By Caty Ryan
Via Cross Dresser Heaven I have established a lovely friendship with a wonderful “younger” lady namely Dani Richmond. Dani and I have met for “underdressed drab” coffees for several months now, but she, unlike yours truly, has never been out in public before as Dani. So in order to correct this state of affairs, she arranged to have Celeste from Transformations by Celeste do our makeup and thence for us both to venture forth into the wide world.
Prior to this, Caty had done her usual book two nights, self-contained accommodation routine at another location closer to Celeste other than at her usual S.C. “bolthole”. Go there the day before in “drab”, set up the room, not to return until Caty and Dani were ready to do so after the “outing”… (Though Caty did go there on the morning of the makeover to be “underdressed” before Dani picked me up and drove us to Celeste’s abode.).
Dani initially only thought she had the courage to do the initial “park walk debut,” but as the day wore on, her confidence grew and a lot more positives occurred.
Thus we arrived at Celeste’s. Yet again, Caty experienced that wonderful pampered feeling of a woman doing her make up for her; so relaxing… Once mine was completed, it was Dani’s turn. I adjourned to the living room to do my nails—(as in double sided sticky pads on first then nail glue, then the nails.) I always feel better with these on my big, male hands; without them, they are a bit of a giveaway.
Winter in Melbourne is a great time to “rug up.” So as not having been the Clever Secretary for at least a year, it was my outfit choice for the day. With the exception of a grey long sleeve top/pink scarf everything else was black—skirt, jacket, heels, shoes etc. Dani opted for winter smart casual; she chose an olive skater dress, black tights, grey scarf, and tan ankle boots.
With our makeovers completed it was time for Dani to “rise to the occasion.” Blackburn Lake Park in Melbourne’s eastern Suburbs was the venue for her debut. We walked for about 500 m as many people passed us both and never batted an eye. We were just a couple of sisters out for a winter stroll. Walking back past a crowded playground gave Dani the flutters, but again, no one took a scrap of notice of us.
So now emboldened, it was off to a nearby local, smallish shopping centre. Target and Harris Scarfe are good stores for us “mature ladies.” A stroll through those two was a must. Dani’s had a moment when a car load of family members pulled in right beside us as she was locking her car. There was at least one teenage girl amongst them who I bet could spot a CD a mile away, but again, nothing happened.
With our shopping trip completed, it was time to go “back to the ranch.” There was more wordless interaction with the general public, especially in the lift going up to the room, but no one screamed, “Oooohhhh, they are blokes in a dress!”The balance of the afternoon and early evening were spent at a photo session, as well as in nice long girly chats, followed by dinner and drinks. Afterward, Dani returned to “drab” and went on her merry way.
This left Caty alone to enjoy an early night and a peaceful night’s rest, after partaking in Caty’s routine of enjoying some ice cream. Caty enjoyed her night as her “self imposed leave pass” was not due to expire until the afternoon after our makeovers. Although I did not think any of the people we saw during our day picked us as crossdressers, Dani begged to differ. She said it happened at least three times…..
Happy dressing one and all…
More Articles by The Author
- On the Loose… after Lockdown!
- Transformal was Great, but I Won’t be Going Back
- Dani’s Debut
- A Tale of Two Cities
- While the wife’s away