The Family Vacation

By Bernardinocochino.

This happened two years ago while on vacation in Miami. It was a hot night in Miami. I am 44, still single, and was on vacation a couple of months ago with my older sister Lisa 46, her daughters, and my mom. We were renting a 2 bath 3 bedroom apartment. One night while everybody went to dine out, I decided to stay and rest. I decided to take a shower and listen to music simultaneously, so I turned up the TV volume to max.

After I showered, I was drying myself in front of a large mirror in the bathroom and started playing with my small penis (4 inches) for a while. Little did I know that as I was doing it, my sister had come back to the apartment by herself to look for her credit card and walked in the bathroom without knocking. I didn’t hear a thing until I faced her in the mirror, looking at my penis with an expression I can’t forget. She turned around and left without saying a word.

Later on that night, she knocked on my door. “Andrew? Are you awake?”

“YES,” I replied, and she opened the door.

She came in and sat on my bed. She was wearing her underwear and a tank top with no bra. “I wanted to apologize for walking in on you. I should have knocked. I feel awful now.”

“That’s ok,” I said. “I am really embarrassed too. Let me ask you. Were you staring a while?”

She looked down, nodding her head with a serious expression, and then said, “Yes, Andrew. You see. One of the reasons I divorced Mike years ago was that we were incompatible in bed. He had a huge penis which made it very difficult for me. I told mom about it several times, and she said the reason you were still single was that you were like Mike. So when I open the door tonight and saw you, I could not believe it. You were so small in comparison to Mike, and I could not take my eyes off your little thingy.”

I was embarrassed and surprised about what I just heard. “So you thought I had a big penis?”

“YES! A HUGE ONE. That’s what mom always told me.”

“What the fuck. Why did she tell you that?”

“I don’t have a clue. But she always said that you were hung like a horse and that some girls probably feared your size. So after I went back to the restaurant, I told mom what happened, and she didn’t say a word about it.”

“What do you mean?” I asked in disbelief.

“I told her that I caught you naked playing with yourself and that your thingy was tiny. Not like Mike’s big cock at all.”

I felt humiliated, and my sister noticed that and started comforting me, saying things like “Don’t worry about it,” and started to tell me about a boyfriend who also had a small penis. As she was doing it, I began to get a bit excited, and I think she seemed to notice that too. So I started to ask her questions about her experience with her boyfriends, and she basically confirmed me by saying that size wasn’t essential for her.

Suddenly she asked me if she could see it again. I got very excited at her request but told her that I could not do it. I felt timid. She said not to worry and repeated to me many times to relax and grabbed me by my belt and started un unbuckle it. That gave me an instant hard-on. I stopped her and told her I was going to do it. So I proceeded to lower my pants and then to lower my boxers. She stood there in awe, staring at my erection and my pre-cum in the tip of my penis for what seemed a really long time. She could not take her eyes off my penis and just stood there looking. Oh, how she looked at me. Finally, she grabbed her two fingers and smeared the pre-cum off the tip of my penis with a grin on her face.

“Andrew, you have the smallest penis I have ever seen. It’s so tiny and cute. All my life, I thought you were big. I even used to tell my friends about it. I don’t know what to say.”

As she said that, she was grabbing my erect penis from all angles with a big grin on her face. On the other hand, I was ready to explode.

“It’s like a ten-year-old penis. It’s so thin and pointy. Mike’s cockhead was enormous,” she said. “Look, and your balls are so tiny too!”

She grabbed one of my little testicles, and that was it. I started cumming immediately in her hand. I grabbed my dick and jerked it few times until the last drop of semen. I saw part of my semen flowing down from my sister’s fingers. I could also see that her nipples were erect. It wasDon’tvisible.I’llWow, I am so sorry,” she said, bursting out in laughter.

“Don’t worry. I’ll take a shower,” I said redfaced.

I disappeared quickly and went to take a long shower. I masturbated again in the shower, visualizing my sister playing with my penis. I came again. I was done. My penis shriveled up. And after 25 minutes of shower, I dried off, wrapped a towel around me, and went quietly to my room. I thought everybody was asleep, so I opened my bedroom door quietly.

“Shhhh, come in, honey. Please be quiet.” To my huge surprise, I found my mom in her nightgown sitting on my bed! “We have to talk. Everyone is asleep, so please close the door and be quiet. I have talked to your sister.”

