Dressed up in public and a lucky encounter
My need to crossdress grew and grew such that I spent many days getting dolled up and wandering around the house. I was dressed but with no where to go.
I began to wonder what it would be liked to be dressed and out in public. I dreamed and fantasised about what it would be like. I knew I did not have the courage to be openly out in daylight but I wanted to be out there in public seeing what it felt like. I thought hard as to where might be the best place to experiment and experience what it felt like. I eventually identified a possible place where I could drive and park and then have a stroll dressed up but in a place that it was likely that I be undisturbed as I went on first outing. There was a public path beside a golf course running some 400 yards or so. It would be quiet in the late evening and there was an opportunity to hide on the golf course should I get frightened by meeting someone. At one end there was an open space to park. Perfect for my first time out and about. The more I thought about it the more I thought it would be perfect and my desire to try it out grew.
One evening the desire became overwhelming and decided to give it a go. I dressed very carefully putting on my best thong and matching blue bra. I pulled on some lovely sheer black stockings and I admired myself in the mirror. As usual I got horny at the sight and my cock hardened. I resisted the urge to have a quick stroke and went to my drawer of clothes wondering what to wear. I decided on a dark blue miniskirt, white blouse and short jacket matching the skirt. Quickly I pulled them on and sat in front of the mirror to do my make up. I took a lot of care getting it just right. Eventually I was satisfied with my endeavours. I decide it would be the perfect place to practice walking in high heels and I put on a pair of boots with some heels. I put on a little jewellery: a necklace an a couple of bracelets. I stood in front of the mirror and admired myself. I thought I looked good and I hoped good enough to pass without any funny looks on the unlit pathway. It was now or never I thought.
I got into my car and drove to the car park. Turning off the engine I just sat and watched for a time. It was deserted โ mine was the only car and no one had come out of or gone onto the path for the 10 minutes I had been there. I plucked up my courage and got out of the car. I stood there listening and watching. I could hear or see no one. Thatโs it I thought โ time to go for it.
I moved towards the entrance to the path tottering slightly on my heels. I started down the path getting more confident in both my heels and in what I was doing. There was no one there at all and I enjoyed the feeling of finally being out and about and feeling beautiful in my clothes and I guess my skin. My fantasy was becoming true at last. Everything seemed right with the world.
I reached the end of the path. I was disappointed that the walk had been over so quickly but I turned round and started to retrace my steps. Suddenly I heard the sound of steps coming towards me and I immediately began to worry but there was nowhere to go for a 100 yards or so where there was a gap in the hedge onto the golf course. I had to keep going and my heart was in my mouth as I did so. The steps got louder as the person got closer. I could see that it seemed to be a woman but I was not sure and kept walking but moving to the side so I was in the darker side of the path. We got closer to each other. My heart was in my mouth. I heard her say โHelloโ and I responded with a โgood eveningโ in my best girly voice. We passed each other. She was dressed in a miniskirt and some boots which were wonderful. I let out a sigh of relief until I heard her say โstop, I want to talk to you.โ I nearly carried on walking but turned to face her. โYes?โ.
She came towards me and said โI think we have something in common.โ I looked at her closely and realised that we did. We were both trying to be girls โ although I thought she had done it better than me. Her make up was gorgeous and her lips beautiful โ glossy and ever so inviting. โDo you have time for a chatโ she asked. I thought in for a penny in for a pound and nodded.โCome on she said I know some where we can chat in peace and quiet.โ She moved back down the path and through a gap onto the golf course and I followed her. Once through she took my hand and we moved further into the golf course until we came to a bench under a tree. I glanced around and agreed that we were unlikely to be disturbed.
We sat down together - she was still holding my hand. We talked and we talked all about our desire to dress as a girl. We talked clothes and make-up and I realised an hour had gone by whilst we chatted. She was still holding my hand and I realised that I liked it. As we talked I was mesmerised as I watched her mouth with her glossy red lips. I donโt know what came over but I suddenly needed to kiss them. I leaned my head towards her and pulled her close and kissed her on the lips. I said โsorryโ and pulled away, โI donโt know what came over meโ. She smiled and said โI was hoping you would do thatโ. She leaned closer again and we kissed hard our lips pressed together. I could feel her tongue pushing itโs way into my mouth and I responded by letting it in and kissing her harder. My hands were holding her head and we kissed more passionately exploring each otherโs mouths. Eventually we both came up for air and we looked at each other. I realised my cock was hard and pressing against my thong. I was so turned on.
โDid you enjoy that.โ she asked. I just nodded and said it felt better than I had dreamed it might be. She reached out and stroked my thigh looking at me hard and she said I would like more. We kissed again but this time I could feel her hands running up and down my legs and brushing against the now very obvious bump under my skirt. I broke off and let my hands explore her body until I felt that she was as aroused as me judging by the hard lump underneath her skirt.
I slowly pulled her skirt up saw her lovely cock stretching against her knickers. I just knew I had to have it. I knelt on the grass in front of her and she spread her legs and slowly pulled it out and I looked at it. I glanced up at her and she just looked at me and said, โplease darlingโ. I lowered my head to it and swirled my tongue over the head of her cock and then slowly licked my way down to her balls. She smelled gorgeous and I knew I wanted her to cum into my mouth. I started to suck harder and harder, my hand rubbing her cock as my head bobbed up and down. It was so good to have a cock in my mouth after so long. I could hear her moaning and she held my head as I moved up and down the length of that lovely long cock. I was taking as much of it in my mouth as I could. I could hear her moaning โdonโt stop it feels so goodโ. I knew she was getting close and waited with greedy expectation about what was to come. She gasped โIโm comingโ and I felt her explode into my mouth tasting her lovely salty cum.
