Free Sex Stories
Page 2452

loving mom and hope grandma next

This is another story or continuation, how it happened a few years ago, am trying to keep the stories in chronological order as they happen. Like I said in the past, mom was laid off work so she has been in town staying with me till she gets call back. After sexual tension with mom in the past we finally fuck. I’ve had been fucking mom for about 2 weeks already. It’s a dream come true. It’s all syncing in after the first week, the first few day I couldn’t concentrate on nothing, I just couldn’t take my mind of mom. I kept day dreaming on our sexual encounters; even mom body scent was always on... Continue»
Posted by pablopr82 4 years ago  |  Categories: Mature, Taboo  |  
4249
  |  
88%
  |  3

My Taboo Fantasies part 1

Let me start this story with telling you a little about my situation. I am married and I have 3 k**s and my husband lives in a different state for work reasons, He makes it home almost every month for a few days but im pretty much on my own.

We have phone sex and cam sex alot to keep it interesting and I love watching him pleasure himself. I will sometimes let him buy full body massages so he can get his asshole and cock rubbed til he cums just so he can tell me about it (it drives me crazy) I love that the last time he went she had a skirt on and was on the table beside him on her kne... Continue»
Posted by sweetangel12 4 years ago  |  Categories: Masturbation, Mature, Taboo  |  
3406
  |  
21%
  |  14

bl**dy Good Night

This is a true story. Im new to this and this is my first story so please bare with me.

Last Friday night my girlfriend and I had a game night with my s****r and her boyfriend. It was a pretty long evening, but eventually we all got tired and headed to my room to watch movies. We all knew this wouldn't last, and soon my s****r and her bf left my room to go sl**p. The movie was still playing and I was still wide awake (as tired as I get, I never get sl**py) so I kept watching it. I am an 18 year old guy, and she is 18 years old as well. So as a young guy, almost anything gets me in the mood.... Continue»
Posted by xxxfean69 4 years ago  |  Categories: Fetish, Hardcore, Taboo  |  
1197
  |  
93%
  |  1

the begining

At 18 I would get my first sex and it was awesome .that feeling of being deep in her pussy our bodies

locked together and of course I got to go down one her on a regular basis .I absolutely love oral the taste

of a girls pussy and asshole the different tastes as my tongues dances across her body . The sex was

pretty straight forward it wouldn’t be till my next girlfriend at 21 that it would get a little wilder. We were together for 3 years and as time went on I became more open and it seemed she became

more comfortable. I loved giving this girl oral and she had the sweetes... Continue»
Posted by jcmac 4 years ago  |  Categories: First Time  |  
353
  |  
100%

the next phase



I was looking forward to the fun I could have in my own place. I spent some time on the male chat line looking for someone to play with. he to liked to dress but like me was not at all passable . when he showed up at my place he had on black thigh highs open toe heels and a corset ,he was taller then me and of average build . it was the bulge in his panties i was interested in. I was dressed in pink thigh highs red strappy heels pink panties and a light purple chemise with a pink bra under it.
we sat on the couch watching some porn he took out his semi erect cock and told me he wanted t... Continue»
Posted by jcmac 4 years ago  |  Categories: Gay Male  |  
321
  |  
80%

The Older Man - Part 2

The Older Man -- Part 2

I swear, I didn't sl**p all that night. My orgasm has been exhausting, but I was so excited about having dinner with Rick, that I'd barely been able to close my eyes. I was still astounded that a 51 year old God of a man could find me the slightest bit interesting, let alone ask me out! And the phone sex the night before had been amazing; as my first time, I had nothing to gauge it against, but I digress. I'd never cum so hard in my life. Hearing his breathing change, his voice getting deeper and huskier as he'd told me what he wanted me to do to myself, knowing tha... Continue»
Posted by damonaffleck 4 years ago  |  Categories: First Time, Mature  |  
1052
  |  
14%
  |  18

