Random Letters Pt. 04

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

"It just looks like it's such a long way for one hand to travel," she said with a laugh, as Brian stroked his arm-length hardon to its full potential.

His cock was simply enormous. It stuck way out from his body, the head of it bouncing up and down a bit like a diving board. It was soooo hard! I mean, I knew Brian liked me, but jeez louise. I teased him and said he must like being naked in front of us.

Laura started resting her feet on his giant woody, letting her cute little tootsies push it all the way down until it ran parallel to his legs, and then she would take her feet away, watching his boner bounce wildly up and down. She did it so casually, and without any objection from my aunt.

I started to sense that Brian wasn't exactly so embarrassed any more. From the looks of his cock, I could tell he was starting to really enjoy showing off what he had between his legs. My aunt told him to be a nice young man and go get us a round of iced teas. He did as told, and walked to the kitchen, with all of our eyes on his huge bouncing boner.

My mom also asked that Brian bring in her purse from the kitchen, so that she could show my mom some recent photos. Now to that point, us girls had had most of the fun with Brian, but this time he had a little fun with us, as he did in fact bring in a round of iced teas for us, carrying the glasses on a serving plate, and he also found a way to carry Aunt Glenda's purse as well.

Only he didn't carry the purse in his hands. He carried it with his dick.

Yep. Brian blew us away by demonstrating some perfect balance, gracefully carrying the tray of iced teas, and there was Aunt Glenda's purse, hanging from his 12-inch dick.

"Helps to have three arms!" my aunt said, and we all whooped and hollered.

I simply was in Heaven. Brian would eventually get dressed, but the fun was just starting.

The next day, we all went down to the lake again, and my dear aunt persisted that Brian swim in the nude. "That's the way boys should swim," she said with a hearty chuckle.

I wore a white bikini this time, and Brian went about getting disrobed. He was wearing shorts and a t-shirt, but he soon wouldn't be wearing anything. I still remember the sight of his prick just bursting from his underpants when he pulled them down, almost like it was angry for being confined in the first place. Ha!

I tried to act ever so casual about his nudity, and he in turn tried to not stare at my enormous tits, which were barely constrained by a bathing suit that was getting a little too small for my proportions. I also remember my bush was kind of easy to make out in that suit. This was the '70's, long before I would do a lot of trimming down there. And add to that my Italian heritage, and well, I did have a pretty good-sized lady garden, if you will. He-he.

Laura and Sherry were a little bit more dominant over Brian, and they constantly sent him out of the lake to get things, just so they could see him fully nude. And I wasn't so innocent myself, as my eyes darted back and forth, following his bouncing dong every step of the way as he came in and out of the water.

Things kind of escalated when we were done swimming. My mom and Aunt Glenda had gone inside, and the girls and I, and Brian, were standing around on the shore, just drying off. Brian stood there completely naked still.

Laura and Sherry began whispering in each other's ears, and I begged them to tell me what was up. They then asked Brian to masturbate for us. I was shocked, and almost took it like they were joking around. Brian declined at first, and the girls persisted "come on, we've seen you do it before," and "yeah, you do it so much you'll probably go blind."

But Brian argued that he wasn't going to do it outside in the open like this, and again the girls tried to convince him otherwise. "Come on, there's nobody around," they said. "What are you chicken?" the other one teased him.

Before I knew it, Brian had his hand on his dork, and began tugging that mighty beast out of its slumber. It went from a hanging flaccid tube steak to a boner the size of a fence post, with us girls casually watching and staring in awe.

Once he got his penis to a full erection, the girls demand that he stop and let us admire his hard-on. It stuck so far out from his body! I swear if there were birds flying around, they could have used it as a perch. I asked playfully if I could pet it, and he obliged, and I gently stroked the upper shaft of his dick, admiring its thickness and sturdiness. I remember thinking, how would this fit inside a woman?! Yikes.

Laura wasn't as gentle as I was, and, without permission, slapped his huge dick, causing it to bob up and down in an uncontrolled, comical fashion. She did it so hard it smacked his belly on the way back up.

