Friends Mom PT3‼️‼️‼️

Well it’s been a few weeks now since my last update with the situationship that’s been going on with a friend I went to school with hot mom.

Eve and I hadn’t been with one another for a couple of weeks mostly due to my work schedule and hers as well and she went out of town for a friends wedding.

Her and I would still txt one another and make small talk during the break.

Early last week she had sent me a txt wondering what I had planned for the weekend and I told her at that moment… I had nothing but was down to have some fun after the last couple of weeks of work.

She said she was contemplating on having a small get together at her condo and with the weather being all nice and stuff maybe she could get a few other of her friends (Most Married) to come over and just hang out.

I told her I was down for that just keep me posted on whatever happens and if I needed to help with anything to let me know.

As the weekend draws near she txt me on Friday morning saying that everything is a go and she looked forward to seeing me on Saturday.

I said same thing and we chatted a little more and I finished the day at work.

A few hours later i get a message notification from one of Eve friends who I have mentioned in previous posts.

We will call her Dee.

I open Dee message and she asks if I’m going to her get together on Saturday and I immediately respond with Yes… Are you??

Dee said I can’t make my mind up if i want to or not and if I do more than likely my husband will as well… I said who cares it’s just going to be a fun day hanging out on the lake or by the pool and just relaxing.

I finally convinced Dee to go…

Mainly because she was a Milf in her own right and I wanted to see what she looked like in a 2 piece.

Saturday comes and I head over to Eve lake condo around 10am and there’s a few people already there… some I knew and some I didn’t..

We kick the day off with just firing up the grill and music and the drinks are flowing… Some of the ladies are dancing or tanning out by the pool area.

Myself and a few of the guys are just sitting there chatting and having a few drinks or beers.

The day turns to evening and myself and Eve and a few others head down to the marina to see what cover band is playing that night at the Marina bar.

After a few hours the band leaves and a DJ comes out and gets the night rolling with some great tunes and the little dance area on the dock is jammed with absolute dimes.

Around 12 or so the DJ starts packing everything up and a bunch of us head back up to the pool area…

A lot of people start heading home but Myself Eve her friend Dee her husband (Cool Dude) and another couple jump in the pool and we’re just chilling and stuff…

Dee her husband and the other couple jump out of the pool and head into Eve condo and it’s just the 2 of us and her and I immediately start making out with one another and feeling each other up.

It doesn’t take me long until I’m bricked up and Eve pulls my dick out and starts jacking me off while her and I are making out…

I pull her tits out of her top and I start sucking on them and she says we gotta stop while out here..

Her and I get out of the pool and dry off and start heading back to her condo when the other couple come out and say their goodbyes.

I get back to Eve condo and Dee is the kitchen and asks where Eve is and I told her talking to so and so…

I get this look from Dee like something was up and I ask where her husband was and she said he had passed out in the guest room…

I said sucks to be you… and laugh a little and Dee then asks me why’s that… I told her doesn’t look like you’re getting any tonight.

Dee said and you are??? I said honey her and I was about to do it in the pool before she got scared we might get caught… Thats why her and i got out.

Dee looks at me and says ok… whatever and still half hard I pull the towel from around my waist and grab my dick and shake it and look at her….

Dee said OMG… you weren’t kidding!!!!
And about that time Eve walks in and says what are you two doing and then asks Dee where her husband was.

Dee explains he had passed out in the guest room.

Eve tells her she’s more than welcome to stay the night as she grabs my hand and we walk to her bedroom.

Eve and I waste no time at all unclothing one another and I put her on the bed and start eating her pussy like a starved animal… I start giving her the tongue and finger combo and she starts cumming all over my face and starts trying to get away from me..

I keep her pinned down and keep munching away and eventually start my way back her body sucking on her huge tits…

I continue to suck on her tits while fingering her and she cums again and after that I’m ready to fuck her.

I stand up and as I do Eve put my dick in her mouth and starts deep throating me instantly…. She’s sucking my dick so well I just stand there and let her do her thing and in moments im shooting a huge wad down the back of her throat!!!

