anal sex stories – Page 8

My Mother-in-Law (7)

★ ★ ★ ★ ★

0 average (0 rating(s))

Friday morning came, I was dead tired, I could hardly wake up to take Paula to work. I'd tossed and turned all night dreaming about my ordeal with Alice at the hospital. I threw on a pair of shorts and a clean T-shirt and staggered out to my car to drive Paula to the hospital. I wanted to get an early start, so I could finish painting Alice's kitchen and bathroom, before it got too hot. I didn't have the energy, I needed more sleep. So I drove back to the house and took off my shorts and slipped under...

READ MORE

Tags: anal, anus, big-breasts, huge-tits, nylon, rectal, rectum, stockings

My Mother-in-Law (9)

★ ★ ★ ★ ★

0 average (0 rating(s))

Sunday afternoon, Paula and I came back to her house so we could change, we were going out to eat at a nice restaurant in Niagara Falls. While Paula was taking a bath, Gladys pulled me aside taking me out onto her patio. Where neither Paula or Alice could hear. "Bob, I got it!" She exclaimed. At first I thought she had some kind of an idea to get us out of the mess we were in. Looking blank, ready to hear her idea, I said. "Okay, let's hear it!?" "NO SILLY!... MY PERIOD! I'M NOT PREGNANT!" She beamed smiling...

My Mother-in-Law (10)

★ ★ ★ ★ ★

0 average (0 rating(s))

Gladys and Pete were doing some interesting talking lately on their dates. They were talking about living together in marriage. Questions like 'What if we got married where would we live?' With Gladys living in Canada and Pete the United States, they had some serious considerations. Gladys had been phoning around trying to get some answers to their questions but found she was being put on hold and forgotten. It was becoming obvious that she had to go in person and talk to the right people. The government offices in Toronto were giving her the run around and her phone...

READ MORE

Tags: anal, anus, nylon, rectal, rectum, seamed-stockings, stockings

My Mother-In-Law’s New Nightie

★ ★ ★ ★ ★

0 average (0 rating(s))

I was married young. I was a month short of 21 years old and my wife was 19. We had been engaged for some months but both our parents asked us to wait to finish college and get a secure job before getting married. However, our doctor changed all that because he made a very bad diagnosis and said that Margaret, my fiancé, was pregnant. That came as one heck of a shock as her periods had been regular, but he told us that it was still possible to be pregnant and we, being young and innocent, believed him and...

READ MORE

Tags: anal, anus, doctor, medical, nightgown, nightie, rectal, rectum, stockings

My Mother, Susan

★ ★ ★ ★ ★

0 average (0 rating(s))

I remember the day exquisitely well. The days - no the months and years before it - are wrapped in some soft-focus, cotton-candy memory, but that day snaps into sharp focus with a clarity that is the result of moments of great impact long remembered. For all those years, my mother was my Mom. Then one day she became a woman. More importantly, she suddenly became a sexy woman. An extremely desirable woman. I didn't - that day at any rate - suddenly become a profligate. It was to take a certain determinism and some considerable time before I might...

My Friend’s Son

★ ★ ★ ★ ★

0 average (0 rating(s))

*** Her friend Ronda needed a place for her son Ron to stay while finishing his senior year in high school and on into college as her husband was being transferred to another city. Having a nice young son around the house would be nice especially considering that her husband traveled quite often and she was alone. *** Rhonda and I were friends before her son was born. We have not had children of our own, as I could not get pregnant. We consider Ron one of our own and his Mom and Dad were grateful as they both worked...

READ MORE

Tags: anal, anus, older-woman, rectal, rectum

My Grandma Loves It

★ ★ ★ ★ ★

0 average (0 rating(s))

Mom had insisted that I went along with her and my older sister Ann. Dad was away on one of his trips and would be away for at least six months. I was looking forward to the freedom that I would be able to get while he was away but that was now crushed. I phoned my mate to tell him that we would not be able to go out girl hunting as we planned and there was nothing that I could do about it. He seemed to accept this but said his sister would be disappointed as she was...

My Granny Aunt Mary and I

★ ★ ★ ★ ★

0 average (0 rating(s))

When I was about ten, my parents fighting became too much and I went to stay with my grandmother for a while. She lived with her unmarried daughter, my Aunt Mary who was my dad's sister. I loved my grandmother, and still called her 'Gaga', a pet name we'd had since we were children. She was old, a bit strict, in her seventies but still had a twinkle in her eye. She was full of enthusiasm and had many friends. My aunt Mary was a little odd, very uptight, and always concerned about her status in the community. They were...

My Hot Aunt – my first time

★ ★ ★ ★ ★

0 average (0 rating(s))

my first story. true to the word One day when I was about 16 years old my family and I had a dinner over by my aunt and uncles house. My aunt, Marilyn, who had just turned 40 had 2 kids one of which who is only 12 and has a very developed body with the nicest ass I’ve seen on somebody under the age of 14. She took after her mom. Even though Marilyn was 40 , she had an ass that was so firm and round you would think she is 20. Her tits were just the right...

READ MORE

Tags: anal, anus, rectal, rectum

My House Cleaner

★ ★ ★ ★ ★

0 average (0 rating(s))

The phone rang and I picked it up. "Hello Mr. M. This is Tina," I heard come across the line. "Oh, hi Tina. How are you?" I asked. "I'm fine, but I just got a new client. Would it be OK if I switched to Friday mornings instead?" she asked. Tina was my house cleaner. She came in once a week for 4 or 5 hours and straightened the place up. I used to be in charge of cleaning the house, or rather, I took on the job when I was disgusted with my wife and kids making huge messes...

