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Loverboy69 Member Since July 09, 2010

Mom’s Sunbathing Leads To Trouble

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It was last Saturday morning. It was about noon and I was heading out to play basketball with some pals at the local outside courts at the elementary school across the street. I ran up to my room to slip on my Nike’s when I got a view I neither expected nor had previously appreciated. There in the backyard lay my mom catching some rays.



Mom is a pretty woman for 47 years old – a litt

Cuckolding Mrs. Stanley's Husband

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I had never answered a personal's sex ad before. “Middle age couple seeks hung male for fun with wife.” I figured this was as good as any, so I sent a query. Within two hours I got an email reply with attachments. I opened it and read. “57 year old ‘Dick’ and 55 year old ‘Jane’ enjoy cuckolding and were seeking a young man up to 25 years old.

Babysitting My 16 Year Old Sister Jesse

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I walked into the house and plopped my stuff down in the living room. Mom was in a hurry gathering her luggage and such for her 4 day girl’s weekend in Cancun with her friends, so I was enlisted to stay at the house and eyeball my 16 year old sister Jess.

Mom Worships Me

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My mom is a bit of a slut. She likes to party with me and my pals and she’s always flirting with them. I can’t tell ya how many fist fights I have been in beating some jerks ass for telling me he wants to fuck my mom. Not that I can blame ‘em for it, but still, she’s my mom and if anyone is gonna fuck that slut, it’ll be me!



My Girlfriend’s Hateful Mom

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My girl Ricki is nothing like her mom. Ricki is sweet, loving and a good girl. Her mom Jackie is a filthy mouthed drunk. And I think she’s bipolar too cause ya never know which Jackie will show up. Will it be the nice Jackie who is friendly and sweet or the half drunk Jackie who talks and acts like an abusive bitch?



When Mom's Go Bad

Loverboy69 on Incest Stories

After mom and dad divorced my mom began to act a bit different from what I'd come to expect from her. Her manner of dress changed as did her attitude. It was odd to see a mother of three grown kids behave so shamelessly, but as my two older sisters no longer lived at home, I was the one to see most of what went on.

Mom Does My Laundry. I Do My Mom.

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It had been a long week with school. I felt overloaded as a freshman in college. As usual, as my home was only 40 miles form school, many weekends I would go home, do laundry and eat some of mom's home cooking. Last Friday my weekend trip home became even better than expected.



The Leasing Agent

Loverboy69 on Cheating Stories

It was my first day running my new business. I had just opened the doors for business in the huge downtown office building and after a long first day, I was beat, but satisfied. My three employees departed for home. I was headed down the hall to my office to finish up a couple of things and wrap up day one. I sat in the plush chair and instead of working, did what I had waited so long to do. I le

My Wife Goes For It!

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April and I have been married for about 15 years. It is the second marriage for both of us and we are happy and have a great sex life, and I mean great. She’s a tiger in the sack. But what I most love is her demeanor to the world. She is an intelligent, well educated professional woman. She is a great wife and mom to her two grown kids and when behind closed doors she is a slut like no other. I l

Step Daughter's Friend

Loverboy69 on Cheating Stories

My step daughter has an old high school friend. Her name is Lisa. Lisa is a goofy, big mouthed and rather silly young woman, or she was in years past. Now that they’ve graduated from high school the silly Lisa is still a little silly, but she has turned into one Helluva hot young woman. She has a really annoying voice, bit she’s turned into an attractive girl, built like all Hell.

Wife's Mom Entertains Me

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Amanda left for work as usual. Her mom, Edie was still here visiting. I was off all week due to being forced to use up my remaining vacation time in the fiscal year or lose it, so I had 11 work days off in a row, and this was the first Monday of my two more weeks. I slept late and got up, showered and went to the kitchen to get some coffee. Edie was sitting in the nook reading the paper.

