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2 months ago inhandjobbyAnonymous

Mother-in-Law on Cruise

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This past fall, I (38) took my family on a Caribbean cruise. That family included my wife, our kids, and my MIL Anne (61). We spent a week hopping from island to island.

It might be strange to take the MIL, but we had our reasons. We are very close with Anne. She has been divorced since my wife was a teenager. She is so much fun and we love having her around. She’s also a built-in kid watcher.

When I say we are close, this includes the ability to joke about ANY topic. It’s double the fun since she looks like my wife’s older twin and she is super active and very fit. 5’6”, shoulder length brown hair, handful of tits.

We sprung for a fancier suite on this cruise. It was two bedrooms with a small shared living room and a shared larger bathroom. Larger bathroom on a cruise ship means two people can be in it at the same time, though it is still just one large shower stall with a toilet and a vanity.

My wife and I stayed up late catching shows one night. Anne and the kids had gone ba... continue reading

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I went on a road trip with my girlfriend (We were both 18) Until this point, we hadn’t had any sexual relations. Her parents were very strict and in her head with waiting until marriage. Her sister and brother were in the 3rd row, we were in the middle and her parents were driving. While on the road trip we were covered with a blanket and all of the sudden I feel her hand rubbing the inside of my leg. As I look at her, I could see in her eyes, for some reason she was so turned on. She unbuttoned and unzipped my pants. I looked at her confused wondering what she was doing. She wasted no time and pulled my dick out. She whispered in my ear how shocked she was because the head of my penis is so thick. She started jerking me off and rubbing my balls while having a conversation with her parents. I decided to reach over to unbutton her pants and they were already unbuttoned and she was already wet from playing with herself. I could barely fit a finger inside of her. It didn’t take long befor... continue reading

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We haven’t done anything in real life but our fantasy game has gotten super taboo.

Recently she got off on my story of fucking her sister and we role played her getting groped by my friends.

Last night she asked me if I would fuck her friends, which ones etc. I told her there were a few candidates but it was hard to say. So she put some pics in a folder and had me look through each like Tinder. She started rubbing my cock through my jeans. The whole scenario was really intense. I ended up picking one and focused on her while my wife unzipped my pants and pumped my cock. It was fucking amazing! Then my wife was so turned on she had her playtime. This morning getting ready for work my wife said she wants to do it again tonight!

... continue reading

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Me and an ex were on vacation with both our families. We ended up taking a ferry somewhere and me and my ex kept trying to sneak away from our families for some fun but my ex’s older sister kept following us around. We eventually decided to give up and just sit in some random seats until the ferry ride was over because we couldn’t shake her sister. Next thing I know my ex throws a blanket over me and her (not her sister) which didn’t seem strange at the time because it was a little cold on the ferry. But then I felt my ex’s hands go down my pants and pull my cock out under the blanket. I was so shy with her sister right there that I kept trying to act cool but from her hand movements under the blanket and my face and noises it was obvious. All of a sudden my ex’s sister goes “I know what you’re doing under there” which was frightening and hot but my ex didn’t stop. I ended up cumming in front of them both under the blanket. It was a wild experience haha

... continue reading

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I am pretty open about being a very sexual person so a lot of my friends have asked me if they could have some fun with me. They are all joking or only half serious so I always love the look on their face when I nonchalantly get down on my knees in front of them.

A lot of them ask if I think this is awkward or they tell me I don't have to do this if I don't want to, but im not sure why it's such a big deal. I've never had sex with any of my friends, just handjobs and blowjobs and only if they are single. It's just some quick fun and most are kind enough to return the favor. I don't think it's a big deal and I think we could all use some more stress relief and pleasure. ... continue reading

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So, I (22f) drove a long time, platonic friend(22m) back to his house last night after he shattered his wrist at work. It was his dominant hand, so he had a little trouble getting to the bathroom when he got home but he managed and then showered after I helped him Saran Wrap his cast.

After his shower, I asked if he was ok. He said he was letting himself air dry cause the towel was too complicated to do with one hand. I asked if he needed help getting dressed. He awkwardly responded with “well, I sleep naked so no point in bothering with clothes right now”. I asked if he wanted me to leave. I didn’t hear a response so I slowly opened the bathroom door. He tried to hide a boner. I asked him what was wrong. He finally just stood there naked, head down, “I don’t use this hand for this and I don’t even know why I’m hard” (for how old he is, he’s fairly sexually naive)

I said “hey buddy, relax, follow me...” I lead him to his bedroom and laid him down. I told him it’s probably... continue reading

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My [M31] first time at an Asian Massage Parlor [FM]

Recently I had been having some back pain in my lower back. I do a lot of extra exercising like running and the tower for extra cardio. I was looking for a dry cleaning place following my GPS when I found the place I was looking for was closed. As I was pulling out to go to another place I found on google I seen the “ Asian full body massage “ sign.

