The Boston Masturbation Club is Born

It couldn’t have been more perfect. After a month messaging, emails, and voice mails Randy, Fran, Bonnie, Sam, and I all met face-to-face and inaugurated the Boston Masturbation Club.

Since this was our first meeting I got a hotel room, a mini-suite, so we could retain some confidentially and have the safety of being in a public place. In the future we’ll probably meet in a member’s home or at least share the expenses but for the first time I wanted as few complications as possible.

I brought a party platter so we could mingle as if it were a regular party and have something to do with our hands. Soft drinks, tea, and coffee gave the party its non-alcoholic tone. For the first few minutes the Boston Masturbation Club looked like any social or business gathering. That soon changed.

We’d set some initial guidelines that stated that since this was a meeting to get to know each other that masturbation was not required and that if any member felt uncomfortable they could ask for a cease and desist order. We wanted everyone to feel comfortable and to go home thinking they’d been respected.

Other than that we didn’t have an agenda so once everyone seemed comfortable I took the lead. I suggest we all sit and introduce ourselves to the group keeping anything too personal secret but giving an indication as to why we were there and what we wanted to happen.

Sam was the lucky guy who sat between Fran and Bonnie on the couch while Randy and I sat in chair across from them. When the silence approached awkwardness I began.

I introduced myself and thanked everyone for being brave enough to admit to a group of strangers that they masturbated and were intrigued by the idea of doing it in a group. I gave a brief masturbation history and then pressed my luck by giving some personal details.

“I probably masturbate ten times a week. On average I do it once a day, usually before bedtime, but sometimes I’ll do it in the afternoon too. While I occasionally miss a day there are times when three or four times still leaves me horny.”

At this point I looked up and was pleasantly surprised. Everyone was making eye contact and smiling approvingly. Fran seemed especially focused on my words.

“I usually masturbate to visual stimulation, Internet porn or movies, but sometimes reading a good story works well. If I’m already in bed memories and fantasies do the trick. Well that’s enough for now who wants to go next?”

Sam spoke up.

Sam’s about thirty 5’10” with short dark hair. My guess was that he was a teacher or an accountant. He’s a systems analyst. I wondered to myself what kind of systems he analyzed but quickly became fascinated with his story.

“I’ve been a two to three times a week kind of guy until recently. My masturbation life has taken a prolific turn. I guess I should admit right away that I have what’s probably an unusual habit. I masturbate while wearing a condom.”

This produced a couple of oohs and aahs and, again, a very interested look from Fran. I could see in Sam’s body language that he relaxed when his secret was met with understanding.

“When I first started to have intercourse I had a problem with condoms. I couldn’t keep an erection in one. This made my sexual encounters embarrassing until I came up with the idea of getting some practice by wearing them as I jerked off.”

Another round of aahs gave him additional approval.

“It made for easy clean-up and my penis stayed hard during intercourse so it worked like a charm. But, and here’s the recent development, I’ve started webcam chatting and everyone wants to see me cum. So now I go both ways,” he said laughing at his own joke. “I wear condoms and I can go without.”

“Did you bring one tonight,” asked Fran.

He said he had and suggested Fran go next. She did.

Fran’s in her late thirties and looks like the kind of lady that drives men wild when she bends over during aerobics class. She wore dark slacks with a simple white blouse. There was nothing provocative about her appearance with the outline of her bra being only mildly arousing.

At 5’4” with shoulder length blond hair her butt was her outstanding feature at least so far. I’d noticed how slim she was before we sat down and how 34B might have been a generous description. Her demeanor matched her conservative look.

“Hi everybody my name’s Fran and I’m a masturbator.”

A wild cheer burst forth mingled with laugher and applause.

“I thought that was funny too. Really I’ve very embarrassed to be here but you’ve all had me fell very at ease, very normal. I’m divorced with a son and a house full of animals. I was kind of a late bloomer, sexually speaking, and I guess I stayed too conservative for my ex.”

“Too bad for him.” was the group consensus.

“Thank. But now that I’m getting a little older and seeing my boy turning into a man I think I’m becoming more understanding of male sexuality as well as my own. Okay I’m horny most of the time but I’m not about to sleep around. As much as I might have to desire to do so.”

After a delicious pause she repeated her opening line.

“Hi everybody my name’s Fran and I’m a masturbator.”

Again a cheer filled the room. As it died down Fran’s hand began tapping her crotch. This was a first and we all noticed. She wanted us to and looked us in the eyes to make sure we didn’t miss it.

