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My daughter Anna, 20 had a boyfriend that I had yet to meet. He was only 19 and she made a joke about robbing the cradle. Anyway, it turns out Anna had to go out of town for the weekend suddenly and my weekend plans got canceled. My mother, Fran and I had planned to go to one of those all-inclusive spa places. Bad weather had made it dangerous to drive up there.
So, Mom and I decided to come back home after some shopping and just hang out watch some movies maybe play a boardgame or two.
Suddenly there was movement. Someone ran from the kitchen to the living room. And they were naked!
"Hey stop!" I shouted. I was going to warn my mother but then heard a scream and a crash.
Somehow, she landed on top of the naked man. Well, boy really, now that I got a better look at him.
I straddled the wriggling man as he tried to get away. Mom was sitting on his legs, and I sat on his stomach. "Who are you and what are you doing here?" I demanded.
"I'm looking for Anna," he replied, still squirming.
"Stop moving!" I said to him. He did.
"Are you her boyfriend?" I asked.
"Yeah. I'm Shelton," he replied.
"Shelton? What kind of name is that?" Mom asked.
"Hey!" I said, poking him in the ribs. "My mother asked you a question."
He jumped and said, "We, like to spice things up. You were supposed to be gone all weekend," he said and shrugged. "I put my clothes in Anna's room," he added.
"I see. And you're ticklish?' I asked.
"What? No!" he said, too quickly.
I reached down and tickled his ribs. He thrashed and burst out laughing.
"H-h-h-hey, stop!" he choaked out.
"You know we really have no proof he's Anna's boyfriend," I said to Fran, ignoring him.
"That's true. he could just be a burglar or one of those perverts who like to dress in women's clothes," Fran added.
"Okay, Shelton" I said his name like he'd made it up. "You can either let us tickle you or we call the police."
"Um, neither. Just call Anna," he said.
Just then my phone rang. "Oh, speak of the devil, look who it is," I said showing him my phone with Anna's picture on it. I quickly sat on his face so he couldn't call out to Anna. My skirt had ridden up so my pantie clad ass was right on his face.
"Hey, Mom just wanted to give you a heads up, my boyfriend might stop by. We made plans and I forgot to call him and tell him I was going out of town. I'm not sure when you'll be home but just wanted to let you know," Anna said.
"Grandma and I are actually home already. We got rained out. I'll keep my eye out. By the way what's your boyfriends name?" I asked my daughter.
"Oh, I forgot, you haven't met. It's Shelton."
"Shelton, huh?' That's an unusual name," I replied. Beneath me Shelton was trying to shout to Anna and moving his face around. I swore I felt his tongue lick me a few times too. As if he could dislodge me with his tongue.
"I know, right?" she said.
"Right!" I agreed. "And can you describe him?"
"Oh, he's tall, skinny and has short black hair."
That was definitely the boy who was squirming under me and my mother.
"Just tell him something came up and I had to leave."
"Well, maybe grandma and I will strip him naked, sit on him and tickle him until you get home," I told her. Then reached down and tickled his ribs while Mom tickled his feet. He moaned, laughed and squirmed.
"He might like that, he's kind of freaky," she said. "What's that noise?" she asked.
"Oh, grandma is watching TV. Okay, bye for now."
"K, bye. Tell Gram's I said hi."
I hung up the phone.
"So, I guess you are Anna's boyfriend," I said.
"I told you," he said smugly.
"You still need to be punished for creeping around naked in my house," I informed him. Then Mom and I tickled him for fifteen minutes until he was breathing hard.
We easily carried him up the stairs and tied him to my bed. He looked pathetic and a little scared. I'd never had a naked man tied up in my bed before. My husband Bruce wasn't into anything but boring "normal" sex. That's one of the reasons we got divorced.
I was just about to start in on him when Fran said, "Wait!"
"What?" I asked.
"We need supplies." We gathered a bunch of stuff. Feathers, hairbrushes, makeup brushes, two forks, mine and Anna's electric toothbrushes.
Mom and I got on each side of him and proceeded to tickle his armpits with our fingers and the feathers and toothbrushes. Working our way down his body.
His cock had been growing slowly since we started, but when I used the toothbrush on his bellybutton and Mom tickled his nipples with the feathers, it was fully erect and throbbing. I saw precum oozing out the tip.
"Anna said you were a freak, but what kind of pervert gets hard being tickled by his girlfriend's mother and grandmother?" I asked reaching out and stroking his big, hard cock.
"Oh, God!" he said and moaned.
Mom and I laughed.
"Yes, what kind of a sick person gets a boner from being tickled? What would your mother say?" Mom asked stroking his cock now while we both tickled his balls with our fingernails.