After i cum she continued to suck me and keep me hard and tells me to lay down… she gets into reverse cowgirl and starts riding me until she’s cumming once more…

I switch her to doggy and start hammering her… and I pull her up so her and i can make out a little while I’m giving it to her and she starts squirting all over my dick… i eventually creampie her and her and i are laying there in bed and she says I need a drink.

I tell her I will get it what does she want and she says water was fine…

I put my shorts on and walk out to the kitchen and Dee is sitting on the couch… Dee looks at me and I just wink at her.

Dee and I have been chatting for a few weeks now privately … I definitely want to get the chance to fuck her too but with her being married and all (Not that I haven’t fucked married women before) I’m taking it slowly to let her be the one to make the first move.

As I grab the waters and head back towards Eve room I look at Dee and she motioned me to come over to the couch where she was at… I walked over and she says we need to talk later. I so well you know what to do.

I head back to Eve room and shut the door and Eve asks if Dee was still up and I said she’s on the couch and I playfully ask should we invite her in here???

Eve looks at me and says I’d definitely do that with her but not while her husband is here… I said yea that could be messy.

Eve and I fuck one more time before we call it a night.

The next morning I’m in the shower and get out… as I walk out Dee is in the kitchen and I walk over and said where is everyone and she said well her husband got up and went home early this morning leaving me here to sleep and Eve was out on the patio.

I said about that talk you wanted to have… She said looked at me and said oh nevermind…

Her and I banter back in forth a little and I finally said what is it… You want to fuck or not… She turns around face flushed and said YES…

As I was fixing to say something Eve walks back in and I immediately change the subject.

We all eat breakfast together down at the marina and I head home.

Sorry so long but didn’t want to write multiple posts.

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u/ctrain35 — 8 days ago
▲ 23 r/u_ctrain35+2 crossposts

Friends Mom PT2‼️‼️‼️‼️‼️

As I had posted around back on the 4th I had ran into my friends hot mom at a Celebration at one of the local marinas.

After our initial hook up I had went out of town for work and she had went on a vacation with some of her friends but the 2 of us had kept in contact over that time period.

Over the last couple of days we hadn’t really talked much and I sorta felt like maybe it was just a 1 time thing and had been reluctant to just chalk it up as a be thankful it happened type thing and move on.

Well Friday comes around and about 2pm or so I get a txt from her (Eve)…

I was still at work and finishing the day up when the txt read What Are You Up Too ???

Being how I am… I responded with nothing much but that can change that real quick… and sent a couple of emojis to her right after.

We chat a few minutes and she says her phone had been dropped and broken so she was waiting to get another phone in and was sorry that she was just getting my last few texts from a couple days before.

I say no worries and make the comment What Can I Do You For and she replies well that’s exactly what I was wondering about too…

She asks if I’m in town this week and I say yes I’m at my office.

She says that she’s going out to dinner with some of her friends early Friday evening but would be home later that evening and wanted me to come by.

I tell her that I can do that to just give me the heads up when she was ready for me.

So I rush home and after work to get cleaned up and she’s sending me some pics of her in different outfits about which one I thought looked best and after about the 3rd one I say just wear the one that’s going to be easiest for me to remove off of you.

She replied back with a couple of laughing emojis and says she really should’ve thought about that before she sent that to me.

At this point I was already preparing myself mentally for another night of getting to fuck this hot milf.

Her and I continue to txt until she says one of her friends is there to pick her up for dinner and I tell her if she’s hot like yourself she can join us too….

She replies to me saying that her friend is hot but married and i just sent her a 🤷‍♂️emoji and say talk later.

It’s about 9pm and she txt me and say heading home and i say see ya there…

I get to her condo and txt her telling her im there and she’s ok come on up… As I’m walking up I see her leaned over in the passenger side window talking to her friend and I continue to walk up I can see that her friend is another Hot Milf..

Eve looks up and sees me and smiles and as I get a couple feet away her friend looks at me and smiles and we exchange pleasantries and she says you 2 have fun and take it easy on her she’s getting old.

I laugh a little and reply age is just a number as long as it’s legal age and she says that’s correct.