“Part of my fantasy life is to do wild things, group things so this, fro me, is a brave first step. I know everyone masturbates. I know everyone has a wild side that wants to come out. I’m ready. It’s now or never.”

Without missing a beat Randy took the floor.

Randy’s about my age, mid-twenties but with a 6’2” frame and curly red hair there’s no way for him to hide in a crowd. He had no intentions of hiding. He went right for the gusto.

“Hi my name is Randy and I’m a….okay that line’s already been used by Fran. And like you Fran I wasn’t a masturbation fanatic until recently. Growing up I was a once-in-a-while masturbator preferring to find pussy, or at least a blowjob. Then things got crazy.”
To emphasis the point Randy smacked his hand onto his laps and grabbed a handful of cock through his pants. We all sat silently waiting for more. Well Fran didn’t just sit there she kept slowly tapping her pussy.

“I was engaged and deeply in love until the rug, my world, was pulled out from under me. I caught my girlfriend cheating. Not cheating in the act but she couldn’t hide it and didn’t deny it.”

This time the oohs had a sympatric tone.

“I thought she’s fucked another guy until she started saying things like, ‘it takes a woman to know what a woman likes.’ Just when I caught my breath she casually added that having to guys there too added a whole new dimension. I was crushed.”

A silence came over the room as I sensed a tear beginning to form. Randy fought it off and continued.

“After we broke up I did a lot of soul-searching and after some time had gone by and my sexual feelings started to return I realized how I felt. I felt cheated on. But here’s the thing. If she’d come to me and told me her desires I’d probably have said no, at least at first. But if we’d agreed and I was there it might have been okay. It might have been exciting.”

We sensed he was getting to the good part. We didn’t sense what he did next.

“Then I notice something,” he said as he pointed to his crotch with four fingers.

His erection was not only obvious it was straining the fabric of his pants to the bursting point.

“And I did this,” he said unzipping his pants and pulling his cock out.

As he slowly stroked it I waited for the gasps of shock and squeals of protest. The only sound was a familiar one of hand sliding over cock and a soft moan from Fran and Bonnie as they saw a good eight, maybe more, inches of erection wave in front of their eyes.

“As I masturbated I realized part of me would be okay with a little kink. I also realized a part of me wouldn’t and would be scared to death so this is my compromise.”

Sitting where I was I had the perfect view of Randy out of the corner of my eye and a straight on view of Fran. She’d unbuttoned the first three buttons of her blouse and had slipped her left hand under her bra. She was tweaking her right nipple as her right hand changed from tapping her pussy to caressing it.

After a few silent moments all eyes turned to Bonnie. She was last but now it was her turn to talk and talk she did. Who would have known that the youngest of the group would have the most outlandish experiences?

Bonnie is a couple of years young then Randy and I and looks it. Her shaggy black hair and nose piercing could easily leave one wondering if she had other piercing or hidden tattoos. That is unless you looked at her tits and then all thought process would come to a halt.

I love big tits and Bonnie’s were at the outer edge of my fantasies. I don’t like tits that require their own zip code so 34DD is perfect for me. At 5’ and probably 120lbs she had no hesitancy is showing her body. Her knit top zippered up the front and her skirt fell half way down her thighs. But her eyes said skin was in.

“Hi I’m Bonnie and I’m a sexual adventurer. I also love to masturbate and I have the toy collection to prove it.”

This brought a small round of applause, just from Sam and I as Randy’s and Fran’s hands were still busy.

“Unlike you Fran and you Randy I’ve been a swinger for three years. It started when my girlfriend and I, yes that kind of girlfriend, agreed to let two guys join us. Having two cocks and two pussies was so much fun we kept at it.”

I was sitting right across from her and saw two important signs. She kept looking at my crotch and her legs kept inching apart.

“Eventually I started going to nude beaches, swing clubs, and some wild private parties. I even did an amateur video with three guys that’s probably on the Internet somewhere. If you guys and you Fran want to see it I’ll find it for you.”

She paused and gave an approving nod to Fran and Randy. Then she looked back at Sam who was sitting next to her and me.

“For me I want to tone back my sex life a little but then not all the way.”

With one quick move she unzipped her top and pulled it to the side. Instinctively I grabbed my hard cock through my pants. She patted Sam on the leg and motioned me to join with her.

“Masturbating in a group has to be the perfect way to go.”

