Free Sex Stories
Page 13

First time with a transsexual e****t

True Story about my first experience with a transsexual e****t.

Where I live there isn't many options or chances to meet a transexual. I'm from a small city in a small state that just to be honest is behind the times still. I had always wanted to experience being with a transsexual but could never find any on websites in my area. After several years I just so happened to come across a ad on a website for a transsexual being in my city for a few days in between traveling. She was beautiful! Tall with a gorgeous body, long blonde hair but the one thing that concerned me was the size of her pa... Continue»
Posted by WVBoi77 7 days ago  |  Categories: First Time, Gay Male, Shemales  |  
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Deep in Mommys Ass

My mother has always been afraid of Thunder Storms, especially at night. For as long as I can remember, whenever there was a storm my mom would come into my room and climb onto my bed so she wouldn't have to be alone. Early on we would cuddle up in each others arms and hold each other. But as I got older this innocent behavior soon stopped seeming so innocent. So mother eventually stopped holding me and settled for just lying face down on the bed next to me.

Mom may not have been very attractive, which is probably why she was seldom asked out, but having her laying next to me in nothing but... Continue»
Posted by Z4N4 7 days ago  |  Categories: Anal, Mature, Taboo  |  
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It was a Restless night.....


It was a restless night, you know...one of those nights were the imagery in your mind keeps taunting your imagination.... I kept tossing and turning in the warmth of the soft breeze coming through my open window. Images of her sensual body laying next to me kept pulling at my imagination as I drifted in and out of my slumber. I could see her beautiful full breasts rising and falling with her every breath... her long hard crimson nipples taunting...I began to smell her sweet wetness...my mind begging me to taste her once again... Fuck... I so didn't want her to control me in the darkness of t... Continue»
Posted by jazintime 7 days ago  |  Categories: Anal, Masturbation  |  
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A New Experience

I've always been an adventurer. I love to try new things and challenge social norms. Since I define myself as bi-curious, I want to try new stuff but because of the social pressure in my hometown I couldn't find a chance. That's why usually when I travel to other countries I feel more free and up for new stuff. This is a story about my first proper homosexual experience.

I was traveling to some central european country when I was 20 years old. Met with lots of hot girls and had really good time. But I always was curious about being with a guy, sometimes when I masturbate I play with my ass ... Continue»
Posted by marko313 7 days ago  |  Categories: First Time, Gay Male  |  
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Park after Dark - part 3

After I got my pants back on and settled down. I left the dressing room and helped Andy with customers. I couldn't help looking at Andy differently. I was amazed how calmly Andy was when he spoke to me as if nothing happened. I wanted a chance to talk to him about what happened but there was a steady stream of customers the entire afternoon. It wasn't until about close when the last customer left. Andy had me straighten up the font of the store while he started going over the receipts by the register. I locked the front of the store and started to vacuum. Thoughts of Andy sucking my cock race... Continue»
Posted by Daleharris 7 days ago  |  Categories: First Time, Gay Male, Mature  |  
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Kandy's Panty Show






Date: November 26th, 2016

(There may be enough sexy things in this story of mine to make you happy!)

"Get yourself changed out of those clothes you have on sissy. I want you in those panties, anklets, maryjanes and wig in less than 5 minutes or otherwise you'll get 100 hard fast smacks!"

What had led me to this point? Oh my, it is a long story but as a sissy who keeps digging deeper into it, I kept finding newer and naughtier ways to express myself. For some time I had been a Pantyshow Princess who dressed in pink too-short little girlie dresses so my panties would give a... Continue»
Posted by KandyKravenkox 7 days ago  |  Categories: Fetish, Mature, Shemales  |  
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Feeling Inadequate: The Antebellum Cuckold's

He had no idea just how long Nancy had been 'carrying on' with Samuel, but she had begun to turn somewhat cold towards him about a year earlier; and so it had been probably at least that long! What was more, though he was worried (on the one hand) that she'd end up with c***d by Samuel, yet on the other hand, the very thought of that out-come, often sent a shiver of---what could only be called 'exhilaration'---running through him!