Eve has turned and started walking towards her condo and her friend say well looks like you should be going and I said looks like I must be…

Before she pulls off I tell her friend I told Eve earlier if her friend looked as hot as her she should’ve invited her to come join the fun and she chuckled a little bit and says… Honey I’m Married and I replied so I heard but Never Say Never….

She says that’s true and have a good night and pulls off…

Man I was thinking to myself walking up to Eve condo 2 Hot Milfs at the same time would be something.

I walk into Eve condo and when I open the door she standing in the kitchen in just her bra and panties and as I close the door she immediately just jumps all over me…

Eve and I are making out hot and heavy… Our hands are all over one another…

I’m hard as a brick and my dick is about to bust out of shorts on its own… I pull Eve bra off and start sucking all over her huge tits!!!

She pulls my shirt off and then my shorts and pulls my dick out and drops to her knees and starts just absolutely THROATING me all the way down….

Eve was sucking me so good I just let her do her thing and in a matter of what seemed just a few short minutes I was cumming down her throat!!!

After I cum down her throat she’s continuing to suck my dick and cleaning me up… I pull her up and pull lace panties off her and take her to the couch.

Once on the couch I put her in doggy style and start eating her pussy from the back and working my way up to her ass.

I’ve got my tongue buried in her ass and pussy working both back and forth from hole to slit…

After a few minutes of this I just bury my face in her pussy and she cums all me to which I just lap it up and keep eating her.

By this time my dick is hard again and she begging to be fucked and seeing I already had her In doggy style I just slide my dick right in her and started pounding away…

I inserted my thumb in her asshole which sent her over the edge after a few minutes… I continued and after a few minutes she was cumming again…

The couch was soaked with her juices and she was taking everything I was giving her.

I decided I would test her a little and see if I could fuck her ass… I figured if she’s letting me put a finger in it both times I might as well try my dick.

I position my dick right with her tight light hole and start working my way in it… And after a few tries I get at least half my dick in and we continue to fuck…

At this point I’m about to nut again and just let loose a few ropes and I can sense she’s about to cum again because I’m cumming and she does just that!!!!

She is shaking!!!

I pull out of her ass and her and I are just sitting on the couch recuperating and I look at her and say what was all that….

She looks at me and says I’ve thought about fucking you all day today and tonight at dinner I had a few drinks and was ready to get back here.

We go to the shower and clean ourselves up and continue playing with one another in there and then move to her bedroom where she rides me to another orgasm and I put her in probone and cum deep inside her.

While laying in bed that early morning I ask her did her friend know I was coming over and she said I told her I needed to get back that I had a friend coming over and we chatted a little bit about… Mostly girl talk type stuff…

She asked me why???

I told her just wondering… She was hot too and Eve said I told her what you said and she just laughed.

I told Eve I told her the same thing… but she said she was married and drove off…

Eve and I fucked one more time that night and before I left to go back home the following morning.

I had pulled out of Eve condo parking lot and about the time I did her friend was pulling in and I had my widows rolled down and she stopped and said Hey..

I said how are you and said apparently not as good as you 2 are this morning…

After a few minutes she said do you have Snapchat and i replied… I do put i rarely use it anymore at all if at any… Why??? She said what’s your name and we exchanged info and added one another.

She said well it’s nice to see you again… But we’re headed out on the lake today and we said goodbye and left…

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u/ctrain35 — 1 month ago
▲ 432 r/WeKinkWeDontJudge+2 crossposts

Friends Mom On The 4th‼️‼️‼️

Like many of us on the 4th of July we hit the lake and after some consideration and courage from some friends i decided to do the exact same thing and im glad i did!!!

I had been out of town traveling for work a couple days before the holiday weekend and wasn’t really feeling like hanging out much and to be honest just wanted to lay low and chill before heading back into work the following week.

As the weekend approached and getting multiple invites from some friends that had boats to come out with them I finally decided what the heck and decided I would.

The morning of the 4th comes and I head to the marina to meet up with some friends of mine that I was going out with and it had been a little bit since we all had hung out so it was a good day to just catch up on life with one another.

