Kennedy

The first time I saw her I couldn’t keep my eyes off of her. I always had a thing for Gothic girls with loads of tats. She wore a lot of black eyeliner with dark maroon colored shoulder length hair with pink ends. She had brightly colored tattoos up and down her arms and was wearing green fishnets with black Docs, a short fringy skirt and a black biker jacket. She had removed the jacket in the pool hall and thrown it on one of the chairs. That’s how we met. My friends and I were playing pool in the same room as her and her boyfriend. They were getting ready to go and she seemed to be pissed off at her boyfriend. After some heated words and a bit of yelling from both of them she grabbed her black motorcycle jacket and left without him. Unfortunately it was the wrong jacket. Fortunately it was mine.

I didn’t realize this until all my friends were gone and I grabbed my jacket. I didn’t have to even try it on to realize it wasn’t mine. It looked just like mine, slightly abused, lots of zips, but it had all types of band pins and chains and stuff on the front of it.

“Fuck,” I said out loud, just as she walked back into the pool hall.

“What, you don’t like my jacket?” She smiled. She was kind of intimidating because she wasn’t a small woman. She was almost as tall as me and her large chest made her even more intimidating somehow.

I shook my head and she said she was sorry she had taken my jacket; she had been a bit pissed off when she’d left.

“Really?”  “I couldn’t tell,” I smirked.

“Well, I was thinking about keeping it too,” She said, but I remembered I had my wallet in mine. I think your jackets better than mine.” She joked smiling at me.

I returned the smile and said, “Hi, I’m Stan.”

“I’m Kennedy”, you wanta get something to drink?”

“Yeah, um… sure, but it’s kind of getting late, I think this place is about to close.”

She said she knew of an underground bar that was right down the street. Said she knew the owner and the place would lock the doors and stay open into the early morning hours.

We walked together and made small talk. By the time we got to the bar it was just starting to close up. The bouncer told us the rules. Let him know when you wanted to leave otherwise the door was locked on both sides. There weren’t very many people in the bar and it was pretty dark.

Kennedy and I sat in one of the booths in the back and she told me about her life. Said she was a mixed up Rock and Roll nympho fiend. I told her I wrote copy for the Harold and wanted to write the great American Novel but I lacked experience and experiences. She chuckled a little and leaned in a bit and said she may be able to give me some “experiences” I’ve never had.

“Yeah, Like what?” I smilingly asked.

“Stan, Have you ever done anything with boys before?”

I scoffed and almost choked on my beer. “Wow, you’re pretty bold!” Um, well, I mean, there was this one time an old school friend and I had a sleep over, and well… we got a little grabby was all.” Looking around the room thinking maybe she’d brought me to a full on gay bar. “Why do you ask?”

“Oh, just to see your reaction. I was thinking you might be Bi.”

“Why do you say that?” I scoffed.

“Well,” she licked her lips and rolled her eyes.”You just look, um, really hip. I noticed you when you first got to the pool hall and I thought to myself you look like my kind of flavor.”

“Hmm, thanks for the compliment. I still don’t see what that…”

“See, I’m a t-girl” she blurted out, then looked around and back into my eyes for a response.

I shot her back a questioning look and said, “What…what’s a…”?”

She grabbed my hand from under the table and pushed it up and under her short skirt. What I felt was a good size bulge that I would have been happy to have in my own pants.

I quickly pulled away. She smiled a half smile, leaned in and said, “Just think, it’s the best of both worlds.”

“Weeelll…” I started. Pulling my fingers through my hair and leaning back in the booth. “That’s… different.”

“Look, I could show you some experiences that you could really write about. That is if you’re into it.”

I stammered a bit and said, “yeah, I... I could see how that works, er… how that goes.”

“Ok, Yes… Yeah, let’s see how you do, hmm? This place has really big stalls in the ladies, follow me.”

I hesitated a bit as Kennedy got up and I followed her to the woman’s bathroom. As soon as I came in the door she threw her arms around my neck and started kissing me, pulling me toward the stalls.

She was a great kisser and it felt like I just fell into one of those cheesy porn movies but I didn’t want to stop kissing her. I’d never done anything with a girl in public bathroom before. Much less a t-girl and the beer and late hour seemed to be helping the situation. I could feel her grinding her hips into me stiffening up under her skirt. Whatever was going to happen, I thought, shit, what the fuck, why not? She was beautiful.

We bashed in through the stall door and she locked it, our breathing already becoming heavy. We continued making out with her being the dominate one pushing her tongue deep into my mouth. Both of us pulled off our jackets and just dropped ‘em on the floor. I put both my hands on her tits and she pushed me back a bit to undo her blouse and bra. As soon as those tits came into view I grabbed one and stuck it into my mouth and groped the other with my other hand.