"Oh, fuck! Almost there," he said talking to himself.
Mom stopped and he cried out in frustration. We both laughed.
Then we took pics of him being tickled by us both. We made sure to get closeups of his hard cock too.
Finally, Mom and I used feathers to tickle his shaft and the head of his cock and balls. I focused on the back of the head while Mom tickled the front just underneath. This time when he cried out, we didn't stop and my daughter's boyfriend shot a huge load all over himself and my bed.
We took more pics.
We all needed a break after that. We all went to the bathroom and had a light snack, and Shelton drank a bunch of water.
Shelton didn't even try to escape. He was too tired and two women had just got him off, so I think he enjoyed being tickled, as much as he thrashed around.
Mom and I had licked up all the cum from his body and his cock after he had exploded.
Unbeknownst to Shelton I had a surprise for the next tickle session. Mom and I were tickling his feet with hairbrushes, his cock became instantly hard now. Tickling was a trigger for him and would be for the rest of his life.
My phone buzzed and I said, "Oh our special guest has arrived."
"What?" Shelton said.
"Who?" Mom asked.
I stayed mute and left the room. When I returned, I had Shelton's mother in tow.
"Oh my God you weren't kidding," Traci, Shelton's mother said.
Mom kept tickling his feet and Shelton was thrashing about, his hard cock bouncing and throbbing and leaking precum once again.
Mom stopped and Traci addressed her son. "Is it true? You came over here naked?"
"No. I came over dressed and got naked after I got here," he explained as if that made it better.
"And being tickled gets you off?" his mother asked, looking at his cock.
"They tickled my cock with feathers, so of course I came," he said.
"Well, let's see what happens when your own mother tickles you," she said and tickled Shelton in the ribs. Then his armpits. Then his thighs.
"Oh, my God your cock is actually getting harder!" she said shocked. Traci reached out and started stroking her son's cock while directing Fran and Rayna (Anna's mom) to tickle his balls.
"Oh, fuck. Mom, stop. You're going to make me come. Oh, fuck Mom. Oh, shit I'm gonna come. Fuck! I'm coming!" Shelton shouted and shot another load all over.
All three licked the cum off his body and his cock. Then they all got undressed and made him lick and suck on their boobs. Then one by one they sat on his face until they each came twice, fair is fair. He came twice so they should come twice. While Shelton ate them to orgasm the other two teased his cock and balls. He came in each of their mouths. their tongues felt great on his cock. He couldn't believe how well they gave head. Even his own mother had tricks Anna never knew or didn't use.
He had to fuck them all too until they came which didn't take long as they were all wet and horny. He was also surprised at how tight they were. Older women and all he expected them to be a bit looser.
Shelton was then untied and bent over with a wedge, so his ass was in the air so all three could spank him for being a pervert.
They all spanked him ten times. His ass was very red. Then Fran started blowing on it to cool it down some. Rayna and Traci joined her. Then he felt a tongue. Someone was licking his asshole. Although he couldn't see, Shelton knew they were all taking turns.
"Your son's a pervert," Rayna said. "He's hard again.
"True, but I'm sure any man would get hard if you licked his asshole," Traci said.
All three laughed.
Traci crawled underneath and sucked her son's cock, while Rayna rimmed him and Fran licked and sucked on his balls. It took a while but soon Shelton came. He shot another load, this time right in his mother's mouth while his girlfriend's mother licked his ass and her grandmother sucked his balls.
Shelton was then retied face up and subjected to more tickling. Traci wanted to tickle her son. She loved having power over a man. His father was very demanding and Traci wanted to enjoy her new freedom. When he got another erection the three teased him until he was almost crying with pain. They said they wanted to see a man jack off as none of them had ever watched that.
Shelton was untied and stood over all three women as they knelt down. He aimed his cock at their tits occasionally smacking them in the face with it, leaving a trail of precum on their cheek or lips. Then he shot his final load all over their medium-size tits. Once again, all three cleaned his cock for him.
Anna came home two days later. They hung out and Shelton stayed the night. When he woke up, he found himself tied to the bed.
"Anna. What are you doing?" he asked.
"I heard you like to be tickled," she said.
"Tickled? What? No. Come on. Untie me," he said.
"It looks like you sure enjoy it to me," she said, showing him all the pics her mom sent her. Just then the door opened. Fran, Rayna, Traci, his sister Beth and his grandmother Beverly walked in.
"Oh no not all of you!" Shelton cried out, but his hard cock betrayed him.
"Tickle the pervert!" Traci said and all the women surrounded him.
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