We spend most of the day out on the lake just relaxing and tubing a little and enjoying some cold brews…

The evening is fastly approaching and my buddy that owns the boat was like let’s head back to the marina and grab some food and he wanted to go ahead and put his boat back on the trailer before dark and it becomes a mess sometimes because it’s so crowded and can take sometime trying to get back out of the water.

The marina we were at does a huge fireworks show every year on the 4th and they’ll have either a DJ or sometimes bring in a live band and it’s just a great atmosphere all together.

We get back the marina and get his boat back on the trailer and we all grab a table… A few buckets of cold brews and some food…

On this day the marina had a live band and they were actually decent and was playing a wide variety of songs from different genres.

As early night was approaching the dock was becoming a dance floor and everyone was feeling good and the atmosphere was great as well.

I had just came back from the restroom when I had bumped into a friend I went to school with mom.

Man was she still hot as ever and we’ve been out quite sometime now.

We will call her Eve…

Now Eve is her late 50s… long Blonde hair… probably about 5’8” Fit body… Still in great shape for her age because she works out and some big tits!!!!

Certified MILF / COUGAR

I hadn’t seen Eve in years and her and I exchanged hugs and just made some small talk for about 10 minutes or so… She goes off and I go back to my table where my friends are.

I get back over to the table and one of my buddies was like who the heck was that and going on about her looks and things and I’m like yea man she’s always been a certified MILF all the way back to when I went to school with her son but she married so nothing is gonna happen there (SO I THOUGHT)

Eve was always the “HOT MOM” no questions about it.

As the evening progressed into the night right around 9:30 or so I see Eve again out on the make shift dance floor dancing with some friends that she was with… At this point I was buzzing pretty good but was just still caught up into not being able to keep my eyes off her.

After one of the songs she turns and sees me at our table and her and some of her friends make their way over and we all start talking and chatting it up… Most of her friends were married and just being friendly..

The band had taken a little break and Eve and I was talking and I asked her that I hadn’t seen her husband today and she started laughing and she put her hand on my arm and said HONEY I’ve been divorced for 5/6 years now…. I said OH My Bad… My apologies and she none needed..

In my head I was already thinking man if you’re ever gonna get a chance to bag her tonight might be the night…

As Eve and I were talking I find out that she actually owned a very large condo on the marina property while she was waiting for her house finishing to be built and that she had just retired and few years ago.

The marina shoot the fireworks off around 10 or so and they are always great as usual and Eve and some of her friends watch them with us at our table…

The fireworks gets done and the band comes back on and starts playing music again.

Eve and her friends make their way back out to the so called dance floor and it gets crowded quick…

Eve motioned for me to come join her so I finish my brew and do as she says…

Most of my friends had left after the fireworks so I and maybe 2 others were the only ones left out of my group….

I go up behind Eve and we start dancing (I can move a little… Not dance 😂😂) and after 2 songs her and I are definitely closer than what we started out dancing… Maybe it was me… maybe it was her…

By the 3rd song I have my hands on her hips and she putting her ass all up against me and it doesn’t take me long between that and trying to keep my hands from just going up and playing with those huge tits of hers in front of everyone… I’m hard as nails!!!!

Towards the end of the song she turns her head and smiles that “I Feel It” ok…

I lean down in her ear and say I know you feel that… and I she replied I Do… and she turns around and says but DO YOU KNOW HOW TO USE IT???

I replied… I guess you need to find out then huh???

She says let me grab my bag and I’ll meet you out at the front door of the marina…

I go out to door and wait for her to come out and she says ready and I said I am… I hope you are…

The look she gave me… I knew immediately she was about to fuck my brains out…

Her condo was just a short walk from the marina so as we enter her condo she locks the door and throws her stuff on the counter.

Eve and I immediately start making out…

She had on a sundress and just like a good milf she didn’t have any panties on and I wasted no time sucking on those big tits of hers and playing with that shaved pussy.

Her and I are right there in the kitchen and I’m going to town on her… I finger her to her 1st orgasm while I’m taking turns making out with her and sucking on her tits…

She pulls my shorts down and goes to her knees and starts sucking my dick and Lawd have mercy i thought i was going to nut down her throat after just a few minutes… Due to being on a dry spell and her skills I was struggling!!!