Her chest was impressive. I’ve not always been a big tit fan ‘cause it usually means the girls got a bit of weight on her. But Kennedy was kind of thin and her boobs were large for her frame, but perfect. I pinched one of the nipples while my mouth sucked on the other.

“Yeah Stanley, suck on my tits. Suck ‘em hard, the harder the better.”

She undid the buttons on my jeans and pulled my cock up and over my undies then got down on her knees.

“Nice! Bikini underwear,” she rasped. “I can always tell a man by his underwear. My last boyfriend wore boxers. I should’ve known things weren’t going to work out with him.”

With that she stuck the head of my dick into her mouth. She sucked the tip of it and then went in deep and bobbed up and down. I was never a great fan of blow jobs. Maybe I just never had a good one.

Slipping my cock out of her mouth Kennedy said, “Wow, nice man-scaping Stanley. Are you sure you’re not gay. You even shaved your balls,” then stuck my cock back in her mouth. She was so aggressive it was like she just couldn’t get enough of my dick. And with her bright red lipstick exaggerating the act, it was as if she was trying to suck the cum out of me. She continued pushing her head into my crotch and down onto my knob until I thought I couldn’t take it anymore. Right at the last minute she stands up and says.“That was fun! Ok, my turn.”

Before I could say how great that was she pushes my shoulders down so I’m on my knees in front of her. She turned her small skirt around and unbuttons it throwing it over the stall wall.

She pulls her black panties down and grabbed hold of her impressive cock.

“What you think of my cock Stanley?”

She was uncut and about 7 and a half inches long. The head was all swelled up and red just starting to peek out of the foreskin. I grabbed it and was kind of amazed at it ‘cause frankly I’ve never seen a dick this close, much less an uncut cock. It was so thick that I couldn’t get my fingers around the base of it. She smelled beautiful, a mix of a woman’s perfume and the musky scent of a man. Although she had dark hair her pubes were kind of light in color and trimmed just over her cock. Her balls were nice and soft and when I lifted them up, I swear they felt full.

I licked the tip and put it in my mouth not exactly sure what the fuck to do. I’d seen my share of porn before but until the tables have been switched and you’re a man down on his knees with a cock in your mouth you’re a bit lost. So I started to pull up and down on the shaft, jacking her off and trying to concentrate on not putting her cock too deep into my mouth so I wouldn’t gag. The foreskin pulled back even more when she got harder and the whole thing looked really foreign to me. It was a lot bigger than my dick and with the foreskin and thickness of it it looked angry. I pulled the foreskin way back and licked the mushroom shaped head in a circle like a popsicle. This brought a couple of gasps from Kennedy.

“Ah, mmm hmm, Oh yeah Baby, I knew you’d like it.”

She grabbed the back of my head and started to push her dick into my mouth further and pull out only to let me breathe. I bobbed my head up and down on her cock trying to please her but could still feel her hand on the back of my head.

“Hmm, good Stanley, little less teeth Honey.”

I looked up at Kennedy and she had put one of her nipples in her own mouth. I just about lost it ‘cause it looked so fucking sexy. I have never seen any chick do this in a porn or real life since.

“Ummm, Yummy Stanley. Not bad for your first time! Now for the pièce de résistance baby. Stand up and turn around Honey, Let me get you ready.”

I stood up and she pulled my pants all the way down pulling one leg over my shoe, me wondering what she was talking about, “getting ready.” She pushed me forward with my ass in the air leaning over the toilet.

She grabbed my bottom with both hands and jiggled my bum a bit.

“Hey, a…!” I said.

“Stanley, you got a nice ass. I knew it was nice when I first saw you. Sure wish guys would wear tighter pants. I could tell the good ones from the flat butts”

Then she dove right in and pushed her tongue into my hole. Stopping, she lightly bit my left ass cheek and then pulling my cheeks apart and licked up and down my crack. She slapped my ass with her right hand and pushed her tongue back into my hole again and proceeded to fuck me with it. It felt peculiar and really super nasty. The more she tongue fucked me the more I was getting into it.  I’d never felt anything like it before and I started to wiggle around a bit and push back.

“You like that, don’t you Stanley?” she pulled her head off my ass a bit.  “I bet you’d never thought a girl could make your hiney feel so good. Just wait my little bitch; the best is yet to come. When I cum.”

She kept tonguing my rear and grabbed my balls and lightly squeezed ‘em. I couldn’t help myself. I let out a moan that sounded like it came from someone else.

She reached around me and grabbed my dick and stroked back and forth bringing me to another level of excitement.

She stood up and I turned my head around to see her squeeze out a bunch of lube from a tube she’d pulled from her jacket.

“See, I always come prepared, Baby Cakes.”

