My name is Heather, I’m 23. I’m involved with a much older man. His name is David and he just turned 47. David is a pilot for a major airline - a DC10 captain. I have been seeing David for about six months. What I love about David is that he is such a pervert!
Some would consider our relationship is pretty strange. We don’t fuck, we masturbate. Oh, I have fucked him but not often. He would rather that I bring him off with my hand. Even better, he wants me to jack him off in public. David is always setting up situations where I masturbate him in places where we might get caught. I just love it! I would do anything for him.
In the six months we have been doing this I have jacked him off in his car, in movies, on the beach, in restaurants, on a chair lift in Aspen, and once in a hallway leading to the rest rooms in a bar with three other guys watching. On each of those occasions I also fingered myself so David could watch.
David’s has always talked about watching me jack off another man’s cock. He says he wants to see me covered with cum from jacking strange cocks. I am more than willing to do it for him but the situation was never right. But David had a plan.
David told me that Mardi Gras was the perfect place to put his plan in action. He told me that public sex was not unheard of at Mardi Gras and that I would love it. Besides, he said he would be there to protect me if things got “out of hand.”
David has unlimited passes so the next night we were scheduled on a plane from Tampa to New Orleans. David picked me up at my apartment. I had spent most of the afternoon fingering myself thinking about David arranging for me to jack off a number of strange cocks on our trip. I’m not exactly sure but I must have cum five or six times. When David rang the doorbell I was on the couch with my skirt up around my waist and my legs spread wide. I had two fingers pumping in and out of my cunt and was just about to cum again.
“Is that you David?” I asked.
“Are you ready Heather?” he responded.
“Yeah, doors open - come on in.” David froze when he saw me masturbating. “Do I have time to finish, baby?” I said as I began to work my cunt with my fingers so David could see.
“Have you been masturbating all day again, Heather” he asked knowing full well that I had.
“David, I’ve cum so many times thinking about our trip. Will you really set it up so I can jack off a stranger while you watch.”
“I promise Heather. I might even arrange it so you can jack off a cock in each hand. Would that turn you on baby girl?”
“Oh yes! Will I be covered with their cum, David? Will they cum in my hands, on my tits? Where do you want them to cum honey? Can I let them shoot their sperm on my pussy while you watch?” I was getting closer to cumming and I wanted David to talk me through my climax.
“Can you imagine yourself on Bourbon Street surrounded by a crowd of guys all with their cocks out as you finger yourself while they watch? We will take three of four of them down a side street. We’ll find a spot where you can lean against a building. There will be a strange guy on each side of you. You grab a cock in each hand and begin to stroke them. You know they won’t last long. I will be encouraging you to let them cum on you. You turn to the guy on your right and direct his cock between you legs. You pump him faster. He stiffens and shoot his cum all over your pussy. The guy on your left is next. You bend over and begin stroking him close to your face. The head of his cock is against your lips when he starts to shoot. You let him cum all over your face. A third guy will jack himself off on your face as you cup his balls. Walking out of the side street you are covered in their cum - dripping down your face and running down your thighs under your skirt.”
“Oh, God David I want that so bad. I want you to watch me make them all cum.” I was fingering my cunt furiously as I began to cum with visions of strange cocks swelling in my hands as I stroked them. “David, I’m cumming for you. Watch me cum!” My orgasm was sooo intense.
David was rubbing his cock through his pants as he watched me cum. “Do we have time to jack you off before we go David?” I asked as I calmed down.
“Sorry baby girl, we’re late as it is.”