Free Sex Stories
Page 1831

Fun with a cross dresser

I had a really good experience with a cross dresser yesterday. A mutual friend had recommended him after enjoying his services so I got in touch and he immediately responded by inviting me to go and meet him. It was most enjoyable. I have never been with a CD before but he seemed okay. He is late 50s and very slim. It was really quite strange. He came to the door in a dressing gown and invited me into the lounge where he explained how he had got involved in all of this by dressing up in his wife's underwear when she was out. He said that this was a real turn on for him but eventually he got so... Continue»
Posted by jwseekolder 22 days ago  |  Categories: Gay Male, Masturbation, Mature  |  Views: 2580  |  
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On the Safari - Part 2

On the Safari
Part 2



After we got back to our room in the hotel, Sue went to take a long shower. I called the nurse to visit us, so she could
check Sue. Sue was still in the shower when hotel nurse came and I asked her to come in. She was an older nurse and
black, but I had big dilemma as to whether I should tell her what the real problem was. Then I told her that my
girlfriend had close encounter with couple black males and she just nodded to me. She started to call Sue and asked if
she could step into shower room so she could check her. It took a while until Sue let her in b... Continue»
Posted by blackforblond 10 months ago  |  Categories: Group Sex, Hardcore, Interracial Sex  |  Views: 951  |  
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Luckiest bastard

It was just past noon and I was on my way home when I met Trent. We new each other from a summer festival in the city a month earlier, where we both had been working as volunteers. We'd had a lot of fun during the three days of the festival and so it was great to see him again. Within minutes it was like no time had passed and we were making the same kind of silly jokes we had done during the festival.
After some time Trent invited me to his house for a drink alongside his pool. I happily accepted his offer as it was already 25˚C and the temperature was still rising. We walked to his car and ... Continue»
Posted by bimale73 1 year ago  |  Categories: Anal, First Time, Gay Male  |  Views: 1445  |  
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My first happy ending massage

I had graduated high school still a virgin, and had grown really tired of being the only person to jack me off. Growing impatient, and sitting on all the money I'd made throughout a long summer interning at a law firm, I decided to treat myself to my first handjob.

I remembered hearing on TV about finding hookers online, and figured there were probably sketchy Asian massage ads too. How young I was! Little did I know about the Craigslist AMP listings... Anyway, I found an ad for a massage place in an office building, which had pictures of young asian women, and advertised girl friend experi... Continue»
Posted by Sir_jerks_alot 3 years ago  |  Categories: First Time, Masturbation, Mature  |  Views: 2203  |  
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My Dirty Encounters, A girl Growing Up

I like to tell them as I see it, recounting my own experiences, and those of my friends.
So, just how easy am I? If I'm in the mood, I will let you, not in a detached manner, but my full commitment, I dont let men use me like a spare condom, I want something from it, so it's a 50-50 affair, you do me and I do you.
Driving home from a night out, we pulled over on the motorway, it was dark and alongside a forest, hubby wanted a pee, then the wife of the couple we were out with, decided she needed one too, and got out and went down into the forest with my husband, she was a little scared of the... Continue»
Posted by MarieL 3 years ago  |  Categories: Fetish, Masturbation, Taboo  |  Views: 4136  |  
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First Time With My Teacher.

Im, 18 years old. You are my 40 year old teacher. Every day in class, i sit in the front row. You always see that I am hard every day. Always fidgeting with it. Today, you decide to tease me so during the test, you are sitting at your table in front of me, wearing a very sexy skirt. U see me peeking at your legs and cleavage and slide one leg high while they are crossed, giving me a peek at your garters and bald teacher MILF pussy. Nibbling on a pen and playing with your shirt, exposing more buttons. The test is finished, and i cant even get up, because im so hard and there is a wet spot on my... Continue»
Posted by jzimm25 3 years ago  |  Categories: First Time, Mature, Taboo  |  Views: 1919  |  
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My first time ( true story)

My husband and I had been involved in swinging for several years, having tried several things. We had swapped partners and had several threesomes with other guys and came to realize that what we both enjoyed the most was me fucking other guys while hubby watched and took pictures and cleaned me afterwards. After a few years of me cuckolding hubby he brought up the idea of me fucking a blackman. I had heard the stories and admit that I was curious but had never seriously thought about fucking black. I figured hubby would really freak out if he thought I wanted to fuck a blackman, but here he wa... Continue»
Posted by ChannelFive 3 years ago  |  Categories: Hardcore, Interracial Sex, Mature  |  Views: 5405  |  
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tim and i and mom and dad

