True Sex Stories: Jack Swings

It's his first ever swingers party...and boy, is it a good one.

There are parts of the city that die at night. The hustle and bustle of the day ends abruptly at about six or seven. Stragglers and work horses may stay until eight or nine. By eleven the streets of the Financial District are deserted.

As our cab pulled up to a seemingly random corner I paid and we wandered out cautiously. I checked my phone for the hundredth time and found the address. As I was told it was above a deli. The building looked just like everything else there; gray, empty, foreboding.

I took Zonah's hand and we shared raised eyebrow amusement at the shadiness of this whole situation.

Next to the deli was a door with a row of anonymous doorbells. I pressed all of them. In a second a weak tinny buzz croaked and the door clicked open.

Up two flights of dirty but not really filthy stairs until we saw lights and an open door. A twentysomething boy, pretty, shirtless, slightly drunk, came out and opened his arms.

"Welcome to the sex party!"

A few weeks before this I had heard about a party. Invitation only, kinky, sexy, with a relatively young crowd. I managed to get an invite and a delicious friend of a friend to go with me. Zonah, a smart, buxom, political, sexy girl who a friend had connected me with.

There is nothing as lovely as a girl you play with recommending you to one of her friends.

As I laced up Zonah's corset and teasingly kissed her neck we wondered what the night would hold. It was easy to get her worked up and I liked her wet and squirming. Before we left I pushed her face down on the bed and pulled up her skirt.

"I want you to wear something else tonight," I growled, pulling her panties to one side, licking a finger and then circling the pink of her ass. She mewed and whimpered.

The small metal plug was not very substantial, but it would do the trick. A dab of lube and a little twisting and it was in. Her eyes were bright with lust and that little tinge of humiliation that made us both hot.

We headed downtown followed by lecherous and disapproving looks. I don't think it was my stunning purple shirt and tie combination, but her miniskirt and corset. She squirmed on the train, the attention and that mix of feminism and her own fantasies of being called a whore swirling in her head, aided by a few whispered dirty words from me.

When we changed trains and were left on an empty platform for a few minutes I threw her against a tile wall and pawed at her breasts. She made little meek noises like a kitten when she was pounced on. Sometimes I found it cute, but now it made me want to pull up her skirt and fuck her right on the tracks.

There was something delicious about her and her lack of shame. The way she seemed to constantly dare herself to be provocative. It was a few minutes before the train came and we were both bothered, flushed and ready. Still, when I reached behind her and pressed the metal ring of the plug she whined and blushed hot pink.

The ride seemed to take forever and our stop was closed for repairs so we ended up taking a taxi the last few blocks. Between the lust and the heat outside we were crazed my the time we got to the building.

My friend Alice is a bossy top whose kinks are a bit foreign to me; foot worship, all of that femme domme stuff that strays so far from my aesthetic. She stood in a nearly transparent negligee looking slightly bored and talking to a man in a suit. She brightened when I came in and we somewhat awkwardly kissed each other on the lips hello.

We met the man who ran the party at the door and he collected our money in a transaction that felt oddly like a drug deal. A forty-something woman came down the stairs in lingerie and looked me in the eyes, touching my chest as she passed me.

"Oh excuse me," she said in a dreamy voice. "I love your tie."

Zonah and I looked at each other again.

"I think that's what a swinger looks like," I whispered into her ear. She laughed and squirmed closer to me.

"There's a sex toy demonstration going on upstairs, we're still setting up down here," said the shirtless boy.

There was something surreal about the atmosphere, part porno, part frat party, part potluck.

For those readers not in the know, a "play party," which is what we were expecting, is a gathering where people engage in all sorts of BDSM activities, but usually not sex. Different parties have different rules, but most of the parties I've been to had a "no penetrative sex" policy. A "swinger party" as I had heard and was soon to find out is a relatively non-kinky event where people are very much encouraged to fuck. Fuck the people they came with, fuck others, fuck in groups, watch each other fuck.

Heading in the first open section we saw a few rooms, one with a medical chair, one with a few mattresses on the floor, one with a couch and a spanking bench. There were some crops and floggers hanging on the wall. Condoms everywhere, bottles of lube, paper towels.

We saw two women and a man kissing on a couch, the women in panties and the man in pants. In another room a very buxom, very cute woman in a red corset carrying a crop with a pink heart at the end pushed a boy around.

Mostly though it was half nude heterosexual couples kissing, watching each other and sweating. The place was ridiculously hot. Only one room had air conditioning and a few others had fans, but the upper floor was almost a sauna. There was a building smell of sex and latex.

Going back to the mattress room I saw that a couple on the bed had stripped and were kissing and absently caressing each other.

I didn't know what to do exactly. I wanted to play with Zonah, because she is ridiculously fun to play with, but I was a bit nervous. This was not my kind of party. I turned and told her to bend over the rickety bench. I pulled up her skirt and started pulling down her panties. I leaned over her hands slipping around and under her, cupping her breasts, whispering into her ears.

"I'm going to take down your panties and spank you, is that alright?"

She nodded quickly. It was sort of a silly question for us, but we were in public, in a different setting than we thought we would be in, so I checked in with her.

