"So, babe?" Jills asked "You going out tonight?"
"I was going to stay in and watch TV why?"
"Well, I was going to have a card game online with my friends. I just wanted to house to myself."
"Can't I play as well?"
"Why would you like to play with my friends? It's girls' night only." Jill asked.
"Please?" I asked.
"Ok I will make you a deal, you have to wear what I give you, don't worry it's not a dress. I don't want you to embarrass me in front of my friends." Jill remarked.
"OK I agree." I replied.
As the day rolled on, I was starting to become anxious and a bit excited about the card game. I hoped her 18 year old sister was there, I enjoyed taking to her.
Anyway, as the time arrived, I went for a quick shower and found she had already laid my clothes out for the evening's fun. I got dressed and quickly questioned her choice of my clothing.
"You really want me to wear this?" I asked.
"Well yes babes." You don't have time to get changed." She remarked. "Sit here" she ordered.
She quickly opened up her laptop and called up her Chatgroup on whats's app. Soon faces started to appear on the screen in grid. Some I recognised and some I wasn't sure off. One thing for certain she had included her sister in this group. My heart sank as I saw her smiling.
"Hello ladies," Jill said waving g at each one, they responded back.
"Gues who I caught in my clothes draws?" she smirked and turned the laptop to bring me into focus. I stood in front of the group in her tight grey leggings. My visible panty line clearly on show and my bulge prominent. The T-shirt she gave me only just covered my groin, but did not cover my embarrassment.
"That's not tru...." Jill cut me short with a stern look and replied.
"If I was you, I would be careful what I say!"
Her friends and sister giggled and looked at me.
"Hmm nice leggings." Her sister complimented me.
"Is that real bulge between his legs or has he hidden a pair of socks down there?" Another friend asked while mocking a shocked look then laughing.
"You might find out later, if you play your cards right." Jill said in acknowledgement, before patting my bulge. They all laughed as I blushed.
"So as punishment I thought we would play a game of Highest card wins. Of course, if he loses, he removes an item of clothing. If we lose then we do a forfeit." They all nodded in agreement.
I knew this was not going to end good for me. They started the game, each one of them had a deck of cards in front of them. I turned my first card, and it was a 6, looking nervously at the screen each of the 6 women turned their cards over. Good news was I didn't lose, but then again, I didn't win either. They laughed and looked at me as Jill turned and asked them.
"What do you want first, his T-shirt or leggings?"
"Hey, but I didn't lose. "
"Yes babes, but you didn't win either. You have to beat all our hands to win, sorry." Jill smirked and sat back waiting for the group's response.
They chatted amongst themselves and finally concluded.
"His leggings, we want his leggings!"
Jill looked up at me and said, "sorry babes, you heard, let's have them." Looking at my groin. She stood up behind me and reached inside the back of my leggings. I could feel her hands slide down the back and my leggings slide down over my groin to my thighs.
Jill looked shocked then laughed as they all laughed. "You wearing my underwear as well?"
I could not hide my shame as her pink panties came into view as she pulled the leggings further down to my knees then to my ankles. I stood in front of the group exposed in her panties. My bulge was snug inside, but I felt exposed. I could already feel a semi brewing and prayed they didn't see it as I tried to pull my t-shirt down.
"Oh my god, he is getting excited, look at his small fellow moving." Her sister exclaimed before laughing.
Jill sat next to me and looked directly at my groin. "Babes are you really getting a semi in front of my little sister? you perv! She's only just turned 18." She mocking scalded me. Reaching over she playfully grabbed my balls and gave them a tight quick squeeze. I winced as they laughed and pointed.
"OK ladies, next round." They turned their cards over and waited for me to turn mine. This time I had the lowest card of all, so braced myself for the next humiliating task.
"YESSSS!" They exclaimed in unison and waited for Jill to ask the question.