minds of the vast majority of female funeral passengers is the thought that someone is actually getting a view up her dress when they are dealing with all other types of emotions and situations. Thus, I look at it as a harmless situation as they never ever have a clue how much they are showing as they are consumed with other things. You also have to take the good with the bad with funeral passengers because who sits on the middle row is always a crapshoot and you sometimes end up with a elderly woman in a dress nearer to my age who shows you stuff you don’t want to see or men who obviously provide no views. Also, lots of women wear pantyhose or tights to funerals.
Birthday parties and wedding parties are also fun when the alcohol gets flowing but they are primarily night jobs.
I have never driven a taxi, but I am sure it is a good job as well with similar views.
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