Brian winced a bit, and she quickly apologized, but said she had to do it. We all couldn't help but laugh.

Since we were all being very hands-on with his equipment, I asked Brian if I could fondle his nuts again like I did the day before. He nodded, and asked I be gentle. I took his balls in my hand, rolling them around - since that day, I just love to play with mens balls. Just something about how they dangle down there, it's just so cute.

His nuts were definitely in proportion to his cock. They almost felt like big walnuts, and I just kept rolling them around with my fingers, and then I would hold them both together in one hand and gently tug on them a bit.

Brian said he was going to have to come soon. He moaned pretty loudly as I played with his balls. So I let him get back to playing with himself, and he even put on a show for us by using both hands to stroke his giant woody.

I already could see him sneak glances at my boobs, but that's when I think he noticed my bush. With my bathing suit soaking wet, it wasn't hard to make out. And Brian couldn't help but stare. So I let him. It was the least I could do.

The head of his dick got sooooo big! It was like a baby's fist, I kid you not. Brian's last words before he shot off, I'll never forget. "Stand back!" I still crack up when I think of that. Laura and Sherry then stood at his sides, along with me, and we watched as Brian worked a huge load of come out of his big prick. When he first erupted, it was this long unbroken stream of semen. And he wasn't done. I counted three, maybe four, bursts of come out of his cock. And these weren't just little blips - these were ropes. I was flabbergasted. He said he hadn't jerked off in a week or so, and that the three of us got him so worked up the last two days.

I had never seen a guy jerk off before, and lemme tell you, Brian kind of spoiled me. Not just because of the size of his cock, but the amount of come he shot - no guy has even come close to what I saw on the shore of the lake that day.

Wow. So that was a spectacle. Things got even more risqué when we headed up to the house, and we saw my Aunt Glenda and my mom peering out the window. Did they just watch the whole thing? To this day, my mom never mentions it.

Brian and I stayed really good friends over the years - we went to each other's weddings, and whenever we get the chance, we try to hang out. Brian eventually went into the restaurant business, but he did in fact make good use of his uh, gift. Back in the early 80's, he went to work for this woman in California who had an enormous mansion inhabited by men who had the same distinguishable feature as Brian. They all had big...well, you get the picture.

With a husband and two kids now, I don't have as wild a time as I used to, but Brian indulges me by sometimes sneaking over when the kids are gone and my husband is away, and I make him get totally naked. And yes, I have seen him play with that monster of his a few more times over the years.

To this day he still begs to see me naked but of course I decline. I have gotten down to a bra and panties for him sometimes, but that's as far as I go. Hey, I'm married! But he has no problem stripping for me.

Let me know if you ever want to meet him, I'm sure I could arrange it. Best wishes, Michelle

It was another blissful moment for Kevin. After climaxing moments after he finished the letter, he heard his step sister and step mom carrying on about something downstairs.

They were talking loudly and with a lot of enthusiasm, and Kevin wondered what it could be.

He roared down the steps, and into the kitchen to find the two women chatting it up. Supposedly Janet's niece - Kim's cousin, was having a 21st birthday party, and the two couldn't wait to go.

"Am I invited?" Kevin asked. Kim and Janet looked at each other. They didn't know what to say.

"Sweetie," Janet began. "This is sort of a...girls only party. You probably wouldn't enjoy it."

Kevin had always loved going over to that house. Kim's cousins were rich, and there was so much to do. Kevin persisted he be invited. He didn't know what he was getting himself into.

"Well," Janet said. "Lemme see. Lemme ask Sally what she thinks."

"Mom!?" Kim argued.

"Kimberly," Janet began. "I said lemme see. I'm sure Kevin would fit right in."

Then silence. Kevin's eyes followed his step mom's. She gave Kim this look, and then Janet's last statement finally sank in with Kim. She covered her mouth, and burst out laughing. Janet smiled.

"What is so funny?" Kevin asked. "Oh nothing sweetie," Janet said. "Dinner will be ready soon. I'll call you."