I stood up and went to that familiar place in my head. Spanking is

like kissing for me. I liked to do them both almost more than what comes after. Rope, which was like a new love for me, is a close second. But spanking is the standard. I never feel as in control of someone as I feel when they are bent over my lap with one hand in their hair and one hand slapping their ass.

As I warmed her up I watched the naked blond on the bed look up with interest. This was new and intriguing. She watched as I spanked Zonah and I locked eyes with her a few times. She even kept watching as her partner laid back next to her and took his cock out. She only briefly stopped watching as she his cock in her mouth.

It was around this time that my friend Alice came back with a thirty something guy. He was very happy and sort of innocent looking. She smiled at me and put the guy on one of the other mattresses. She then gave him one of the tamest spanking I've ever seen.

He laughed and blushed and made little comments. It was like watching someone pretend to get spanked. For some reason it made me a little pissed. What kind of party was this?

I spanked Zonah harder, watching both couples as I slowly got carried away before I heard a little squeak of "Yellow."

I swallowed and leaned over her, kissing her neck and soothing her ass.

"You okay?"

She smiled back at me and nodded, pushing her ass back against my hand. Her eyes were far away now and she practically purred under my hands. I faced her towards the action and pinched and twisted at her nipples through as we both watched the blond climb on top of her friend just as he slipped on a condom.

Before sliding down on him the blond looked around for something and frustratedly cursed. Alice, who was also watching, grabbed a bottle of lube from another table and squirt it into the blond girl's hand.

The whole thing was silly and awkward and sexy and weird. I was amazed.

The guy had gone limp at this point so the blond worked him with her lubed hand. Alice watches with friendly concern.

Eventually he got hard enough and the blond mounted him. His hands were on her as as he pushed up into her downstrokes. It was surprisingly sexy. The awkwardness of the moment before fading as Zonah and I watched them fuck.

It's something I haven't seen that many times up close. Not in full light with perfect strangers, at least. Watching his cock, thick and pink, slip into her. The dirty blond neatly trimmed hair of her sex. The people milling about, coming in and out of the room. Alice on the floor giving her boy some rather exact instruction about how she wanted to be fingered. It was all a bit much to take in.

So we watched. I saw the guy on the bed gasp and moan as he came. I felt I was a little unclear on the etiquette, suddenly. How much can I watch, how closely? Should I join in one of these pairings?

I turned and Zonah's lips met mine. I fe1l into the familiar but still new sweetness of kissing her. My hand drifting over her breasts and corset and then lower. A felt myself hard from watching and now even harder from kissing. I wondered if I should just jump into this whole swinger party thing. I wondered if I could.

So, I'll be frank. This is a frank story isn't it? Sometimes in this new life I'm leading I have been in situations that blow my mind. Example, two woman so beautiful and sexual that I'm not sure why one of them would play with dorky old Jack, let lone two. When they are naked, making out, looking over at me and asking me to fuck them it can be a little intimidating. I have to pull myself out of that last remaining bit of timid shell left.

What I'm saying is sometimes I get a little stage fright in high pressure situation, not often, but it's happened once or twice. I had a feeling being in a room full of naked strangers I might get a little nervous.

I watched my friend Alice on the floor spread her legs and tell her man to finger her while she used a small vibrator on her clit. It was intimate, more so than sex, because this was often how casual sex was. Tinkering with toys and telling each other what you wanted. No grand thrusting and simultaneous orgasm.

It was strange as well to see my rather platonic friend's vagina splayed, pink and pretty as her friend fingered it, rubbed it with lube, then mounted with his freshly condom covered cock.

They fucked briefly. Alice gave him more instructions. The couple on the couch still red faced glanced over. As Alice's friend's back muscles flexed Zonah started unbuttoning my shirt. I pulled the cups of her bra down and we kissed while we undressed a bit.

After Alice and her friend were through they made room for us on the mattress and I whispered in Zonah's ear if this was alright. She smiled and shrugged. I started feeling that jittery fear or doing something far out of my comfort zone as I took off my pants. Looking down at Zonah, squirming and wet, then up at the blond on the bed, slowly fingering herself and watching me, that worry was loosing out to the hotness of the situation.

Once I started I really didn't notice everything around me anymore. Zonah's tightness, her moans and lips and breasts and heat made everything a blur.

So I fucked a girl in front of a bunch of people. Like a rockstar.

Later on I learned that someone I like and respect but hadn't met in person was watching. Alice was watching too. It sort of freaked me out a bit. More because of self consciousness about my body than anything else. I'm working on that.

After we fucked we walked around a bit more. We tried to get Zonah to come, but a Hitachi was no match for the awkwardness of party and the constant motion around us. We left soon after, the silent streets feeling normal and real after the oddness of that secret place.

So that was my first swinger party. I enjoyed it, though I'm not sure if I would do it again right away. Still, I'm not opposed to it. Watching people fuck up close is far more interesting than I imagined.

Republished with permission from Writing Dirty. Want to see your true tale of lust on Fleshbot? Contact us. Photo courtesy of Private.