She sucks my dick for a little bit longer until I pull her up and sit her on the counter and spread her legs and start eating her pussy like I was starving… I eat and finger her till she cums again for me and she made my beard look like a glazed mess…

She takes me by the hand and leads us down the hall to her bedroom…

She says lay down and that exactly what I did… She climbed on top of me and starts riding me while I’m playing with her tits.. after a few minutes of her riding me I pull her down on my chest and starts sucking fucking her from the bottom while I’ve got a firm grip on her ass cheeks with my hands…

I have big hands so i immediately decide to see how far I can go with her this night and start playing with her ass hole and she says put it in there and as soon as I get my middle finger in her ass she comes all over my dick and that was enough to send me over the edge and I don’t even ask I fill her up!!!

She collapsed on my chest while my dick was still pulsing inside her and she said OH My… I Needed That…. I said that makes 2 of us…

After about 20 mins or so her and I started fooling around again and she starts off by sucking my dick again and within just a few minutes I’m hard as brick again…

I immediately put her in doggy style and she starts telling me to fuck her harder and her moans are louder … at one point I had her pulled up against me talking in her ear telling her to cum all over my dick…

We switch positions to where we were laying on our sides and I’m playing with her clit while fucking her and I blow my 2nd load in her.

It’s about 3 in the morning at this point and her and I are just walking around naked…

We’re talking in the kitchen and rehydrating and I’m back hard in about 30 minutes or so… She just looks at me and says… You younger guys really are different.

Her and I fuck one more time before we fell asleep and the following morning I woke up to her in the shower and she invited me to join her…

As any man in the right mind would do… I joined her in the shower were we fucked once more before I left.

Her and i exchanged numbers and she kissed me before i left her condo.

I definitely hope I get to make this happen again

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u/AllintheStroke — 1 month ago
▲ 10 r/TheRealSexConfessions+1 crossposts

EX FWB

For the last year and a half I’ve had a on and off again FWB..

Her and I have known one another for some years before now but nothing ever happened.

She was once married and had a kid but had gotten divorced and had been that way pretty much for around 2/3 years.

At around this time I was currently in a relationship.

However my relationship was kinda strained after about 5/6 months… One of those things where we were both better off as friends instead of partner type things.

One day I was in a local restaurant and was walking out when I bumped into what would become my FWB some months later down the road.

We will call her V for short.

V was dark headed… Around 5’6” had a nice little booty and a nice rack to go along with her tight petite body.

V and I exchanged pleasantries as she was with some friends and we both went on our way.

A couple of days later I get a DM from V and we start making small talk about how we’ve both been and how life has been treating one another blah blah blah.

V and I continue this small banter talk for a couple weeks back and forth until one night we both were throwing out sexual innuendos during our chat.

The tension became really intense between the two of us and I honestly didn’t mean to get it to that point at all but as many know…. Sometimes it just happens.

A couple days pass and after some thought I reached back out to her and apologized for my behavior and that even though I was in a strained relationship it was right thing to do.

She says not to worry about anything and that I was totally fine about what happened and that she didn’t mean anything about it either…

Deep down I wasn’t really convinced that either was really sorry about what happened but… Like I said… Sometimes it happens.

Fast forward a few weeks from that and myself and my gf at the time got our schedules mixed up on a couple of things and as many also know that’s some arguments start…

As fate would have it later that evening I ran into V coming out of the grocery store I was walking into and we started chatting away and after about 10 minutes we went on our ways.

Later that evening against my better judgement and having my plans changed for that evening I reached out to her and said Great Running Into You Today and within minutes she replied SAME…

We started chatting away and just like the last chat within about 20 minutes it turned sexual.

V and i started talking about the things we liked and disliked and about things each one of us had done and would do.

Turns out V and I were more alike when it came to stuff like that than what myself and my ex were.

As the days passed and it was obvious that my ex and I were pretty much over and had went our separate ways mine and V conversations were getting more hot and heavy.