My Feminization of the day

Ever love the feeling of a woman cummin on you? Well I felt that this evening after I picked up a random woman off the street who asked to be drive home. When we reached the house she asked me to come in. I did and she actually blindfolded me into here bedroom where she tied me up on her bed. I didn't need that but I just played along with it begging to be let go. Of course she didn't let me go. Then she started to tear off my clothing and found me wearing a bra and panty. Then she said,"Well aren't you dressed up nice?" she pulled on my panties and let go juggling my balls around. She laughed... Continue»
Posted by SissySlut9084 4 years ago  |  Categories: BDSM, Shemales  |  
623
  |  
100%
  |  3

what about me

The city is sl**ping but I'm still awake
I'm dreaming I'm thinking what happened is it right?
I fold into the night
The flash backs the pictures the letters and songs
the memories the heart that you carved on the wall
It's a shame
Now that nothings the same
The bridges are burned and were lost in the wind
It's time that we sink or swim...
What about you?
What about me?
what about fairytale endings
were you just pretending to be
I'm wondering...
what if we tried?
what if I cried?
What if its better tomorrow what if I followed your eyes
I'm wondering...
What about me?

... Continue»
Posted by TaylorHillaridge92 4 years ago  |  Categories: Voyeur  |  
201
  |  
90%
  |  3

the next night

Billy and I had agreed to meet the next night after I got off work. The anticipation of what was to
cum had me so turned on all day that my panties were wet with precum my whole shift. I had made
sure before I left for work that I had an enema because I was determined to get fucked that night.
When I got to his place he was wearing nothing but a bath robe he sat down on the couch and I sat
next to him as we watch a bit of porn he opened his bath robe and began to stroke his cock and I
watched in fascination. I undressed fast and wasted no time I dropped to my knees in front of h... Continue»
Posted by jcmac 4 years ago  |  Categories: Gay Male  |  
384
  |  
89%

Saturday #3

Bobby is the guy who was trying to set up the gangbang.I called him after I left David and he told me to come to his place.
When I got there he had dinner waiting for me.We ate and had some beer as we talked.I didn't tell him I had just fucked two guys before him.That is just tacky.
We sat around for awhile and I finally asked him if he was alright because by now he is usually all over me.He said he was waiting for a phone call and didn't want to be in the middle of anything when it came in.I said "it must be important." He said "yes it is." That was all he said about it.So we waited and fin... Continue»
Posted by OlWhore62 4 years ago  |  Categories: Hardcore, Mature  |  
468
  |  
100%
  |  2

My New Mistress

Ever love the feeling of a woman cummin on you? Well I felt that this evening after I picked up a random woman off the street who asked to be drive home. When we reached the house she asked me to come in. I did and she actually blindfolded me into here bedroom where she tied me up on her bed. I didn't need that but I just played along with it begging to be let go. Of course she didn't let me go. Then she started to tear off my clothing and found me wearing a bra and panty. Then she said,"Well aren't you dressed up nice?" she pulled on my panties and let go juggling my balls around. She laughed... Continue»
Posted by SissySlut9084 4 years ago  |  Categories: BDSM, Shemales  |  
529
  |  
91%
  |  2

Saturday delight

I was trying to set up a gangbang for myself with a friend of mine but for some reason he could not find anyone.So I did the next best thing.I made 3 dates in one day.
I started my Saturday at 10 am at Tom's house.We stripped got in bed making out for awhile.I slid down and started to suck his 9" cock.He wanted to kneel and fuck my mouth.He actually got on me with his legs on each side me flat on the bed.He pulled my head up and shoved his cock in my mouth.As I was sucking him he reached back fingering my cunt.I spread my legs giving him full access.My cunt was getting wet as he had two finge... Continue»
Posted by OlWhore62 4 years ago  |  Categories: Hardcore, Mature  |  
488
  |  
92%
  |  1

My friend Dale with benefit Part 5

I was beginning to discover that Dale had all the equipment and know how to satisfy her black stallion. I did not mind satisfying or experience her sexual lust for me. In the time Ellen was away Dale and I had several days to put our agreement into full f***e. We went at it like two horny teenagers taking advantage of every chance for the next sexual escapade. I enjoyed the time with Dale. There were no complains from Dale either.
I had left to go to the supermarket when Ellen arrived home. By the time I returned Dale had already talked to Ellen. When I open the door Dale and Ellen was th... Continue»
Posted by Xtra007 4 years ago  |  Categories: Interracial Sex, Mature  |  
339
  |  
100%

