Most of this story is true, some of it isn’t. I’ll let you imagine which is which.
I don’t often get to spend a day on my own, my other half is a teacher so is always off, or so it seems. It means a day off for me to spend by myself is a rarity.
The last bank holiday before Christmas was fast approaching and it was one of those rare events when I would have the day to myself. The schools were back and most places would be quite quiet. I decided to plan a few activities while at dressed up. I wanted to head to the woods nearby wearing a dress and lingerie under my male clothes, strip down to my dress and put on my heels. I would wonder about a bit then pleasure myself before heading home.
Things didn’t quite work that way.
I was freshly waxed and excited for my adventure. Monday morning came and I was up early, a good scrub in the shower and a very close shave, then time to get dressed. I carefully slipped into my nude hold ups, making sure that the lace tops were even and in place. Next was a black silk thong, a very short black satin half slip and my green satin dress. I figured that wearing green would help hide me in the forest. I applied as much makeup as I could get away with in public, hoping to add more when I got to the woods. I packed my wig in my rucksack and slipped my heels in there too. I carefully put my male clothes on over my dress and headed out. It was still before 9am but I didn’t see anyone during the short walk to my destination. I spotted 1 dog walker in the woods but he wouldn’t be anywhere near the secluded area I was going to. I stumbled through the overgrown woods following an unused path until I got to the place I wanted. It was secluded and protected by trees on all sides with a solid grounding. I slowly checked out the whole area as best as I could before undressing out of my male clothes and putting on my heels. I put on my lipgloss and fitted my wig. I was so hard by now that I had to touch my cock through the thin satin of my dress. My hands wandered all over my body and under my dress. I was soon masturbating myself, my dress around my waist, my knickers round my knees and my slip pulled up. I was so engrossed in my pleasure that the noise I was making no longer bothered me. I didn’t care who saw, but knowing full well nobody was anywhere near.
That was until I heard “hello there!” behind me.
I spun round, pulling my dress down and trying to pull my thong up. It was the dog walker. ” no need to do that honey” he said. I sorted myself quickly and looked for an escape route. “Can I help you?” he said, slowly unzipping his jeans. The look of confusion on my face must have been clear for him to see. “Maybe we can have some fun?” He said.
Curiosity had gotten the better of me and I let him approach. ” you are so sexy” he said touching the front of my dress. “Thank you” I replied. “I’m Becky”.
I helped him pull his jeans down a bit and he eased his cock out of his underwear. He was wearing a par of black lace knickers and a big grin on his face. I smiled and he guided my hand to it. He hardened quickly and I slowly masturbated him. I could tell he wanted to kiss me but I wasn’t sure so I avoided that and instead concentrated on his cock. It was much bigger than mine. “I want you to suck me” he said and I willingly crouched down in front of him. I took as much of his hot meat in my mouth as I could. Sucking on him and licking him. He he groaned in pleasure and I felt his cock pulse in my mouth. I made a lot of noise, moaning as he fucked my mouth. His salty pre-cum leaking from the tip of his huge manhood. “I want you” he murmured pulling his very wet cock from my mouth. My pink lipgloss down his shaft. He lifted my dress and pulled my thong down. He moved my slip up and turned me around. I could feel him proding my entrance, I was willing him inside me. “I need lube”. He seemed well prepared as he covered his penis and my virgin opening in lots of lube and started to push inside me. It was sore at first but I wanted him inside me. I pushed back “good girl” he said as his full length forced its way into me.
He fucked me gently. Sliding in and out of me as I held on to a tree for support but his enthusiasm soon built. He was speeding up and I loved it. My own cock was rock hard as I masturbated. The feeling of my prostate being massaged from within by a monster cock was bliss. He was holding my hips now as I bucked against him. “Oh god” he kept repeating as he fucked me harder and harder. “I’m going to cum” he grunted as he pulled his cock out of me and finished himself off. He came. Hard. So much cum. It shot up the back of my dress, covering me. I heard it’s splatter as it hit my bum and felt the hot cream hit the tops of my legs. It was dripping off me in to my holdups. Spots were dropping onto my knickers now round my ankles. I was still masturbating and turned to face him. He dropped to his knees and licked my hair free balls. My cock erupted in orgasm. More hot creamy man cum jetted from my own cock onto the front of my dress. My mouth instinctively opened as some spunk hit my lips and chin. The rest spreading over my dress in thin arcs. My dress dropped over my cock as I stood up, a fresh stain of cum spreading on the inside of the hem of my dress.
I was soaked in cum, front and back. I loved it. He smiled and gently kissed me. It was lovely. I parted my lips as our tongues gently met. As we parted he smiled again and pulled up his knickers and jeans before turning on his heels and making a quick exit.
There was too much cum on me to dress over my female clothes so I had to strip off. I carefully put away my heels and wig and got redressed before balling up my cum soaked dress, holdups and knickers.
Everything washed up well. I’m tempted to take another days leave to see what happens next time.