Everything felt wonderful!
To be continued โฆโฆโฆโฆ
I began to wonder what it would be liked to be dressed and out in public. I dreamed and fantasised about what it would be like. I knew I did not have the courage to be openly out in daylight but I wanted to be out there in public seeing what it felt like. I thought hard as to where might be the best place to experiment and experience what it felt like. I eventually identified a possible place where I could drive and park and then have a stroll dressed up but in a place that it was likely that I be undisturbed as I went on first outing. There was a public path beside a golf course running some 400 yards or so. It would be quiet in the late evening and there was an opportunity to hide on the golf course should I get frightened by meeting someone. At one end there was an open space to park. Perfect for my first time out and about. The more I thought about it the more I thought it would be perfect and my desire to try it out grew.
One evening the desire became overwhelming and decided to give it a go. I dressed very carefully putting on my best thong and matching blue bra. I pulled on some lovely sheer black stockings and I admired myself in the mirror. As usual I got horny at the sight and my cock hardened. I resisted the urge to have a quick stroke and went to my drawer of clothes wondering what to wear. I decided on a dark blue miniskirt, white blouse and short jacket matching the skirt. Quickly I pulled them on and sat in front of the mirror to do my make up. I took a lot of care getting it just right. Eventually I was satisfied with my endeavours. I decide it would be the perfect place to practice walking in high heels and I put on a pair of boots with some heels. I put on a little jewellery: a necklace an a couple of bracelets. I stood in front of the mirror and admired myself. I thought I looked good and I hoped good enough to pass without any funny looks on the unlit pathway. It was now or never I thought.
I got into my car and drove to the car park. Turning off the engine I just sat and watched for a time. It was deserted โ mine was the only car and no one had come out of or gone onto the path for the 10 minutes I had been there. I plucked up my courage and got out of the car. I stood there listening and watching. I could hear or see no one. Thatโs it I thought โ time to go for it.
I moved towards the entrance to the path tottering slightly on my heels. I started down the path getting more confident in both my heels and in what I was doing. There was no one there at all and I enjoyed the feeling of finally being out and about and feeling beautiful in my clothes and I guess my skin. My fantasy was becoming true at last. Everything seemed right with the world.
I reached the end of the path. I was disappointed that the walk had been over so quickly but I turned round and started to retrace my steps. Suddenly I heard the sound of steps coming towards me and I immediately began to worry but there was nowhere to go for a 100 yards or so where there was a gap in the hedge onto the golf course. I had to keep going and my heart was in my mouth as I did so. The steps got louder as the person got closer. I could see that it seemed to be a woman but I was not sure and kept walking but moving to the side so I was in the darker side of the path. We got closer to each other. My heart was in my mouth. I heard her say โHelloโ and I responded with a โgood eveningโ in my best girly voice. We passed each other. She was dressed in a miniskirt and some boots which were wonderful. I let out a sigh of relief until I heard her say โstop, I want to talk to you.โ I nearly carried on walking but turned to face her. โYes?โ.
She came towards me and said โI think we have something in common.โ I looked at her closely and realised that we did. We were both trying to be girls โ although I thought she had done it better than me. Her make up was gorgeous and her lips beautiful โ glossy and ever so inviting. โDo you have time for a chatโ she asked. I thought in for a penny in for a pound and nodded.โCome on she said I know some where we can chat in peace and quiet.โ She moved back down the path and through a gap onto the golf course and I followed her. Once through she took my hand and we moved further into the golf course until we came to a bench under a tree. I glanced around and agreed that we were unlikely to be disturbed.
We sat down together - she was still holding my hand. We talked and we talked all about our desire to dress as a girl. We talked clothes and make-up and I realised an hour had gone by whilst we chatted. She was still holding my hand and I realised that I liked it. As we talked I was mesmerised as I watched her mouth with her glossy red lips. I donโt know what came over but I suddenly needed to kiss them. I leaned my head towards her and pulled her close and kissed her on the lips. I said โsorryโ and pulled away, โI donโt know what came over meโ. She smiled and said โI was hoping you would do thatโ. She leaned closer again and we kissed hard our lips pressed together. I could feel her tongue pushing itโs way into my mouth and I responded by letting it in and kissing her harder. My hands were holding her head and we kissed more passionately exploring each otherโs mouths. Eventually we both came up for air and we looked at each other. I realised my cock was hard and pressing against my thong. I was so turned on.
โDid you enjoy that.โ she asked. I just nodded and said it felt better than I had dreamed it might be. She reached out and stroked my thigh looking at me hard and she said I would like more. We kissed again but this time I could feel her hands running up and down my legs and brushing against the now very obvious bump under my skirt. I broke off and let my hands explore her body until I felt that she was as aroused as me judging by the hard lump underneath her skirt.
I slowly pulled her skirt up saw her lovely cock stretching against her knickers. I just knew I had to have it. I knelt on the grass in front of her and she spread her legs and slowly pulled it out and I looked at it. I glanced up at her and she just looked at me and said, โplease darlingโ. I lowered my head to it and swirled my tongue over the head of her cock and then slowly licked my way down to her balls. She smelled gorgeous and I knew I wanted her to cum into my mouth. I started to suck harder and harder, my hand rubbing her cock as my head bobbed up and down. It was so good to have a cock in my mouth after so long. I could hear her moaning and she held my head as I moved up and down the length of that lovely long cock. I was taking as much of it in my mouth as I could. I could hear her moaning โdonโt stop it feels so goodโ. I knew she was getting close and waited with greedy expectation about what was to come. She gasped โIโm comingโ and I felt her explode into my mouth tasting her lovely salty cum.
Everything felt wonderful!
To be continued โฆโฆโฆโฆ
2 years ago