Nancy becoming pregnant by Samuel was by no means an idle thought. The possibility of it grew more and more likely each and every time Samuel went into Nancy's re... Continue»
Posted by DickLover59 7 days ago  |  Categories: Fetish, Interracial Sex, Masturbation  |  
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Not Gay Natural Cocksucker

You never know someone until you live with them... or in this case spend a few days in a hotel together.

And even if you think you know yourself, situations will test that knowledge and even redefine who you are.

To explain what I mean I'll tell you my story of a few days in Seattle that changed everything.

Tyler was married, with a couple of k**s, like me, although his were younger. Well, truth be told, he was ten years younger than me, and had a ridiculously hot blonde wife... although she hadn't lost all the baby weight from having two k**s in 27 months.

He was a very good looki... Continue»
Posted by 425olds 7 days ago  |  Categories: Fetish, First Time, Hardcore  |  
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Wrong Bar?


I was bar hopping in San Francisco and had already been to a drag bar where I was luckily still sober enough to recognize an Adam's apple on an otherwise feminine looking person who was hitting on me pretty hard, when reached a club called Deception, a club I recalled my colleague Fran, one of the few who had so far resisted my charm, had said I had to visit if I was in San Francisco.

I asked, "Why?"

"It's a bar where you are guaranteed to get fucked like you have never been fucked before," she said, always talking like she was a guy.

"I can't imagine how that is possible." I smiled... Continue»
Posted by brian7019 7 days ago  |  Categories: Shemales  |  
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Two Cocks For a Hot CD

It started out as a fantasy. I had developed a fascination for porn where the girl (or guy) was getting fucked doggy style while sucking another cock. As a submissive cross dresser, I fantasized about being dressed in my sluttiest outfit, while two Alpha Tops had their way with me. I found my thoughts constantly returning to this fantasy, adding detail and imagining scenarios, and it never failed to make my cock hard.

The one night I was a little high, d***k and horny and cruising the sex want ads on Craigs List. Without really thinking about it, I found myself clicking on the “Post an Ad” ... Continue»
Posted by Darkstarr77 7 days ago  |  Categories: Gay Male, Group Sex, Shemales  |  
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The Party chapter 1

So the day had come it was party day, i had been organising this for weeks with my friend daisy, me and daisy have been fuck buddies for 3 years now but i had known her all my life, she was my neighbour growing up but until that 1st time together we had never thought of each other like that. Daisy was a blonde with a flat, toned stomach, boobs that were perfect, her pussy was shaved and always wet.

Anyway about 2 months ago we had just finished another fuck session, we were lay in bed chatting and i started telling her about my fantasy of having multiple women at the same time just me and m... Continue»
Posted by stunic 7 days ago  |  Categories: Hardcore  |  
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Taking My Wife's Place

It had took me over a year to talk my wife into sucking and fucking another guy. Once she did it she went wild having two cocks at once. After that she would do just about anything kinky I wanted she even did two BBCs at once. I don't think there is any thing more exciting than watching you wife sucking and fucking two big cock at once. I loved seeing her have multiple orgasms, but I have much pleasure watching and being real close to their cocks. Especially licking her pussy or ass they fuck her. I always lick her cum filled pussy making her scream with pleasure as enjoy the feel and taste of... Continue»
Posted by mikeron 7 days ago  |  Categories: Gay Male  |  
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Day at the nudist beach

Exciting day at the beach.
While travelling around the east coast of Australia, we stayed at a campground called North Head, South Durras. The coastline consists of rocky headlands interspersed with beaches of varying sizes. One particular beach is Myrtle beach that is listed as an unofficial nudist beach. We had been inland for a visit to Canberra and where returning to South Durras to stay with a friend for one night before heading north again and had a few spare hours. We had decided to go for a swim and when asked where, I nominated Myrtle beach. There was no opposition from the goo... Continue»
Posted by jabof 7 days ago  |  Categories: First Time, Mature, Voyeur  |  
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Not Gay But one Taste of Black Cock

My neighbor Mike is a good friend of mine. We often hang out, play basketball and watch football on Sundays. I am married and my wife likes Mike so we all get along fine, but Mike and I are closer friends. Mike is 34 years old and is a big guy. He is about 6 foot 3 and weighs about 225 pounds and very Black. He used to play football in college and is still in great shape.