One evening I was at the house and was fixing to get a bite to eat when I got a notification from V asking what I was into and I replied to her trying to think of something for dinner and she replied that she had some ideas what I could eat and put a bunch of laughing emojis…

I replied without hesitation… BET… It had been a month or so since I had sex and I was ready for the real thing.

V replied… with a pic of her in bed saying she had time if I was willing…

She sends me her address and I head over to her place

Id be lying if I said i wasn’t bricked up as I was pulling into her driveway… I was ready for action and was going to see if all that talk she had been talking was actually true or not.

I walk up and knock on the door and she lets me in and she’s wearing a sports bra and shorts… We hug one another and she looks at me and says I’m not normally into this type of stuff but I haven’t had any real dick in a couple of months now.

V leads me to the living room and as we get there she turns around and her and I start making out…

Minutes in… I’ve got her bra off and she got my dick out of shorts… we’re both feeling one another up and I start sucking her beautiful C cup milf toys while she’s jacking me off…

V looks at me and says i figured you were big but you’re bigger than what I thought and I just replied don’t be backing out now…

We both laughed and she says oh no… I’m going to enjoy this as she proceeds to go down on her knees and start suckling my dick…

After some of her sucking skills were on display and I had to pull out of her mouth a couple of times to keep from shooting a load down her throat I stand her up and pull her shorts down to a nicely trimmed landing strip..

I pick her and start eating her out while im standing and she’s like Oh 💩 you weren’t joking were you????

After a few minutes of that I lay her down on the couch and continue to eat away and fingering her pussy until she’s came 2 or 3 times and she’s begging me to give her my dick…

I look at her and say how do you want it and she says I want to ride that thing and I sit down as she climbs up on me and starts riding me like her life depended on it… It didn’t take but about 5 mins in and I was about to cum and when I told her this she jumps up and sucks me off… rope after rope after rope she took everything I had…

We continue to fuck a few more times that evening and in the early hours of the morning I head back home.

Her and I continue this journey for several months afterwards…

Our conversations had gotten to the point of where we contemplating of having a 3sum with either another woman (She had done 2 of them with other women) (I had done it once with 2 women) and (2 MFM 3sums)

Her biggest fantasy was trying to do it with 2 guys but our situationship was really secretive between the two of us… and what a great situationship it was!!!
She did her thing… I did mine… when we wanted to play… we did and nothing was said about it.

Around Christmas this past year I see that she had gotten engaged!!!!

I was blown away and started thinking was she seeing this guy while her and I were messing around???

Not that it was any of my business but damn… I would’ve liked to known so I wouldn’t have potentially hurt her…

A few weeks go by after seeing this and I had no contact with her for about a month until i just had to know for myself…

I reach out and her and I chat and she’s saying things like no.. I’m good and nothing is wrong and I know In my head … Yes we were fucking while you all were dating… Good grief… but hey… whatever…

About 3 weeks ago I’m out with some friends and I run into V and her husband…

She introduces me to him and he’s a cool guy but all I can think about is dude… I’m sorry but you have no idea what I have done to her and the things we’ve talked about doing 😂😂😂

To confirm this statement she messaged me a couple days later and says thank you for not making it weird and blah blah blah and I straight up ask her… Does he know anything about us or the things we’ve spoken about and she replied with a NO… HECK NO!!!

He can’t ever find out and I send a laughing emoji and say you’re good… I’d never out you like that.

As our chat that day continues I have to ask her the question… Who’s better.. me or him and she says You Know The Answer To That… And I reply… Don’t forget it either and the next time you and him are going at it… Just imagine me on the opposite end him and him and I giving you that MFM 3sum you’re wanting to try someday..

V immediately replied back with.. I’ve already imagined it happening a couple of times already… 😳😳😳

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u/ctrain35 — 2 months ago
▲ 115 r/TheRealSexConfessions+1 crossposts

Pontoon Ride 3sum

This exciting adventure happened around 2/3 years ago and just about a 4months or so after the 3sum I had with a married couple in a previous story I shared.