We were 13 and 14 when our parents called us into the f****y room. They were wearing only robes. We were told to strip naked and stand in front of them. When we did this they both began to rub our bodies. Mom was rubbing Tim and dad rubbed me. They started with our backs and rubbed down to our asses. At the ass, they gripped our ass cheeks and squeezed them for quite some time. It really felt good. They then spread our asses and looked at our assholes and rubbed a finger aroung the bud. This made a funny tingle in our stomachs. At that point they turned us facing them and started on the front... Continue»
Posted by palygirl 4 years ago  |  Categories: First Time, Taboo  |  Views: 4361  |  
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Tasting my girlfriend’s mom!

It all started out when we were 19 and liked to dance and have fun. We would go out to dance clubs and have a few drinks. This age was something really exceptional for we could spend hours on drinking and having fun, without sl**ping or having rest. To say the truth, the period between 18 and 22 was the drinking age! We had a regular dance hall where we would go every Sat night for wild dances and drink.

I had a girlfriend. She was of my age and she was a very nice person. We would go everywhere together because we liked each other and were very close and friendly. One day her mother asked ... Continue»
Posted by PornApocalypse 2 years ago  |  Categories: Mature  |  Views: 1351  |  
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Boarding School and Wedding night exploits

Reading the newspapers I see as each year passes, women of all ages are coming to the fore, regarding their sexual habits.
In schools, young and attractive female teachers are having sex with boys and girls, their sexual urges eclipsing their moral standing.
Of course as a girl myself, we knew this from day one, we are horny buggers and love a good rodgering, and giving a good blow-job, it's society that tries to make us what we are not.
In boarding school, we cut favors with staff, in return for illicit sex, partly for freedoms, but more for our own satisfaction, I was a horny teen and gav... Continue»
Posted by MarieL 2 years ago  |  Categories: Anal, Lesbian Sex, Taboo  |  Views: 962  |  
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Out of Town Sex

For the next two weeks I'm in town for a business trip. My boss wanted me to stay in a nicer motel, but I told him I needed the peace and quiet after a long day. The first night was real nice and quiet. I'd step out of my room, look up and see millions of stars. I took some pictures of the night sky and my surroundings. There's only two cars in the parking lot. I can only hope that someone else rents the room next to me, soon.

I get up the next morning, open the curtain to let the sun shine in. I take a shower, come out with just a towel on. There's a knock on my door. As I walk cl... Continue»
Posted by loloishorny 2 years ago  |  Categories: Group Sex, Mature  |  Views: 1720  |  
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first time with a strap on

I think I can trace my new addiction back to a short fling I had with a girl a few months
back; I'm 22 years old slim; about 6', and fairly good looking. Not trying to be conceaded
but simply stating girls would be atracted to me however it would be difficult for me to
progress with them because I am so shy. Well back to the story; I Kristen at a local college
bar; very pretty but a bit on the rocker chic side. I lived on campus in a converted
victorian house with several room mates. We had several sexual encounters which were great
but on the last 2 occasions kristen let me fuck her ... Continue»
Posted by kellyblue66abc 1 year ago  |  Categories: BDSM, Gay Male, Shemales  |  Views: 1705  |  
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Found my Cuck and Wife at the YMCA (True Story)

True story that happen to me two years ago. One day I was working out at my local YMCA. When this sexy mature white lady walks into the workout area. She had a veery sexy body, with the perfect ass and tits, and dirty blonde hair. As I continued to work out I noticed her looking at me with those fuck me eyes. Then I saw the wedding ring and thought to myself..." shit she married".

I continued my working while enjoying looking at her sexy body. As I was almost done with my workout. A shorter white man walks in and the two of them began to talk. At one point they look at me and they both kin... Continue»
Posted by douright 2 years ago  |  Categories: First Time, Interracial Sex, Taboo  |  Views: 2879  |  
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Emma's Second Night with Black Dicks

When Emma awoke, she noticed a gift box with a card. Emma opened and read the card which said “Put this on and ONLY this and then ring the bell. As Emma opened the box, she saw a fancy blindfold and bell. Emma was intrigued and noted the handwriting of the note was that of her friend Naomi. Emma had learned to trust her friend and removed her clothes leaving her completely naked and placed the blindfold on. Emma then rang the bell and waited. In less than five minutes, Naomi entered the room and offered her hand to guide her downstairs.

