The Brooklyn Observer

The sexual escapades and musings of a young man wandering the countryside

Tag: group masturbation

“Who’s gonna stroke for us?”

Bree

Bree

B went to his friend John’s house for a sleepover with a few other guys. They were about to graduate from highschool, and John’s house was the best place to drink. Besides, John’s sister and her friends would be back from college this weekend. All the boys agreed that they were unbelievably sexy.

The boys started drinking beers on the basement couch, watching television. John produced a porn DVD, which he popped in. Everyone found this to be an agreeable way to start the evening. The film started, and the five of them watched the big tits bounce around the screen and the long cocks slide in and out of the pussies. After the first cumshot, two of the guys had visible erections.

As John and B began to discuss the relative merits of the stars’ blowjob techniques, they heard footsteps on the stairs. John lunged toward the television, but turned it off too late; the interloper had already guessed at the genre of the video. She was tall, brunette, clothed in Penn State sweatpants and a pink tshirt, and hot as all hell. Her name was Bree and she was home from college with John’s sister, Lisa.

“Are you boys watching porno?” She said sweetly, narrowing her eyes and smirking at the mortified and horny group. She put her hands on her generous hips and pursed her lips into a waiting smirk.

“We were just…” started John weakly.

“Yeah, we’re watching porno,” said Brett with forced confidence. “You wanna watch?”

“I’m not into porno,” Bree said. “But I’ll have a beer.”

Bree sat on the coffee table facing the boys and cracked a beer. “Let’s play a game,” she said. B stared at her, in awe of her confidence, her sexiness, her fantastic college body. He traced the lines of her bra over her big breasts, counted the firm folds in her tummy through her shirt, sized up her thighs.

Read the rest of this entry »

Hard cocks at the nude beach

Over the summer I made a few trips via ferry out to Gunnison Beach in Jersey. The dunes and wide beaches were a welcome diversion from the sticky hot city. As were the crowds of naked New Yorkers.

My first visit was with a group of friends — which was a great, sunny, nude day — but what I really want to tell you about is my second visit, when I went alone. It was a Saturday and the beach was packed with shiny naked people. People swimming, people sleeping, people kissing, people showing off their bodies, people gazing at others’ bodies. I stripped down right away and took a walk along the beach, to survey the scene.

My end of the beach was a pretty even mix of men and women, and I stopped to watch a group of college girls splash around in the waves. I had to be careful not to watch their bodies too closely, not to notice the way their firm little breasts bounced as they jumped. I didn’t want to get a hardon right there in front of them, a hundred yards away from my clothes, with no way of hiding it. I moved on.

As I moved down the beach the number of men increased, especially the number of groups of men. I started to notice men here and there staring at me, checking me out. They glanced down at my dick and back up at me, smiling. I didn’t mind, so I just kept on walking, my cock and balls swaying softly from side to side.

At some point, the guarded beach ended and the people thinned out. There were only people like me left, strolling. I walked quite a distance down the beach, enjoying the sun and the breeze on my naked body. Enjoying the small thrill of passing people and thinking, I’m naked right now. They’re naked. We just saw each other naked. I thought of what it would be like to pass the same people on the street sometime, and to remember what their bodies looked like without their clothes.

And then I came upon two guys swimming near the shore. They were laughing. One of them stood up and I saw that he had a full erection. I smiled at him and kept walking. I wanted to turn back and watch them. Something about his hardon and the other guy’s presumed hardon was so fascinating to me. It was the juxtaposition of the public beach, the nudity and the arousal I think that got me so curious. I turned around, pretending to look back at something else, and the standing guy called to me, “Hey, you wanna take a swim?”

Read the rest of this entry »

Becky’s hungry mouth wants two, and gets two

Becky had been saying for a while that she’d like to suck two cocks at once. Being her good friend, I was not about to deprive her of the opportunity. All I had to do, she told me, was find another guy interested in participating. Craig said he’d be up for it. Craig’s up for anything if it involves his cock being stroked, sucked, admired or discussed. And Becky, as it turns out is up for anything if it involves two stiff cocks near her face.

Becky is from Ohio originally, has a dirty sense of humor and will smile at you sideways provocatively enough to give you a hardon on the subway. She’s a chubby girl, with big soft bouncy breasts, a round tummy that jiggles and a delicious spankable ass. Her hair is brunette and she wears sassy lipstick on her plump sassy lips. You’ve got the picture.

One night, after a little tequila, Becky confided that she’d been fantasizing about blowing two guys at the same time. She wanted to alternate sucking them, comparing their size and hardness. She wanted to put the heads of both in her mouth at the same time and listen to the guys grunt as their cocks rubbed together against her tongue. I volunteered mine on the spot.

