Once I had the laundry done and the bed remade, I again found myself bored and left with only my thoughts to fill my mind. I was worried about Linda and Darryl being out and seen by people we knew. I wasn’t ready to handle the rumors that could be starting over their date night.
Linda got home from work around five and quickly set about getting ready for her date with Darryl. She told me to stay downstairs until she was ready as she didn’t want me to see how she looked until she came down.
Darryl breezed in just before six, ordered me to fix him a drink, then headed upstairs to shower and dress. I knocked on the bedroom door with his drink in hand, and heard Linda tell me to come in. She was sitting at her vanity finishing her make-up. I told her I had a drink for Darryl and set it on the dresser. She stood up and asked, “How do I look?”
“I want you to go change into the cute little sissy dress that Mother bought you,” she ordered. “Be sure to put on the ruffled panties with it!”
I wasn’t quite sure why she would want me to wear that, but I obediently went to my room and changed into the frilly pink concoction. It reeked of sissyness. Once on, I felt like I was four years old. This was not a dress that a grownup woman would wear, or even a young woman. That dress just sang out ‘little girl’.
Darryl and Linda were sharing cocktails as I walked into the living room. I immediately understood the significance of my chosen apparel. They were dressed for an evening out; her in her black dress and him in a suit and tie; while I was dressed as a sissy. They were the adults heading out for the night and I was the little one left at home. Their smiles were borderline smirks. They were having a difficult time containing themselves while taking in the pink princess in front of them.
“Sweetie, you look so precious. Don’t you agree, Honey?” Linda purred while Darryl just rolled his eyes at me as his arm snaked around her waist.
“I want you in bed by nine. And no alcohol for you tonight. We won’t be home till late so no waiting up. Will you be alright or should I get a sitter for you?”
I was blushing beet red as I told her that I would be just fine.
“I know you haven’t fixed anything for dinner since you were going to be eating alone, so I ordered a pizza for you. It should be here in ten minutes. The money is on the coffee table. Now don’t get any ideas of trying to go change before it gets here. You are to stay dressed like that until you go to bed. Then you can put on your pink babydoll nightie,” she said, then kissed me on the forehead before heading out the door.
Darryl gave me one last look and smirk before following her out. “Goodnight Sweetheart. Have a good night.” And with that I was once again alone.
The pizza delivery person was a young man of about 19, who really showed his surprise on his face when he saw me. He never took his eyes off me, didn’t even bother to check how much money I had handed him. I had to shove the door closed in his face to get him to leave. I am sure he would have stood there staring at me all night if given the chance.
Even with all of that going on, I still think the most difficult part of the entire day was trying to go to sleep at while thinking about the two of them out on their date. I was really understanding and feeling what cuckolding was all about. Linda had made sure that I saw the difference between Darryl and me… the alpha male and the sissy.
However, the even bigger surprise came when I found out about the details of the date.