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A particular project I was involved in at work meant that I had to go up to Blackpool every week for a couple of months, for a half day visit each time. It was too far for a one day round trip so I had to stay up there overnight. Somebody gave me the address of a Cross dresser friendly B & B, but didn't have time to actually make a booking the first time so I put a bag full of 'stuff' in the car and set off in hope. When I got to the address it had a "NO VACANCIES" sign on the front door. "&%$£+#~" I thought! However I still had to stay somewhere overnight and the B & B next door had a "Vacancies" sign up, so I went and knocked. The door was opened by a very obviously "camp" guy. Yes, they had a vacant room and he showed me up to it. It all looked nice and the price was Ok, so I said Yes please. He chatted on about the weather and what was I in Blackpool for, etc for a few minutes and then said, "Would you like a cup of coffee?" " Yes please" "OK just a minute" and off he went.
Now my brain went along these lines... He was obviously Gay and I reasoned that he must know about the crossdress B & B place next door, so maybe...? I had put my bag on the bed anyway while we talked so now I took out my wig and a pair of shoes and just put them down behind it, just slightly obscured. A few minutes later he knocked on my door and came in with the coffee. I immediately saw his eyes lock on the things on the bed, with radar precision! He said, "Oh, you haven't confused us with next door, have you?" "No" I said, "I had hoped to stay there but they are full" "That's fine, we don't mind, feel free to dress however you like while you are here". That was a real result, better than I could have hoped for, and he and his partner were so nice and friendly and made me feel really welcome and normal.
For the next few weeks I would either; dress at the group's flat near home and then drive up dressed and make my work visit the next morning in drab,then drive back home, or else; drive up in drab and do my job, then dress next morning to drive back home. Either way, their normal breakfast serving time was from 08-30am but for me they did mine for 08-00am.
One week, by chance I dressed in the morning to drive home. I had a really nice dusky pink suede skirt and waistcoat suit which I wore with a pale mauve roll neck jumper, and matching pink shoes with a 3" heel, and matching bag of course! So, at 8 o'clock I trotted downstairs for my breakfast as usual. He was just coming out of the breakfast room and said "Good morning. I've set your table ready for you, I'll be back in a minute". So I pushed the door open and went in...and nearly died of shock! I was expecting the usual empty room with one place set on a table against the wall. What I actually saw was that every table in the room apart from one, was full of people. Not only that, but the cheeky so-and-so had left the large round centre table unoccupied but set for one - ME! So I had no option but to walk across to it and sit down and wait, in solitary splendour in full view of a room full of strangers. What I hadn't realised was that it was the political Labour Party Annual Conference in Blackpool that week and all accommodation was bursting at the seams. Nobody said anything and I couldn't see any covert looks so after a bit I started to relax a bit. My breakfast arrived with a smirk and 'innocent' look and I began to eat and look around. At the next table were 4 ladies and they looked like a kind of television comedy caricature of 1980's Labour Party/Womens Lib - A large lady in Tweed with permed iron grey hair, a small thin girl in dungarees with a crew cut, a very large West Indian lady, and a small nondescript mousey housewife type lady. I couldn't properly hear them, and wasn't really interested anyway, but they seemed to avidly discussing 'women's rights', which struck me as somewhat ironic given that I was sitting at the next table, dressed a a woman! I finished eating as quickly as I politely could, stood up and walked out trying not to catch anybody's eye. After that I collected my things, paid the bill and escaped to the safety of my car as soon as!
Oh my Anne, rather awkward. Seems that all worked out for you.
Alice