“I am glad you rang, you are going to have an amazing ... Continue»
Posted by jerk978 1 year ago  |  Categories: Anal, First Time, Interracial Sex  |  Views: 2920  |  
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Using my wife and fucking my stepdaughter

So there I was, in the small bedroom decorating, it was about two thirty in the morning and I had lost track of time, whilst deep in to getting the small room prepped ready to finish in the morning. My wife was already in a deep sl**p in our bedroom far at the front and my stepdaughter, who was staying over the night was asl**p in the bedroom at the back. I decided to have a bath and get cleaned up before going to bed, which did not take me very long to get all as the water was nice and hot. Once I was dry and completely naked I walked quietly toward my bedroom where my wife was sl**ping nake... Continue»
Posted by xerosheartx 6 months ago  |  Categories: Anal, First Time, Taboo  |  Views: 19039  |  
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A sweet fuck buddy

In 2001 I worked front desk at a hotel near Clearwater Florida. They had a bar in the lobby, which they held karaoke a couple of times a week. Every now and then, one of the guests I was sl**ping with would stop by and talk to me, but that's another story. Another woman , Denise, would come to sing karaoke religiously and she would also stop by the desk to talk to me. She was a BBW, about 35 and very pretty. Her tits weren't huge, and if she dropped weight, she would probably not have much at all. A couple of times she gave me her number and I forgot all about it because I was getting fucked v... Continue»
Posted by craze47 2 years ago  |  Categories: Anal, Hardcore, Mature  |  Views: 1361  |  
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Out of this world ANAL with my baby boy!

Last week after a long hot day at work I got home and went straight to the shower before making dinner, after my shower I decided to take a nap just for a few minutes that turned into 3 hours btw! lol I was laying on my stomach when I felt something wet touching my ass, I moaned and turned to see my son kissing and licking every inch of my ass and let me tell you this is one big ass CTFU.

He spread my cheeks and started licking and tongue fucking me ass which made me cum instantly, he stopped long enough to ask if I had ever had sex doing just anal and I said no I haven't, he moaned and wen... Continue»
Posted by justimagining 3 years ago  |  Categories: Anal, Taboo  |  Views: 4554  |  
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Caught by my step mom

My dad had remarried a sey lady and I lived with them Now dad and I had been having sex for almost eight years. That was when he and my mom split. He came to my bed one night and got in naked. He pulled my nightie off and began to feel up my body. I really liked his hands over me and let him do any thing he wanted. I loved him licking my pussy and my ass. But when he began to fuck me, i was hooked. I wanted it all the time. Not only did we fuck every night but also during the day. Dad worked at home and had the time to mount me several times.

Then he met a slut at work and decided to get ma... Continue»
Posted by smileforme 4 years ago  |  Categories: Hardcore, Lesbian Sex, Taboo  |  Views: 10484  |  
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Learning How to Earn$$

I have had a hard time trying to figure out what my sexual preference was, if I am gay or straight. Don't get me wrong I do enjoy a good tight cunt, to lick and or screw. However I do enjoy a nice fat dick deep in my butt, oral sex is a given, I like having my dick sucked and I do like licking cunts and sucking clits. I am particular about sucking dicks, if they are big, I will more than likely suck them. If they are uncut and the skin moves freely back over the head, so I can inspect them, I will suck them, with out a rubber on them.
No matter what size they are I will offer my butt to t... Continue»
Posted by d4david 2 years ago  |  Categories: Anal, Gay Male  |  Views: 705  |  
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My first real time

Again – all my stories are absolutely true


2006 February, 22
about 11:40 am


Damn, I really hated sports when I was in school. Not that I don’t like sports in general, but considering I already had a quite big bosom when I was 16 it was really a pain when I had to jog or to make gymnastic exercises. If you can’t understand, just bind a pair of sand bags over your breast and try to jog properly. I think everyone can imagine the problem then. The best bra doesn’t help with that problem, my back starts to hurt and the breasts are bouncing wildly while running, but that’s not the biggest... Continue»
Posted by Bea69 3 years ago  |  Categories: Masturbation, Sex Humor, Voyeur  |  Views: 1666  |  
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