Mrs. Cardella Is One Hot MILF

Loverboy69 on Teen Stories

Mrs. Cardella was a sweet older woman. She lived alone, her two kids grown, as they married and moved away – one to the west coast, the other to a different part of the state. Mrs. Cardella used one of those motorized scooters to get around most of the time although she was not an invalid by any stretch. In fact, I met her because of her ailment.

My Girlfriend's Family

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I am in an interesting situation. My college roommate is Luke. I date his sister Jamie. They are twins, but thankfully she’s the good looking one. I met Jamie through Luke and we really hit it off and over the course of my freshman year I also became close to their mom too.

The Anniversary

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Tim and Tara had been married for 34 years as of today. It had been like any marriage – ups and downs, but they’d endured, raised their kids and looked forward to a less hectic life here on out. And perhaps more fun for them, free from doing for kids 24/7, as had been their busy lives. Tara waited eagerly for Tim to get home. She looked forward to their ritual.



The UPS Man Cometh

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Dorrie went about her day as usual, except this one was special. She’d gotten off early and she had gone home, showered and was sitting on the deck in her shorts and halter top catching a few late Summer rays. She was enjoying the feeling. She soaked up the. Just as she settled in she heard the doorbell ring. She figured it was the gift her husband told her was coming via UPS.

My Best Friend's Mom

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Will Blake was my best friend. We’d known each other since middle school and now, the Summer after graduation, we were headed to be rommies together at college. I was at Will’s as usual. I ws spending the night at Will's house as was so common for me to do.

Becoming My Older Sister's "Rock!"

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Dede looked at me and expected me to be her rock. I am her only sibling and since the death of mom, we were orphans as it were. Dede and I had never been close as kids – she was three years older than me but when dad died we became closer. That had been 20 years ago now. We had remained close to each other and mom since then.

Eric Learns The Truth About Julie

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Eric Manson loved Julie. He was crazy about her. She was a sweet 16 year old he met through his sister Kim. They had been in Girl Scouts together and Eric was love struck from the moment he laid eyes on her. She liked him too from the get go and they fell for each other quickly. The only thing about Julie that puzzled Eric was how she never wanted him around her family.



Swinging The Other Way With Ted and Faye

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Ted Chapman and I were business partners in a small business venture. He was a silent partner and I ran the operation. It was an easy situation and Ted and I became friends. On occasion his wife would invite me over for dinner with them or to party a bit but we weren't really hang out pals too awful much. Often times Ted would come by our joint venture and hang out with me some.

Spying on Mom

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At 17 I am one horny young man. My fat cock is always hard it seems and I have to relieve it 2 and 3 times every day. From what my pals tell me that is pretty average for a 17 year old dude. I am a hard worker and have a good part-time job. I make decent money but I spend it all on porn - internet live chat stuff.

Step Daughter and I Finally Get Along

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Laura and I are truly like oil and water. For years we'd just rubbed each other the wrong way. I was a disciplinarian and her mother was so not. Laura got her way before I came along and she liked it like that. Naturally to her I was the big mean prick. For years the tension was just beneath the surface, but now it would explode in passion.

10 Inches To Ruin, Part 2

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The last two weeks with Aunt Marty were awesome. I fucked her two or three times everyday almost. And Debbie Adams and Marty introduced me to lesbian sex. It was awesome for sure to be in bed with these two 30’ish MILF’s fucking them and watching them fuck each other. Couldn’t have been a better summer, but as August waned I returned home and readied myself for a return to school.

Mrs. Farnsworth Gets Her Comeuppance

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Rose Farnsworth deserved a good comeuppance if any one ever did. I was the poor bastard that cut her grass every week, and while paid fairly for the job, dealing with her was always an "iffy" proposition. Sometimes she was warm and friendly; sometimes businesslike and distant; sometimes teasing, as she knew she was a good looking mature woman; and sometimes just downright mean.

Sister Kelli Home From College

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My older sister Kelli just finished her freshman year away at college. She's 19 and I am 17, just entering my senior year in high school. And while it was nice to be the only kid at home with the parents, I missed Kelli too. For an older sister she was a pretty good Joe.