I thought of how my back had been feeling and thought to myself it couldn’t be a bad idea. I’ve never been to one and wanted to see what the fuss was about. I go inside and a middle aged but cute Asian lady comes out and asks if I want massage. I said yes my back, pointing at my back as I didn’t think she knew too much English. I started to walk to where she was and she points to the atm machine in the lobby. I look at the sign and see that a half hour is like forty bones. I decide to pull sixty out for good measure. I walk back and she says something along the lines, “ all clothe off” ... continue reading

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A little bit of backstory: I (25m) met her (28f) a few years ago while bouldering. We quickly became friends and climbing partners. Since then, we had several climbing vacations together in her campervan. She usually sleeps in the van while I use the tent that we always bring.

After some years we both grew tired from our jobs. We decided to save some money and quit to discover Europe, and it's climbing-destinations. We've been travelling for a few months already when this story begins.

All the times we travelled together, it was clear that we were just friends. We never talked about it, but we also never hooked up.

All of this changed on a warm spring-day in France.

We stayed at the same location for a few weeks. It was a nice and quiet place at a small river in the Provence. The cosy little "cove" was surrounded by trees, which sheltered us from a small street and the few houses across the river. In the mornings she used to take a quick bath in the river since we always arrived back... continue reading

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This story happened a few years ago when I was at college and studying to be a Geology major.(yeah I don’t fucking know why either) probably what led to me teacher science years later.

So geology classes at my university were generally all late at night, or hey were for older students who wanted to advance in a science background, and as such it was mostly a bunch of older men or women in there but like way older than normal college students. They were cool as hell but not like fun.

Anyways, most of the classes were held in a super small auditorium setting . Like imagine 50 seats i a. Normal classroom but auditorium style. So I always sat at the back many my self, as I normally did in college, until one day this super cute nerdy chick sat next to me. She had black short hair, glasses and not much of a body, But I was into it for sure, she just seemed nerdy as hell but in a super cute way. Most of the people sat with gaps, cause college but she sat right next to me which caught me o... continue reading

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The story everyone has been waiting for 😅

So I went for my massage today, there was so much tension immediately when I got in. He started as normal, he’s starting to figure out what muscles need more attention so he focuses where he needs to as he goes. Part way through he lets me know that he can work a little longer on me because his last appointment of the day canceled (and it wasn’t a lie because I tried to book for a later time and couldn’t haha) so he offers me extra time if I had time for it and well of course I took it.

Through my massage he made slight passes near my pussy, and massaged my boobs as if it was all a part of the routine hahahaha. He pinched my nipples and played with them in between actually massaging me and before I knew it he was covering me up to be done. We both look at the time and he asked what I had planned, if anything. I told him I had some time before another appointment but that was it and I was just going to relax there a little longer if he was ok... continue reading

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I got ready with my best friend before her Halloween party, we were having a few drinks and she was telling me about how her boyfriend always wanted a threesome and would pester her about it. She let me know she would be open to it but was uncomfortable having sex with a stranger. She let me know that she just wanted to watch another girl blow her boyfriend so I volunteered… it started as a joke but I let her know I would be happy to do it as I thought it would be a bit of fun.

Later that night:

I was chatting with a cute guy when my best friend grabbed me and walked me to her bedroom, her boyfriend was laying on the bed blind folded with his parts off. She pointed at his dick and smiled, I went over to the bed and just went for it. His dick was average sized.. I would say about 6 inches, he definitely knew it wasn’t his girlfriend but he was really into it. He kept pushing my head down on his dick, I started to suck on his balls while I jerked him off… he didn’t last long lol. Afte... continue reading

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Laura and I had been friends for about 10years. I met her on a sales call to her office and we became fast friends with similar dirty minds and a dark sense of humor. I laughed so hard at her earlier stories of being in university and still trying to come to terms with being gay. Making out with guys because that was “normal” yet hating every minute of it. She makes a gagging noise as she retells the story. Always cracks me up.

In the years we’ve been friends, she’s gotten married (to a woman) and they have a son together through AI. I joked with her how awesome that kid will be when he gets to tell his friends he walked in on his two moms having sex! All the other boys will be jealous! Her major concern was that she knew absolutely nothing about guys and cocks. I had never considered her dilemma until she said she was serious. Staring right into my eyes, she asked with all sincerity “How do they even work?”