READ MORE

Tags: anal, anus, punishment, rectal, rectum

My Early Years

★ ★ ★ ★ ★

0 average (0 rating(s))

Some journeys seem so long, almost without end. But there is always a beginning at least, and this beginning sometimes seems like only yesterday... Looking back over the years, I have vague memories as a young lad, of discovering the fascination of browsing through the Sears catalogue, and homing in on the lingerie and corsetry pages. The illustrations were mostly line drawings, and the females depicted appeared alien to any real person I knew at that tender age. It was beyond my undeveloped but rapidly evolving mind to imagine why the opposite sex actually wore such armor plating — or...

My Aunt Nancy (part 2)

★ ★ ★ ★ ★

0 average (0 rating(s))

I awoke the next morning naked in my bed, thinking of what had happened yesterday. As I got out of bed and walked to the bathroom, I looked into my aunt's room and noticed her naked on her bed. I continued to the bath room and noticed her bikini bottoms on the floor. I started to take a piss in the toilet. After I was done I washed my hands and went downstairs to get some breakfast. I popped in some toast and looked at the fridge and saw a note. It read "If you get up before me your...

READ MORE

Tags: anal, anus, rectal, rectum

My Aunt Sandy

★ ★ ★ ★ ★

0 average (0 rating(s))

Part1 My first visit at my aunt's. (age 9) I grew up in a very loving yet strict home. I have an older sister (5 years older) while growing up she was not only my friend but also my protector against bullies and at times my parents. On many occasions she would either cover up for me or talked my parents out of punishing me. She was very wild especially for a girl-- for this reason my parents spend most of the time disciplining her and were more lenient with me. I guess she trained them well because they often...

My Aunt

★ ★ ★ ★ ★

0 average (0 rating(s))

The summer was half over and I was a typical thirteen year old with raging hormones. I was visiting with my twelve year old cousin Danny and his mom in N.J. The visit was going very well and Danny and I were really enjoying the two weeks that I was staying. I had never masturbated before but I had experienced a number of "events" when I felt the wonderful and hugely tingling feeling that comes from sliding down a swing pole in a neighborhood park. I had also started to masturbate a number of times but I stopped out of...

READ MORE

Tags: anal, anus, big-breasts, huge-tits, masturbate, masturbation, rectal, rectum

My Aunt & Her Bedroom

★ ★ ★ ★ ★

0 average (0 rating(s))

Growing up in the Midwest, I always loved visits with my Aunt Bonnie. She was so different from my step-mother and my father. So open, so loving, even to a nephew who wasn't related to her by blood. She also lived on the west side of town, so I got to see things and places with her that I didn't see as a north sider. Things that may have reminded me of my first five years, living on the west side. More than anything else, Bonnie was beautiful. As a boy, I really didn't notice that as much as how...

Mrs. Sylvia Fellani

★ ★ ★ ★ ★

0 average (0 rating(s))

Before applying to college in 1963, I spent several weekends visiting prospective schools in Ohio and Pennsylvania. I had already heard a lot about Smithson College from my first cousin, Fred who was then in his senior year and full of stories about wild parties, road trips, and other mayhem. As a scholarship kid, he lived inexpensively off campus by renting a room from a widow who worked as a children's librarian in the public library. In exchange for a modest rent and help around the house and yard, Fred enjoyed the benefits of a normal home. Mrs. Fellani did...

Mrs. Tillman’s Closet

★ ★ ★ ★ ★

0 average (0 rating(s))

When I was 14 years old my neighbor Mrs. Tillman asked me to come over and help her move some boxes in her closet. I had always had the hots for Mrs. Tillman because she was a very attractive woman. She was and around forty-eight years old, about 5'10 with auburn hair. She had a big fat ass with wide hips, and a nice set of plump tits that I would have loved to stick my face in forever. When I got to her house that day she was wearing a short blue skirt and a sweatshirt. "Thanks for coming...

READ MORE

Tags: anal, anus, big-breasts, huge-tits, older-woman, rectal, rectum

Mom’s Panty Drawer

★ ★ ★ ★ ★

0 average (0 rating(s))

I’m fourteen and I like to snoop in my mother’s panty drawer. First off I like rubbing her silky panties on my face, I like to jerk off in her used panties, and I never know what I’ll find in her panty drawer. I have found dildos, vibrators, and even X-rated DVDs in there. I have found love letters from old boyfriends, nude photographs of Mom, and dirty books that she had read many times. I watch the DVDs when I can, read her love letters, and scan her nude pictures. They were always Polaroid pictures but in recent months...

READ MORE

Tags: anal, anus, areola, jerking-off-with-panties, rectal, rectum

Mom’s Yellow Panties

★ ★ ★ ★ ★

0 average (0 rating(s))

The fact of the matter is that all women's underwear is sexy. But, normally, it seems as though black or red panties are talked about the most often as being erotic. When I think of sexy panties there is another color that can be equally stimulating. One might think of sun bathing under the hot yellow sun or picking pretty yellow daisies. You might even think of the sour taste of lemons. But, yellow is also the color of warning. Don't cross the yellow line on the street or run a yellow light or you could be asking for more...

READ MORE

Tags: anal, anus, doctor, masturbate, masturbation, medical, mommy, older-woman, rectal, rectum

Mother-in-Law Caught Me

★ ★ ★ ★ ★

0 average (0 rating(s))

This happened over a just over a month ago. My mother-in-law needed to have some household items fixed up for a party she was going to have a couple of weeks later. She lives a few hours away and my wife being eight months pregnant, I went alone. I arrived on a Friday morning and starting working on the back yard. My mother-in-law was working that day as a substitute teacher. So I was able to get quite a bit done. After I finished with that, it was early afternoon and I was hot, tired and extremely sweaty. I decided...

READ MORE

Tags: anal, anus, rectal, rectum