I am athletic but not as athletic as Mike. I am white, 40 years old, 5 foot 11 and weigh 185 pounds. I guess back from his college days Mike has gotten use to having a masseuse come over to his house once a week and rubbi... Continue»
Posted by 425olds 7 days ago  |  Categories: First Time, Hardcore, Interracial Sex  |  
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Now I'am a Black Cum Eater

I'm going to tell you what happened to me and my wife Jennifer as it really happened. We went from mild swinging to...well, you'll see. It's all true.

You have to understand that Jenny is a beautiful gal. Actually, at 5'4", 135lbs, long blonde hair and hazel eyes, she's a stunner. And believe it or not, she's got HUGE tits (38F) and yeah, they're real. (She always makes me add that.). Jen also has great legs and a beautifully rounded ass. She just turned 28; I'm now 31.

Jen comes from an academic f****y. Her f****y and friends were pretty repressed about sex. In her college days some o... Continue»
Posted by 425olds 7 days ago  |  Categories: First Time, Hardcore, Interracial Sex  |  
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Singles Party Fuck

Adrian chatted me up at the singles party. We did a couple of dances and then we went to a dark corner where he slowly ran his hand up my leg under my dress and rubbed his fingers over my cunt-mound. He deftly pulled my panty to one side and slipped his fingers into my now soaking wet cunt. I was on heat and I whispered to him I needed his cock fucking me. We quietly slipped out the front door and went to his car. Sitting in the front seat he leaned over and as he kissed me he put his hand into my blouse past my bra and started to maul my tits hard and rough. After groping my tits and cunt for... Continue»
Posted by myaussieslut 7 days ago  |  Categories: Group Sex, Hardcore, Mature  |  
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DAILY SOLO ORGASM, BACK MASSAGER, HOMEALONE, SURPR

I was really turned on all day long. I couldn't wait to leave work so I could go home and masturbate. However, I was stuck working late because today was black Friday. What a joke! I'm a black female who lives in the inner city. I work a shit job but I sure know how to please myself. I recently purchased the best toy ever. An electric vibrating back massager with a heat setting!

I have been using it daily and it is very effective in giving me multiple orgasms. This thing makes me cum so hard my pussy twitches after I cum! The heat setting is great and feels great! So, after a long and busy... Continue»
Posted by orgasmsolo 7 days ago  |  Categories: Masturbation  |  
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Vacation Trip

My co-worker told me about this nice vacation place, but he didn't tell
me everything. As I believed his stories I bought a trip there for me and
my girlfriend. He told me that he had found a club where you could watch a
special show that really showed everything. He told that it was worth of
every dime he spent on it. I didn't hear sarcasm in his voice, but I guess
I should have.

I paid the trip and we went there. The Place looked nice, the hotel was
awesome, the food was cheap and the locals were nice and polite. I found
that the club that my co-worker had told me about an... Continue»
Posted by hondo1906 7 days ago  |  Categories: Anal, Group Sex, Interracial Sex  |  
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My Stint As A Call Girl And Porn Star

es, I was more than just upset. Fuming would be a good word. Why? Well because we were in Las Vegas, on our second day of a two week trip, and my husband had already lost close to five hundred dollars. And the asshole went back this afternoon to try to win it back! I did check on him, after about an hour or so, and he had already added another hundred to the total. In the negative! So yes, I was beside myself with anger, wanting some sort of release. I was sitting by the pool in the late afternoon sun, in the shade actually, trying not to get burned. At least by the sun anyway. That's when I s... Continue»
Posted by hondo1906 7 days ago  |  Categories: Hardcore, Group Sex, Interracial Sex  |  
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We Sat By The Pool My Wife And I

We sat by the pool my wife and I. The sun bathing her body in the heat of the afternoon. The sweat beading up and trickling off her flat belly and pooling in her jeweled and pierced navel. I watched her lie there breathing thinking how it would effect all the young men around us if I were to pull aside the tiny 2 inch wide black band that covered her pussy. Exposing the most beautiful cunt God ever created. Neatly trimmed. The pouting large labia she had between her shapely firm thighs for all of them to see. I felt my dick stir inside my trunks. I let my eyes wander up her body. Her nipples w... Continue»
Posted by hondo1906 7 days ago  |  Categories: Hardcore, Interracial Sex  |  
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