So, just for a little fun, we went out in full "hooker" dress last week. It was mild but very wet so we figured we would be safe from any legitimate approach for business. Despite the weather, Sue was wearing a satin kimono style gown with a blue-grey basque underneath. Her legs were sheathed in stockings. As agreed, Sue wore nothing else but a pair of shiny high heels.
Before we left, Sue consumed a good half bottle of wine - dutch courage - but I was driving to the wharf area so abstained.
We don't have much of a red-light area - there are plenty of legalised brothels in town - but the wharf area is known for a little street girl action. Not in this intermittent rain though. As we drove around there were no working girls in evidence at all. No obvious punters driving around either.
We were giggling like Beavis & Butthead as we patrolled the streets, Sue getting braver and braver as it became obvious that this would just be a quick bit of silly fun for us. During a lull in the rain, I pulled over in an industrial lane with a fair bit of tree coverage between the road and the units. Suddenly nervous, Sue climbed out of the car and walked away from me. As we had agreed, I was to circle around behind her and use the poor lighting and trees as cover for my car. I parked up and disappeared into the shadows - waiting to try and listen in on anything that might eventuate. For almost an hour, nothing did. The rain fell a few times and we both sheltered under a tree to keep from getting wet. Then, just after I had slunk back into the shadows, the twin beams of a car appeared.
Sue slowly stepped in front of the tree, the car lights hitting and illuminating her satiny coat. The car, actually a utility I could see now, slowed and then passed. Now my heart was thumping in my chest - I can't imagine how Sue was feeling, but neither of us dared to say or do anything. And then it came back.
As Sue stepped out from the cover of the tree, towards the road, the pick-up slowed down and then pulled over towards her. I watched as the passenger window slid down. And then came the mumbled sound of an introductory conversation. Without breaking my cover I just couldn't quite hear but they spoke backwards and forwards for a minute or two. The cabin shook a little, my heart almost stopping as I feared the driver was getting out. However he had merely moved across to the passenger seat. I then watched in amazement as Sue opened her gown, revealing her basque to this strangers eyes. I knew her big tits were covered but also that her cunt was not. Sue pulled the gown from her shoulders, the soft fabric bundling in a heap at her feet, soaking up the muddy puddle there. Sue's big, white ass shone like a moon, framed at the top by her basque and below by the dark stockings, but then parted as his fingers groped underneath her. I clearly heard the stranger refer to her big, wet cunt, Sue groaning in agreement with him. Then Sue was reaching into the cab and in no time very obviously wanking the driver's cock. Awkwardly, they masturbated each other through the window. I wanted to wank too but before I could even get my cock out, the driver grunted and very obviously ejaculated. He said something to Sue and then, with no more conversation needed, returned to the driver's seat and drove off.
Sue bend down, retrieving the obviously ruined negligee and came back towards me. She looked stunned at what had just happened. I reassured that everything was okay and that I needed to get my little whore home to fuck her. Sue discarded the gown as we made our way back to my car. Before she even had her seatbelt on Sue was hungrily fingering her pussy. She was desperate for confirmation that everything was okay, insisting it was just a one-time thing. As we headed for home and what would become a hot and sweaty sex session, Sue handed me the $20.00 she had been paid for the handjob.