She pulled her skirt up to reveal a shaved pussy, with no other piercing, and a clit that stood out like a little penis. She squeezed her huge tits together and then dropped both her hands between her legs and began to rub herself.
I thought at this point I should give one last set of instructions.

“Remember we’re masturbating only. We’re only touching ourselves no one else. Other than that you can ask for anything but no, as always, means no. Of course yes means yes.”

I jumped up kicked my shoes off and dropped my pants. By the time I‘d thrown off my shorts and had sat back down everyone was in full action. Randy’s pants were around his ankles and to his credit he hadn’t cum and but was keeping a nice steady stroking pace.

Fran’s blouse was totally unbuttoned and even though she still had her bra on she’d pulled her little tits out to reveal rock hard eraser sized nipples. She’d unzipped her pants to let her hand slid under her panties and was smiling to much she looked like she was oblivious to the world.

Of course Randy and I, not to mention Sam, saw everything she did.

Sam’s cock was at least as big as Randy’s. That left my six inches in the small, or should we say regular, guy club. But as I looked around I was totally proud of us and excited as hell. Older and younger, big and regular cocks, huge and small tits, experienced swinger and nervous beginner, male and female, we covered it all and it was all uncovered.

The five of us were masturbating.

Fran, sweet Fran, had the first request. She turned to Sam and asked him for a favor.

“Sam would you put your condom on for me?”

He nodded yes and reached into his pocket.

“My fantasy has been to have a man masturbating right in front of my face but I don’t want him to cum on me I just want a close up view.”

Sam stood up and pulled the condom out of his pocket and pulled his pants all the way down. As Fran slipped her slacks and panties over her hips we saw she had a nicely trimmed blond bush and a small wet spot on the couch between her legs.

Sam put the condom on and moved so close he almost smacked Fran’s face with every stroke of his cock.

Bonnie, kinky Bonnie had a request too. She motioned me to stand up and then sat in my chair. She’d pulled her top all the way off and had jettisoned her skirt.

“I on the other hand like to have guys cum on me.”

Giving her tits a big squeeze she gave us cuming rights.

“One for Randy and one for Zeke.”

She motioned Randy over and we stood hovering over her tits giving our cocks a huge target and our eyes and ears a big treat.
She had two fingers in the pussy and her clit between two from the other hand. Her hot wet pussy slurped with excitement that seemed to beg for flying cum.

But it was Fran that stole the moment. With a dirty sexy mouth that would have made any sailor proud she told Sam what she wanted and how she felt.

She wanted to ‘see him stroke his big hard cock in her face as he played with his balls’ she wanted to ‘finger-fuck my pussy until I cum all over you, you hard-cocked jerkoff.’

When Bonnie wondered out loud who was going to be first to cum Fran answered.

“Jerk your cock all over my tits, all over my face…I’m cuming.”

Even though Sam was standing in front of her I could see her pussy. She rubbed in back and forth with alternating up and down movements. I could see Sam’s balls swaying as he jerked off but it was Fran whose legs jerked straight out as her body shook with orgasm.

Just as I turned around I say Randy let his load go all over Bonnie’s left tit. She smiled as it began to run down her cleavage and towards her stomach.

As if on cue I heard Sam filling his condom with cum as Bonnie whispered she was cuming. I hit the spot, her right tit, just as she closed her eyes to feel her orgasm.

Just as the room became silent Sam turned around and slowly pulled off his cum filled condom. He held it high over his head as a victory sign and we all cheered and met in the middle for a group hug.

Over the next few minutes we held a debriefing session. We all agreed what we had done was kinky but safe fun. We also agreed to do it again. Not one of us had covered up but erections had faded and pussies were now free from moving fingers.

Fran brought the meeting to an end.

“As much as I’d like to do it again right now I’m going to suggest that we stop. But I’d like everyone to know I’m going to masturbate twice when I get home. Once will be thinking about what we just did and one will be thinking about what we’re going to do next time.”

We agreed to try and find new members while keeping our club private and safe. I packed up the leftover food and drinks and Bonnie helped me take them to my car.

I knew she wasn’t wearing panties under her short skirt and her half zipped top barely concealed her tits. She stood inches in front of me as I opened the driver’s side door. With a sly smile she put out her hand and suggested our club should have a secret shake.

I moved my hand towards hers but she pulled it away and put in under her skirt. With a big grin she wiggled her hand and said, ‘how about this for a secret shake?” I grabbed my cock through my pants and gave it a quick stroke.

She turned and walked away. That was just the first of many meeting. The Boston Masturbation Club was born.