The Sugar Baby

The Flight

The time had come.

In all the excitement of the clothes, the bags, the accessories, the makeup, Danny had almost forgotten what all this was for. His trip to Australia with Ruby. A part of him was gutted to be leaving, as he wouldn't be able to speak to his sugar daddy as much. He tried to remind himself that this was all for Ruby. All so that he could try to make her his girlfriend, but that idea had slowly been losing focus in his mind.

As he boarded the flight with Ruby, the two of them were chatting excitedly about the trip ahead, about all the activities they had planned. Danny's bank account was full, so he could indulge in as many of them as he liked completely guilt free.

Before they took off, Danny checked his phone and saw a message from his sugar daddy.

"I hope you packed that sexy little number I sent you. And here's some spending money for the trip. Be a good girl and have fun xx"

Danny cast his mind to the item he had packed in his suitcase, excited to wear it. He then saw another notification on his phone pop up.

"£1,000 transferred to bank account".

He smiled, used to this happening by now.

Once the flight had taken off, Ruby started to fall asleep, so Danny had to entertain himself. He had downloaded some episodes of Ru Paul's Drag Race on his iPad, and was engrossed in the flamboyance and drama of it all. 

Before long he needed to pee, so he stumbled down the plane aisle to the bathroom. Once inside, the pulled down his pants and underwear and sat on the toilet. He couldn't remember when, but he'd taken to sitting down to pee lately, and found that he enjoyed it. It just felt right.

He pulled up his panties, comforted by the feeling of the soft material riding up his bum crack, and pulled up his sweatpants, ready to return to his seat.

Danny sat down and started to watch Drag Race again, when he suddenly heard Ruby's voice.

"Oh wow, I didn't know you were into that sort of thing" she laughed, gesturing to the iPad.

Danny blushed. He'd been pretty successful at keeping his feminine life away from Ruby, and was annoyed that he'd got complacent and she'd seen this. Still, it wasn't that incriminating so he shrugged it off.

"Yeah a friend at work got me into it, it's alright" he said, underplaying his enjoyment of all the makeup and wigs and clothes.

"If you say so" she laughed.

The two of them chatted for a bit before they both eventually fell asleep.

Before they knew it, they had arrived in Australia and were ready to land.

Danny considered all it had taken for him to arrive here. He had gained money. A lot of it. And a lot of possessions. But what had they cost? His masculinity? His sexuality? His identity?

As Ruby reached up to grab her bag from the overhead compartment, her shirt rode up and he was left staring at her golden sun kissed stomach, the lace trim of her panties peeking out from her booty shorts. 

When the idea of this trip was first introduced to him, the sight of that would have had him hard as a rock in a second. Now, he found himself wondering if he should buy a pair of booty shoots, and couldn't feel any kind of stirring at all in his panties.