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First time for everything

1:51 pm Friday, 22nd July, 2022

I had for some time been venturing out en femme. Mostly just going for a drive and occasionally stopping for a smoke. This night however I pushed the envelope further than before. I checked my makeup in the rear view mirror, touched up my lippy and I was ready. I drove into a local cruising spot and nervously opened the door of the car and got out and straightened my denim skirt. I had on my brown suede stilleto boots and a lovely black high neck top and my favourite bra and g-string. After what seemed like ages a man in his fifties approached and asked how I was. I was breathless as I looked down and saw the bulge in his pants. I looked into his eyes and said that I was looking for company. He reached out and pulled me closer and I melted into his arms. As our bodies touched he leaned his head toward me and I felt his tongue touch mine as our lips met. I could feel my cock rubbing against the bulge in his pants which now seemed even bigger. I could feel his hands working my skirt up over my ass and then his fingers working their way to my love hole. I slide my hand down and eased his beautiful cock out and caressed it. I was in heaven with his tongue in my mouth, his throbbing cock in my hand and two off his finger sliding into my waiting hole. I managed to turn my hips and could feel his cock rubbing across my bum as I bent slightly forward so my ass was out to let him know I was ready. He hesitated with his cock resting on my hole before finally easing the head inside. The slight pain was exquisite as I took more and more of his cock inside. I thought he had gone as far as he could go and then inside just slowly opened further and suddenly he was all the way in and I could feel his pubic hair tickling my ass. He began to move his hips back and forth sliding his cock in and out. The pace quickened and somehow he was getting harder. He leaned forward and whispered in my ear inside or out. At this point I couldn’t bear the thought of him pulling out so I breathlessly said inside please. His pace quickened and I felt his cock go hard and his body tensed. His throbbing cock started to soften and slowly slide out. We kissed deeply once more before he disappeared into the night leaving me alone to savour the tingling in my ass and his cum slowly running down my inner thighs. I reached for my bag and took out a smoke the smile never leaving my lips as I recalled the feeling of him deep inside me thinking to myself I will return to this place and began to think about what I will wear next time. Perhaps I’ll start with my hold up stockings and a short skirt and who knows what else… Shelley xxxx



Comments
10:07 pm Sunday, 24th July, 2022

I want to try this!

10:08 pm Sunday, 24th July, 2022

I want to try this!

4:44 am Thursday, 28th July, 2022

Yes, please!

4:44 am Thursday, 28th July, 2022

HOT 🔥

3:25 pm Wednesday, 10th August, 2022

Yes, please!

3:15 pm Thursday, 11th August, 2022

Love this!

6:47 pm Thursday, 25th August, 2022

Good for you Shelly. 

9:07 am Tuesday, 28th March, 2023

Yes, please!

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Crossdresser looking for a top


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