My good friend (We Will Call Him T) T was having some mechanical and electrical issues with his pontoon boat and called me one day after work and asked if I could stop by his house on Friday after I got off of work and give him a hand and see if I could help him out with the issues he was having on his boat.

I told T buddy you’re in luck because I was taking a vacation day on Friday and that I could come over earlier in the day and we could definitely take a look at it.

Now T is married and his wife in her own right is very nice on the eyes herself.

So Thursday comes and T txts me and tells me to come over around 9:30 or so and we will get to work on his boat.

Friday morning comes and I head over to T house and when I get there he’s out in his garage already tinkering around.

We make some small talk about what’s going on with the boat and things and from the sounds of things it sounds like he was having issues with some possible wires potentially being bad.

Snot and I start working on what he thought the problem was and after a couple of hours we aren’t much better than what we started out being.

So he and I take a break and grab a couple of cold beers and sit and ponder some more when it dawned on me I knew a guy that worked on boat motors and things so I told T I’d give him a call and see what he thought.

So I called my buddy up and and handed T the phone and after about 20 mins or so we went back to work and sure enough we had found the issue of some pinched wires that was causing electrical issues.

So T and I run out and grab some wires from a local dealer and proceeded back to his house and try and get the issues resolved.

At this point it just past 1pm and we both were a little hungry so we stopped and grabbed some burgers and headed back to his house.

We eat and get back to work after another hour or so the boat cranks up and it’s running great.

T shuts his boat down and we start the cleanup process when his wife comes home from and comes out to the garage and asks did we get it fixed and T replied I think so but i really need to take it to the lake just to make sure for the upcoming Labor Day weekend.

I told him if he wanted to hook it up and go that we could… I have nothing going on and he said ok let’s get this mess cleaned up and we’ll head out.

T wife tells him that she had to run over to her mom’s house because they were going shopping for someone upcoming wedding and for us to enjoy and be safe.

By this time it’s a little after 4pm and told T give me his keys and I’ll back his truck over and hook up… he tosses me his keys and I get the boat hooked up as he went into the house.

About that time a car pulls up in his driveway and i can immediately tell that it’s a lady that we all know from being mutual friends over the years…

We will call her K

K gets out of the car and walks over to where I am and asks what are we doing and I tell her that T and I have been working on the boat all day and we’re fixing to take it and put it in the water just to make sure everything is working.

She immediately replies that she wants to go and I tell her well I’ll guess you will have to ask T… Not my boat not my decision.

T comes back out of the house changed and with a cooler full of beer and asks K what she was doing there and K replies she was coming over to see T wife and T replies that she left a while ago to go to her moms because they were going shopping or something like that.

K says well I see that and says would you mind if I tagged along with you all?

T replies get in the truck we’re heading out.

So we all pile in and head out and go to the nearest boat ramp which was 15 minutes from T house and we get there and get the boat in the water and just like at T house everything fires up and seems so far to be doing well.

To describe K she was in here late 40s while we were both in our mid 30s . Medium brunette hair… Probably around 5’3” nice rack and because she worked out a lot had some nice thick thighs and ass on her.

For her age K was definitely a certified milf / cougar.

K had just went through a divorce about 2 years prior to this so she was definitely out there letting it be known she still had a little left in the tank.

We get out to the main channel of the lake and T starts letting it rip a little and everything is still going great..

K gets into the cooler and tosses me a beer and her and I are just chilling and enjoying the evening ride…

So after about 30 mins or so T pulls over in a cove and says man I think we have it fixed and I really seems so… I get up and get in the cooler and toss him and a beer and we’re all just sitting there having a good time.

At this point K has probably had 3 maybe 4 beers and you can tell she’s getting giddy a little and she says I think I’m going to get in the water for a little bit and take her shirt and shorts off and wearing just a sports bra and some of those workout compression shorts on she jumps in.

T and I are sitting on the boat just chilling when K starts wanting us to join her in the water and at this point of the evening I’d say it was 6pm and I really didn’t want to get in the lake and i was feeling really good at that point so I declined and T did as well.

After about 5 mins or so K gets back on the boat and sits down in the back with us just chilling…

So after some small talk and stuff K says she wants another beer so I grab her one and she starts drinking it and tells T to put some music on.

