I've been dressing since my early teens so I've had lots of " adventures". Lots of them in the early days we're in the local public toilets .
It was there as a skinny young man dressed in stockings and suspenders that I discovered my love of pleasing men .
They all thought they were using me but I was getting as much pleasure as them .
Moving on to the present time . I'm 66. Still look after myself. Maybe not the skinny kid but still slim ( ish ).
Still love to dress but now more into expensive undies and stockings. I'm retired but my wife is still working so I get the chance to dress around the house in the daytime .
I occasionally go out for a coffee with my undies on under my normal clothes . Normally nothing happens . It's just me enjoying the moment.
A couple of weeks ago that changed.
Id picked up a tuna melt from the bottom shelf of the cabinet. Obviously had to bend over . Thought nothing of it. In the queue got chatting to a guy about my age . Very attractive. Silver fox.
Got my coffee and food and.sat down. This guy then came up and asked if he could join me . My first thought was " why" . Just leave me alone but he was quite insistent.
A lot of my work later in life had been with people who'd lost partners so I went into therapy mode.
He was a very interesting guy. His wife had passed away. He was telling me how much he missed their sex life . Maybe inappropriate but I've had this before.
Then came the game changer.
He said he'd seen my suspender belt as I bent over !
I didn't say anything. Am I dealing with a weirdo?
I just let him talk. Seems his wife loved her sexy underwear and so did he .
Then he asked how long I'd been dressing. I told him a little about my history. Didn't go into too much detail about the sex.
He said it was such a waste that his wife's underwear wasn't being used . I replied that perhaps he could look for a lady friend who enjoyed wearing it.
He explained that would probably lead to her wanting a " proper " relationship and he was looking for fun and sex. With this he put his hand on my leg and rubbed my suspender bump . He then asked if I'd be interested in that kind of friendship. I looked at his handsome face and nodded.
He then wanted to know more about me. More specifically about my sex life with men ! He explained that he wasn't interested in sex with " a man " but a man in women's undies was different. He always wanted to take the male role and always wanted his partner dressed.
I told that was perfect for me as when I'm with a man I love to take the female role . I prefer to please my man. Love him to cum . Not particularly interested in my own orgasm .
He just said " perfect".
Luckily we were in a secluded corner as he took my hand and placed it on the front of his trousers. I felt a lovely hard cock which I gave a little tub xx.
We swapped phone numbers ( telling him it had to be messages only).
We then walked out to the car park. I thought that was it but he invited me into his car . We had a little chat and then he asked me to drop my trousers and shoe him my undies. Of course I obliged and suddenly his hands were all over me . Stroking my legs. He was telling me how sexy I was ( which I love ). Then he pulled down his trousers and briefs.
I got my first sight of his cock . I know the usual thing is to say " never seen one as thick/long " . Well it was an average cock. About 6 inches . Uncircumcised. Lovely big head. I was thinking that I could take that inside me without too much trouble. Oh the way us girls thing !
I took him in my mouth and gave him the best blow job I could . He only lasted a couple of minutes before I go quite a mouthful of cum. I made sure I got every drop and licked him clean . After I came back up he apologised for not lasting longer . I told him I was quite flattered that I had that effect on him . He laughed and thanked me . He then asked if I wanted to cum . I declined and told him. I was very happy with pleasing him .
He then surprised me by putting his hand behind my neck and pulling me in to kiss him . Wow !! Not many men want.to do that especially after they've just cum. They usually can't get away quick enough! After that I went back to my own car wondering if he would message me . I didn't need to worry. I hadn't even moved off when he messaged me . Thanking me for what I did and telling me I was sexy and gorgeous. What a lovely man x.
I replied that I loved doing it and he was very handsome. I then laughingly asked if he always came so much. His reply was " It's been a while " .
This was our first meeting. Not out last x