I started freaking out a bit knowing that she was going to try to push her giant clitoris into my ass. But strangely, I was also looking forward to it.

Kennedy pulled her foreskin back and slid the tip of her cock up and down my ass crack. Zeroing in on my hole she pushed in a bit and grabbed my hip with the other hand.

“Hold Still, Stanley. You’ve got to get used to it. I won’t hurt you. Promise, Baby.” She pushed up into me until her dick head filled me up and stopped at my inner ring. “Breath in deep Honey, it’ll only sting for a bit”.

Stinging wasn’t the word for it. Invasive and strange was really what it was. It was also starting to get sort of a sharp kind of pain so I pulled forward a little. I was about ready to stand up and get the fuck out of the woman’s rest room when she slapped my ass again bringing me back to what was really going on. I was being fucked in the ass by a beautiful girl with a 7 and a half inch clitoris. She held onto my hips and pushed into me a bit more. The fullness intrigued me and I thought it kind of felt weirdly sexy. She pulled back out and squirted more lube on her dick.

“Hey Kennedy, Ok, um, hold on now. This is getting kind of… wait a minute man,” I exhaled.

“I’m not a man Stanley! I could fuck you like one. Don’t think you’d like that! But I think you need me to go a little slow to give you the patience to get it to the good feeling so you find out your true needs.”

“What the fuck are you talking about?” I said. Not knowing she was completely in control.

“Stanley Baby! I’ve got my dick already up inside you. Just hold still Baby. You’ll get used to it. Give it a minute.” She pushed past my inner ring and I gasped but she held my hips firm with me bent over the toilet holding perfectly still.

Kennedy waited about 60 seconds then pulled her hard cock out of my ass past my sphincter and then spit down onto her it. Pushing back into me she says, ”How you doing Stanley, getting used to my cock yet?” I could only groan. “Yeah you’ll be there soon, just wait.” She slapped my ass again with her other hand and pushed forward up back into me.

“Ahh, Ohh, dang,” I moaned. I could feel her big cock head push past my inner ring again and I just opened up.

“Yeah, it’s a big dick ain’t it Stanley? You know it won’t feel so bad soon and then you’re gonna love it”.

Suddenly, I could hear someone had come into the woman’s bathroom and Kennedy and I both stopped the banter and I leaned over more fully clutching the toilet and stayed perfectly still.

The intruder did something at the basin hummed to herself and then pushed the hand dryer on and split.

Funny enough this gave me a good amount of time to get more used to Kennedy’s cock in my bung hole. I didn’t even realize that she had pushed up a good amount more into me.

Hey, Baby Cakes! I’m going to start rockin’ OK”?

I just grunted.

With that Kennedy started slowly moving in and out of my ass. What was weird was how good it started to feel. Really full, not intrusive, strange but good. More like I was participating than being abused. I thought to myself this is what a woman must feel like when she’s getting fucked by a man.

“Spread your legs a bit more Darling,” She said. “I told you I was a Rock and Roll Nympho, and I’m always on the lookout for my Rock and Roll Slut. I think I found it in you baby. Yeah, Stanley the Slut, I like it.” She said as she pushed up into me a little deeper with each thrust.

She grabbed both sides of my hips and really started to slam into me. Each time she rammed up into me I would groan out.

She leaned over me and I was starting to sweat a bit. The fullness of her cock made me feel so slutty and nasty and I could feel it rubbing on my prostrate.

I was moaning louder and louder when Kennedy slapped my ass again and said she couldn’t hold on much longer.

“I think I’m going to cum Stan. Fuck, Hmm yeah, It’s starting. I can feel it.”

“Ohh, Oh Jesus. My god” I said as I started to ejaculate. I could feel my ass tighten around her cock as she kept up the assalt stabbing in and out of my ass. I squirted my cum all over the front of the toilet and almost lost my footing.

“Stanley, turn around I gotta to cum down your throat!”

I was lost in my own ejaculation when she slapped my ass super hard and brought me around.

She pushed me aside and down grabbing my head and stuck her slimy dick into my mouth.

“Hell yeah. Oh you sweet bitch you. Take my cum you Bitch pig’. You’re such a Slut, Fuck!” She shouted.

Holding my head with both hands she came into my mouth and held me with such a strong force that I couldn’t back out of. She just made it in time. Her cum filled the back of my throat and spilled out the edges of my mouth. I was in a daze and I could barely think. I started to cough a little but managed to swallow most of her load. It didn’t taste bad either.

Still kind of stunned Kennedy grabbed my face and lifted it up to hers and kissed me, sticking her tongue deep into my mouth tasting her own cum. This T-girl was a sex fiend!

She let go of my face and told me, “That was fuckin’ hot! Fuck yeah, I just knew you were a Rock and Roll Slut!”