I was stunned. What are you supposed to say to that? How do they work? I gu... continue reading

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a year ago inhandjobbyAnonymous

Stranger got a handful

I parked at my usual spot. Coffee, porn and jerking off on my truck before getting to work. It's a quiet place in Pt Loma. Lots of eye candy but I'm hidden in plain sight. Not too any people ever come close enough to know what I'm doing...although I wish a few would. I got complacent this day and instead of the usual pull the cock through my zipper, I pulled my pants down mid thigh. I'm scrolling porn and jerking off. I'm wrapped up in it I realize I'm about to blow my load and I had nothing to catch my cum. I put the phone down and I reach behind me, looking for my towel. All of a sudden there is a tap in my glass, hoping it's not a cop I slowly sit down and turn towards the drivers window. It'd a woman. Dressed to work out. Pants are still down....and she is staring me dead in the eye. I lower the window as I pull my towel over my crotch. "Good morning" I stutter. " good morning" she returns and smiles as does. Her smile relaxes me. " I've noticed your here a lot, and i... continue reading

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It was mid August. Weather was perfect for camping, hot during the day cool at night. We had a tradition of camping with a 2-3 other couples every year. We tried different campgrounds throughout the yeas and eventually settled into a nice quiet secluded campground for adults. The place was ran by a couple in their forties and had a real no rules here type of feel to it. The only two rules we ever saw were no kids allowed and be respectful of each other and the earth. There were always activities if you wanted to participate or you could just keep to yourself. There was a big pool, hot tub and sauna in the communal area along with a big lake that was about half owned by the campground. Overall a really nice place to relax for a week with friends.

We all met at our house and went through our camping gear, making sure we all had everything we needed. There were 2 couples including my wife and I and one woman who's husband couldn't go because of work. All names are fake. A quick descript... continue reading

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Part - 2 Kaitlyn blushed a bit as her fingers fiddled around with some strings hanging from her bikini, “Kinda” she smirked nervously, “Would that be weird?!?!”.

I couldn’t contain my excitement and stood up, quickly undoing my swim shorts and pulled them down with one swift yank. My cock sprung free as my shorts slid down past it and it slapped up against my stomach making an audible thud. Bouncing a bit after, but quickly standing firm and throbbing. “Fuck no it isn’t weird!” I said with a chuckle feeling fully empowered, knowing she wanted to see it.

Kaitlyn smiled big “Holy fuck! Your dick is massive!” and her eyes got big and wide as she stared at my throbbing dick. “Can I touch it?” she asked… her eyes never leaving my cock.

“You literally never have to ask that question…” I chuckled feeling confident knowing she likes it. “you can touch it anytime you want!” I smirked.

“mmm” she let out a light moan as she reached over and began to let her hand naturally explore m... continue reading

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Hello everyone, my name is Dina, I am 19 years old, an ordinary average student, a brunette with green eyes, I dance, I have an athletic figure, I have breasts of the first size, I live with my mother and stepfather, we live well and happily ...

One fine day, my mother went on a business trip, my stepfather was at work and said that he would come late, so I invited my friend Svetka to spend the night, Svetka was a year older than me, she met a guy older than herself by three years, Svetka was a thin blonde with brown eyes and small breasts.

The stepfather came, as he said, late, and was even very drunk, which is very rare, the stepfather is 38 years old, a tall, bearded uncle, plays sports, he has his own gym in the area. We said hello, he asked:

— How are we doing?

I replied that everything is fine...

“Well, then I’ll go to bed,” my stepfather said and went to his room.

Svetka and I went to watch videos on the Internet, stumbled upon a porn site and away we go, video after video... continue reading

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I’ve been in a pretty open and adventurous relationship for just over a year, and a month into my relationship is when I had my first threesome.

I never ever thought that this would be my kind of thing, being with two men at the same time but it opened my mind to a whole world of sexual excitement so now I’ve never looked back.

To some this may sound cliche, but it was with my boyfriend and his best friend of 10 years after a night out drinking. The three of us have a very natural, long standing, open and banter filled relationship, nights out like this were a regular occurrence.

When we got back home, we had only maybe one more drink each before going to bed. My bf and I go into our room and the friend goes into the spare.

We have a large range of sex toys under our bed, you name it, we probably have it. As I’m lying on the bed in now nothing but a black thong my bf pulls the large plug in wand (one of my favs) from under the bed, plugs it in, turns it on and starts to massage m... continue reading

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