I was still standing, all surprised by the door.

“Come sit here for a moment, Andrew. Don’t make a fuss about it.”

I went with my towel wrapped around my waist and sat next to her.

“What has she talked to you about?” I asked

“Well, let’s say she told me everything about your penis. But, Andrew, before continuing with this conversation, let me ask you, is that the reason you don’t have a girlfriend and why you remain single?” Mom leaned on the pillows facing me, and I just sat there at the edge of the bed. “Whatever happened to Zdenka, your long-time girlfriend?”

“Well, mom, I guess partly it has to do with it. Zdenka always mocked me about it, for example, and so did other girls,” I confessed.

“Well, there is nothing to mock about a guy’s penis—those stupid girls. Baby, you don’t have to worry about it. Plus, your sister probably exaggerated what she told me about it.”

“What did she tell you?” I asked.

“Well, she just said she walked in on you while you were touching yourself and that your penis was tiny…”

I realized my sister did not tell you what happened next. I was relieved.

Mom said, “You know she had a lot of problems with Mike in her marriage, and one of them was that the guy had an abnormally big penis that your sister could not handle.”

“Did you tell her I had a big penis?” I asked.

“Yes, I did.”

“Why did you do that?”

“Well, honey, I told her so she would see that there were lots of guys like Mike. And frankly, I thought you were well-endowed because you said so. So remember that night when you told me you had sex for the first time, and you made your girlfriend squeal?”

“Mom! That was so long ago, and I was joking!”

“I took that joke seriously, baby. I really thought you had a big penis,” she said this mimicking the size with both her hands to portray what could have been a 12-inch penis. “Besides, you are tall. So a big penis would have been proportionate.”

I started feeling uncomfortable talking about this for the first time with my mom, yet something fascinated me. Nevertheless, my penis was totally dead after so much pumping.

“So, tell me, Andrew. How big is your penis? 0r should I ask, how small is your penis?” she corrected herself with a cute ironic smile on her face.

“It’s a little bit below 4 inches,” I said.

She gave me a weird look. “That is when it is erect, right, baby?”


“That is small. But it responds fine, doesn’t it?” she asked me this with a grin on her face and stretching her leg, trying to feel me with her toe.

“Mom!” I squealed

“Hush! Relax, sweetheart, I want to know everything is ok.”

“Yes, mom. It’s ok. I masturbate often, and it’s ok.”

“Baby, can you stand up, please?”

Sure. I stood up. My mom looked at me from head to toe twice.

“You’re a handsome, strong guy. You have a nice body. It would help if you didn’t worry about anything. Come a bit closer.”

I moved closer to her. Then, suddenly with a quick move, she grabbed my towel and pulled it towards her leaving me and my completely shriveled penis exposed to her.

“Oh wow!” she exclaimed, “WOW, WOW, WOW…”

She fixated her worried eyes on my soft penis for what seemed an eternity.

“That’s my baby. I’m sorry. It’s not your fault. But, please, can I ask you to get it hard for me?”

“Mom, is that necessary?” I protested

“Honey, what happens here stays here. I wanna see it erect, and that’s all. Mommy’s just curious, baby. You would do the same in my shoes.”

“Ok, mom.”

So I proceeded to play with my penis very timidly, and absolutely nothing happened. I tried and tried, but I could not get it, at least semi-erect. It was totally flaccid. On the other hand, my mom had a look of frustration and a sort of sadness.

“I don’t know if this would help,” she said.

Then she stretched her leg out and gently touched my tiny testicles with her foot and then caressing my legs and back up to my testicle sack as I continued the impossible task of growing it.

“My poor baby. Your balls are so tiny—my sweetie. I am sooooo sorry. I didn’t know about it. I feel so bad for you. It must be so hard for you, baby,” she said almost in tears.

“Ok, baby, put your peepee away and go to sleep, my angel. You will find a girl soon.”

I grabbed the towel lying on the bed, wrapped it around my waist, and went to sleep.

Nothing ever was said or done by either mom or Lisa about it again.


The End.


*This story has been edited to fix spelling, punctuation, & basic grammar, but the narrative and plot have remained the same. Just remember, even with the limited editing we do, it doesn’t mean any possible major flaws in this story were fixed.

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