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First crossdressing experience part 2

First crossdressing experience part 2

Due to many requests I'll finish the story :

I was shaking with nerves and excitement as his pantied hard on was just inches from me. Derek asked me again if I liked what I was seeing. I just nodded. He said I could touch it if I wanted.I lightly laid my hand on the bulge in his big silky panties. He groaned a little and pushed it further into my hand.
He started giving me some quiet encouraging words. "Oh, you like that don't you ?" " I bet you have a nice cock" "Can I see it?"
I nodded again, and sat up a little on the bed and eased my trousers and shorts down. I wasn't hard at all, due to nerves, but he cupped me and started rubbing me a little. I couldn't believe it. I was rubbing his stocking tops and staring at his cock threatening to burst out of his knickers.
"Mmmm, would you like to try some underwear on ?" I nodded again. He produced a bag from under the bed, while I could not stop staring at his erection. I wanted to rub my face against it through the material. "Why don't you try some of these?" There was nothing too sexy, just a wide variety of plain panties.
I grabbed a soft pair of full red panties. I stood up and started to pull them on. I was still semi soft at this point. I couldn't believe the sensation as they went over my balls and cock. Derek grabbed me by the waist so we were rubbing cock to cock. Within seconds I had begun to harden up. We just stood there for a minute or so rubbing against each other. I found my voice and asked if I could rub my face against it. He pushed me down. I'll never forget my face against that silky bulge.
It wasn't perfect, if I'm honest. I was playing with myself as I played with him, and I came too soon. As he saw me finishing he pulled his knickers aside and shoved his cock towards my face. It wasn't that big but had a lovely shape, and very purple head. I was thinking off sucking it, but it all happened so quickly, and Derek squirted his cum just as I touched his balls. Most of it went over my shirt.
It was a bit weird after that as he asked me to leave quickly and to take the panties off. I had to wank off later thinking about it again, and many times since.
Would love to repeat that experience again, but with a little more time. I wish !!!
Published by Undiesguy
6 years ago
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Biwanker 17 hours ago
Such a hot story. Love fun like that.
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Plonk123
Plonk123 1 year ago
Love first time stories. 🥰👍
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nwukcupl
nwukcupl 1 year ago
We all had to overcome our nervousness, at first?
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NewTrulymadly68
NewTrulymadly68 3 years ago
Mmm…I’d love to help you improve on the experience….
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jimmcd
jimmcd 3 years ago
Just loved reading it. Love to have read Part 1.... Did you ever meet him again?
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MissLesley
MissLesley 5 years ago
Love it
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toollkit
toollkit 5 years ago
great story
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dmf399
dmf399 6 years ago
Great stuff.  Super hot!
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