A Game within a Game Part 1

My coöperation was asked to inform the sender by email whether you wear all the pretty things from the box or not.

I wasn't planning to do so, but now I will do it. It would be a shame if you wouldn't wear that pretty lingerie. It's obvious that someone has done a great effort to find all this in your size. I think you should wear it. You know that you can trust me, I consider you as my friend, not as an employer. I don't know the person to whom I will email back, Jenny presumably, but I'll go along."

Rob sighed "Well, it's almost time to go home. I will do what is asked for. Give me a minute and then come to the bathroom."

In a rush Rob went to the bathroom and changed his underwear for the pretty lingerie. He heard someone coming in.

"It's me, Holly. There is no-one else here now, so what can I do for you? Should I fasten your bra? Or tightening your waspie?"

"You are right Holly; I don't care if you see me in my lingerie. Please help me," Rob said.

Holly came in the unlocked cabin.

Rob said "I could not ever imagine that you would help me fastening a bra on me."

Then Holly saw his knickers that Rob already wore. "I see that you like what you are wearing," she was referring to his swollen dick that stood proud in his knickers.

"Now I go this far with you, I might as well tell you that I sometimes cross dress and I get very aroused by this silky stuff. It feels so smooth and slippery," Rob confessed.

"I know," Holly said, "I prefer this kind of lingerie also. You think maybe that I'm old-fashioned, but I know what I like. I can imagine that some men prefer nice soft female underwear above their own stuff.

You have to pull the suspenders beneath your knickers."

"I know," Rob replied "that way it's easier to go to the toilets."

Now Holly blushed "you really amaze me. Everything fast and tight now. Your slip is also very nice, it's a shame you have to hide it all under your trousers and so on, but we have to be discrete."