Saturday #2

On to David's place #2.
I stopped home to clean up and met Dave at a restaurant.Afterwards we went to his place.He is very aggressive and as we sat on his couch his hands were immediately in my pants kissing me hard.Next thing I know his cock is sticking out of his pants.I started stroking it but he got up on the couch pushing it into my mouth and shoving it down my throat.I was gagging and slobbering all over his cock.He was grunting and groaning like an a****l.I was hoping he would stop before I threw up but that wasn't happening anytime soon.He wanted that cock down my throat.Finally he pu... Continue»
Posted by OlWhore62 4 years ago  |  Categories: Hardcore, Mature  |  
271
  |  
90%
  |  1

First Public Experience

From my previous stories you’ll know I love to dress up in lingerie. After a small number of sexual encounters with men I decided it was time to take things to the next level. I told a lesbian friend of my cross-dressing and asked her to take me to a gay nightclub dressed as lady. I didn’t want to go on my own. She seemed surprised but agreed. All week I wondered what to wear. By Friday I settled on a skin tight white dress with matching high-heel shoes. I spent the previous evening waxing and plunking my eye brows. I wanted to be as feminine as possible. Friday evening i began to get ready. I... Continue»
Posted by monkeynuts0 4 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  
593
  |  
99%
  |  11

Honolulu surprise

I haven’t written a story in a while because I moved from Asia to the US and have been busy with work.

Back in Honolulu, I used to fuck plenty of women as I was young, tan, blond, and in super shape with Triathlons. Mostly I would try to close the deal really quickly after I met someone, just going with “Hey you wanna go fuck?” question after a few minutes of chit chat. You would really be surprised how often this technique worked. I got slapped a few times and a few “fuck you’s”, but really it worked more often than not. Actually, looking back it is only logical I would continue to use thi... Continue»
Posted by mahuluvr 4 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  
900
  |  
75%
  |  1

Grocery store

I was shopping for groceries when I noticed a man coming down the aisle.I looked at him and he looked me straight in my eyes,we smiled at each other saying Hi.He had these penetrating green eyes that got my attention.We passed and I wondered how to strike up a conversation.I wandered around the store keeping an eye on him and checking him out.He looked older than me but looked like he had a pretty good body. His arms were muscular like he lifts weights.Finally I saw him in an aisle looking confused about something off the shelf.As I approached him he turned and said hi again then asked me "do ... Continue»
Posted by cheater009 4 years ago  |  Categories: Hardcore, Mature  |  
1077
  |  
90%
  |  7

Night Security

About four or five years ago I was doing security at a high end condo building downtown. 3:45 or so in the morning I caught these college girls doing something they shouldn't have been doing. It wasn't serious like robbery or something but it was enough for them to get in trouble. They were coming home from the clubs and were pissed to the gills. Anyway they were in the pool table room all horned up and groping and kissing each other. I must say I rather enjoyed it. They were scared as hell that I was going to tell and they asked what they could do for me to keep quiet. The blonde came over to... Continue»
Posted by MOB2012 4 years ago  |  Categories: Group Sex  |  
986
  |  
94%

A Spanking from John

An encounter and Education with my Fathers closest Friend
Riding my bicycle home from college as I do every day is one of my favorite activities, it gives me time to think and the sensual rocking back and forth of my pussy on the leather seat satisfies my wanton desires. This particular day I was feeling particularly horny, my panties had worked their way up into my pussy and I was soaking my bicycle seat. As I rode down the street to my house I noticed a car in the driveway that belonged to a good friend of my Fathers and someone that I had a strong crush on. John Banks was an older ... Continue»
Posted by spankingjenny 4 years ago  |  Categories: Fetish, Mature  |  
627
  |  
97%
  |  7

Another Fantasy Spanking from Peter

Another Fantasy Spanking for Jennifer from Peter.
I had just turned 18 and was so looking forward to this vacation to Amsterdam but things were just not working out. First the Airline misplaced my luggage so the only thing I had to wear was a short thin sun dress and then the Hotel I was supposed to stay at had overbooked so I had no place to stay so as I wandered down the street I sat down on a bench and started to cry. I had no idea but right across from me was a business called “Peter Pans Fantasy Book Store” and the owner was watching me out the window. He could see that I was in real ... Continue»
Posted by spankingjenny 4 years ago  |  Categories: Fetish, First Time, Mature  |  
214
  |  
90%
  |  6