Kevin went back up to his room, and about an hour later, Janet lightly tapped on his door. He let her in, and she took a seat on his bed next to him. He looked down at her legs like he always does, enjoying the sight of her black stockings hugging those spectacular thighs. Her skirt was really short.

Janet began talking. "I'm afraid I've gotten you into some sort of a pickle - no pun intended," she said with a laugh.

Kevin asked what she meant.

"Well, sweetie," she explained, "this party for Sally's daughter...it's a 21st birthday party."

'Well, duh?' Kevin thought to himself. Of course I know that. He didn't get what Janet was trying to spell out for him.

"Sally hired a bunch of male strippers for the occasion," Janet said. Kevin gulped.

"And as a joke, and I'm sure for her own enjoyment, all of the strippers she hired are really big," she said. "Oh, like muscular?" Kevin asked.

Janet was more clear.

"I'm talking about their dicks, sweetie," she said. Kevin's own massive penis jumped up in his pants.

"Oh," he said.

"Sorry to be so blunt," she said with a laugh. "I've seen the website that has pictures of these guys, and lemme tell you, they're big."

"Holy shit," Kevin said. Janet let his bad language slide.

"I just can't wait to see the look on April's face when those guys show up," Janet laughed. "That should be priceless."

"Do they get...fully naked?" Kevin asked.

"Oh of course," Janet fired back. "They'll be swinging those things around right in front of us all night. And I'm sure we'll get to have a feel for ourselves."

Kevin gulped again. He wanted to throw up he was so nervous, yet he was so aroused at the same time. And Kim? She was only 18! And Janet was letting her take part in the festivities. Well, she's gotta grow up sometime, Kevin thought to himself.

"Wow, a bunch of naked male strippers running around," Kevin said.

"Yup," Janet answered. "And sweetie, that's where you come in."

The boy didn't know where she was going with this. He was anxious to hear, but nervous.

"I spoke to Sally about you wanting to come, and obviously you probably wouldn't be very comfortable in that kind of setting," she said. "Unless..."

"Unless what?" Kevin asked.

"Well, remember when you privately told me your interest in one day being a male stripper?" Janet began.

Oh no. Kevin nodded.

"Well, this could be like a tryout for you, or practice if you will," she said. "You'll be amongst friends, and you could just get used to being naked in a room full of horny women."

It sounded so delightful to Kevin - it was his fantasy since he was a kid. But it was also intimidating.

"H-how many women?" he asked.

"Oh, oh God, like 25, maybe 30," Janet said. "The party isn't at the house sweetie, it's at a hall that they rented out for the night."

So many things were running through Kevin's head. Could he do it? He almost had to try. What if he choked? What if he ran out of the party too scared and shy? But what if it was bliss?

"Do I have to dance and stuff?" Kevin asked. "Oh, just a little sweetie, nothing spectacular. Just walk around and let the women rub your nice muscles," she said, rubbing his arm, " and let them feel your butt (laugh). And I'm sure they'll just drool when they see your huge prick. You'll be fine."

She was starting to convince him.

"Look at this way - Kim and I have seen you. Just think of it as a few more women seeing you in that way," she said. Yeah, like 30 more, but Janet had a point.

"Oh, so I guess when you said to Kim that I would fit right in, you meant my size?" he asked with a smile.

"Of course," Janet laughed. "I think you could hang with these guys...So what do ya' say?"

He was still nervous, but Kevin agreed to do it. And the countdown began.

TO BE CONTINUED...

12
Please rate this story
The author would appreciate your feedback.
Share this Story

READ MORE OF THIS SERIES

Similar Stories

Stepmom Helps Out Pt. 01 Stepmom helps her son with sex.in Erotic Couplings
Sharing the MILF List Ch. 01 Practicing to make the MILF List Airtight.in Group Sex
Fucking My Mother's Best Friend Ch. 01 Young man is seduced by his mother's best friend.in Mature
Swimmerboy Pt. 01 A young swimmer falls for his mom's best friend.in Erotic Couplings
Mom's Best Friend: A Virginity Lost Nerd gets lucky when MILF seduces him after seeing his cock.in Mature
More Stories