My name is Kyle, I'm 18 and a senior in high school. My friend Ben and I had planned on going on a school trip to New York, but because my grades weren't good, I couldn't go. So, I went over to see him off. Also, my grandmother was in town visiting my mom (her daughter), so this was an excuse to not be bored listening to them talk about me as a baby and looking at pictures of me as a baby. He'd be gone a week. There were college chaperons and we were hoping to get laid during the trip. We were both virgins. Ben lived with his mom, two sisters 19 and 20 and his grandmother because his parents were divorced. His mom worked from home so she was there all the time and I was over there all the time. Mainly because Ben and I were friends, but also because his mom Diane, had really big tits.
The first time I saw them (and by them, I mean her tits) was at the community pool. She was laying on a chair and her tits were spilling out the side of her bathing suit. Her massive cleavage showed too. She was sort of okay looking, but she never wore makeup, so maybe that would improve her looks. Then I saw Ben come over and talk to her. Here was my opportunity. I saw him around school, but never talked to him. So, I went up and introduced myself. I forced myself to look at Ben and not stare at him mom's boobs, but it was really hard. And so was my cock.
We had to be quiet because Ben's grandmother was sleeping and his sisters were studying in their room. Eventually, the bus came and Ben left. I stayed behind and "innocently" ask Ben's mom, Diane if she needed me to do anything while Ben is gone. She said, perhaps mow the lawn if I wouldn't mind. I said sure.
"Let me know if I can do anything for you too," she replied.
"You can show me those huge ta ta's of yours," I said under my breath as I walked to the bathroom.
I came back to finish my drink before I left. But before I could grab my glass, she grabbed me and pulled my arms back. "So, you want to look at my ta ta's huh?" she asked. "Well, how about if I have a look at yours first." Then I felt my shirt being pulled up. "Hmmm. Not much in the titty department, are you?" she asked, tickling and pinching my nipples. "Answer me!" she said, poking me under the arms.
I burst out laughing.
"Oh, is someone ticklish?" she asked. Digger her fingers into my armpits. I was thrashing and laughing and almost crying.
Then I saw Ben's sisters walk into the room. Katie and Carrie. "Mom, what are you doing? You'll wake up Grandma." Katy said.
"I'm punishing this pervert. Quik help me. Take off his shoes and tickle his feet."
Both girls jumped into action. If anything, my feet were more ticklish than my pits.
They had to move me to the floor, because I was thrashing around too much. Ben's sisters each sat on one leg and tickled my feet, while their mom sat on my arms and tickled my armpits, ribs and stomach.
Finally, the noise was too much and Diane's mom came to investigate.
"Oh, my what's going on here?" She asked.
"Were punishing a pervert, mom. Take off his pants, I'll bet his knees are really ticklish," Diane instructed her mother.
The other's stopped tickling me, while Carol, Diane's mother unfastened my belt, unbuttoned my jeans, tugged down the zipper and with the help of Katie and Carrie, pulled off my jeans. Now I was only clad in my underwear in front of my friend's mom, his sisters and his grandmother. I felt myself turn beet red.
"Get him!" Carol shouted and attacked my knees. Diane was right, my knees were ticklish. Apparently, my whole body was. They tickled me non-stop for about twenty minutes. Katie left and came back with two hair brushes and handed one to Carrie. This really drove me crazy. They were tired of holding me down and decided to tie me to a massage table, Diane's side business.
Then they all really started tickling me. Then I noticed something. At some point they all took off their bras. I could easily see their tits bouncing under their shirts. That's when I got an erection.