Craig and I rode the subway to her house and, since Craig and Becky had never met, I described her briefly to him. He seemed excited. “Do you think you’ll be able to get hard with me there?” He asked. We’d seen each other hard a few times before under circumstances I won’t expound on here, and I was fairly comfortable talking to him frankly about sex.

“I don’t think it’ll be a problem for either of us once Becky gets naked,” I said.

“Dude I can’t wait,” he said.

Becky answered her door wearing a cleavagey tank top and a skirt. “Come in boys,” she said with that sideways smile, her lashes dark with mascara. I could see Craig’s eyes locked on her breasts.

She sat us down next to each other on her couch and went right to it, straddling me and kissing me slow and sexy on the mouth. My hands led themselves to her ass and I was instantly hard. Becky climbed over onto Craig and in between kisses they introduced themselves. “I knew you guys would get along,” I said.

After a few minutes of kissing Becky stood and told us to strip. Craig and I exchanged an excited glance, stood up and took off our clothes. We stood there in front of her, cocks mostly hard, and awaited instructions. “Mmm, you guys have nice cocks,” Becky crooned. “I mean, I know you’ve got a nice cock, B, but I mean they look nice together.” With this Becky took off her clothes. We watched side by side as she pulled the tank top over her head. Our dicks each stiffened one more notch as her bra hit the floor. Next the skirt and finally the panties.

Read the rest of this entry »

The briefs that give hardons

This is what I think: briefs make you do things you wouldn’t normally do.

A few nights ago a friend of mine was over and he asked me if I owned any American Apparel briefs. Not only do I own them, but if you click on over to the page about me, you’ll see that I enjoy wearing them very much. Often without other clothing.

I told him this, and he asked me if he could try on a pair to see what size to buy. I handed him some blue ones and stepped out of my room to let him try them on. A minute later he yelled for me to come back in, and he was standing in the middle of my room wearing only the blue briefs. “Do you think these fit me right?” He asked, spinning around. I told him I thought they fit fine, and that they fit me basically exactly the same. I was wearing a pair at the time and I unbuttoned my jeans to show him. A minute later we were both standing in the middle of my room wearing only briefs.

Something about the situation gave me a warm feeling inside and sort of turned me on, even though we are both straight men. I liked the simplicity of being half naked with my friend, and not worrying about too much. “Can I try another color?” He asked. I handed him a green pair and he slid the blue pair off. As he stepped into the new briefs I looked at his cock, which was definitely in a state of partial arousal, as was mine. That stage where it’s not hard, and it isn’t too conspicuous, but is just a little springier. He put the underwear on and looked down at himself, laughing. “Sorry,” he said. “I don’t know why I’m getting a hardon.”

“Don’t worry about it,” I said. “I sort of am too.” We both laughed and looked at each other’s growing erections. “Maybe it’s because it feels so sexy to get a hardon in these briefs. Like the outline just looks really good,” I said, looking down at myself. “I can see why it drives girls crazy.”

“Yeah, it is a really good feeling,” he said. “It sorta makes me wanna pull out my cock and jerk off. Like that’s the perfect thing to do in these underwear.” He ran his hand along the length of the big bulge in his briefs.

Read the rest of this entry »

Masturbating with my old friend and his girlfriend

An old friend came to visit me in New York this weekend (we’ll call him D), and he brought his girlfriend with him (Ann, say). They’ve only been dating a few months and I’d never met her, but we all got along great.

Last night we stayed at my place and drank beer. The conversation soon turned to sex, and Ann told me she and D have been reading my blog quite a bit. She told me it has really been turning them on, and that they’ve incorporated things from it into their sex lately. D got sort of embarrassed, but admitted that it was true.

Ann told me that they’ve started masturbating in front of each other, and have found it really satisfying. “It’s totally hot,” she said leaning toward me, getting excited. “We wanna try it with a group next, right baby?”

“Go ahead and ask him,” D said, not looking at me.

Ann laughed. She fell right on the line between being completely confident sexually and slightly bashful. The mix was totally hot, but I liked the confident half better. “So yeah. I… we… wanted to ask you if you’d wanna give it a try,” She said, giving me an expectant grin. “Masturbating together with me and D.”

I was a little shocked. I’d just met this girl and she was inviting me into her and D’s sex life. “Yeah, I’d be into that,” I said, trying to sound casual. I was excited by this idea  — I’d never masturbated with a couple. “When do you wanna do it?”

“I’m feeling pretty damn horny right now,” Ann said, giving D a look. “How about you guys?”

Read the rest of this entry »

Follow

Get every new post delivered to your Inbox.