T puts some music on and she starts dancing and you can tell she’s feeling good and she comes over and grabs me by the hand and I get up and start dancing a little with her…

Not going to lie her being backed up against me dancing was getting me hard and it was getting to the point I couldn’t hide it. So after the song i immediately sit down and she started asking T to dance with her and he decided against it but the more that I looked at her in that top and bottom she had on the urge to not make a move was becoming harder and harder.

So she comes over and sits by me and she says what’s wrong and I say oh nothing just enjoying the scenery as I let out a chuckle.

At this point I sorta thought I knew was about to happen but wasn’t really sure if it would.

K then looks at both myself and T and says well guys… Get your dicks out…

And T says what??? and she you guys get your dicks out…

Well she didn’t have to tell me twice… I stood up and pulled my semi hard dick out and took about 2 steps and put it in her face…

K grabs my dick and puts it her mouth..

I look over at T who’s sitting in his chair and give him a get over here nod and so T stands up and comes over to where K and I are and pulls his dick out.

K switches from myself to T all while jacking me off with her other hand.

I couldn’t take it anymore and pulled K sports bra off to release those tits of hers and she begins to start alternating back in forth on mine and T dick while we played with her tits.

This goes on for about 10-15 minutes or so until at one point I was face fucking her…

I pull my dick out of her mouth and stand her up and pull her compression shorts off and she goes down to her knees and continues sucking mine and T dicks.

She continues to do this for a few more minutes and she gets up and sits down on the bench and spreads her legs and starts playing with her pussy…

I wasted no time at all going down there and eating her pussy while she continued sucking T dick..

I eat and finger her pussy until she’s cum a couple of times and she’s begging for a dick to be in her…

I come up from eating her and tell her to turn around and she gladly obliges and she tells T to sit down.

T sits down and she goes back to sucking his dick and I start teasing her pussy with the head of my dick and slowly slip it in…

Man was she tight AF!!!

It took a little bit to get her loosen up enough that I could get all my dick in her.

Once I got her loosen up though and we got into a rhythm it was amazing…

After a little while T said save me some man and I told him.. man I’m not sure I want to and we laughed so he and switched and he started pounding her in missionary while i took a drink from my beer and I walked back over and inserted my dick back in her mouth.

It wasn’t much longer and T had that I’m going to nut look and he pulled out of K and she got down on her knees and he cum on tits.

She looked at me and said your next and I told her however you want it you can get it and she said I want to ride you.

I set down and she climbed on top of my dick in reverse cowgirl and started grinding while I started playing with her clit… about 10 mins of that I stood her up and took her in standing doggy until I was ready to explode all up in her and pulled out.

K turned around and got down on her knees and was trying to catch my load in her mouth but I had so much pent up I gave her a facial.

That facial must have been a trigger because as soon as I was done she put my dick back in her mouth and starts cleaning my dick up all while looking up at me.

After we sorta come to our senses we get the boat started back up and head back to the boat ramp pretty much in the early dark stages and pretty much about 40/45 mins away

While on our way back K and I are sitting on the same side of the boat and she’s telling me that she enjoyed my dick a little bit more than T and saying that she wants to fuck me again.

Well all that talk is getting me hard again and she notices it and just looks at me and I pull my dick back out for her and she starts sucking my dick while we’re going down the lake at night after a few minutes she comes up from my dick and pulls her shorts down and starts riding me again.

T from the steering wheel gives me this look.. like WTF…. 😂😂😂

While K is riding me she leans down in my ear and tells me to fill her up that she likes facials but wanted to filled up and I grab her hips and start helping her reach another climax and as she starts cuming I unloaded up her what seemed 3/4 ropes.

She collapsed her head on my shoulder and says that was amazing and kisses my cheek and gets up off me.

We eventually get back to the dock and get everything loaded up and head back to T house.

While loading the boat back up T and I are strapping everything down and he says man do you care to drive home and I say no problem why?

T looks at me and says Im not gonna let you have all the fun and I said I got you… We pull out from the boat ramp.

T and K are in the back of the truck and I can that she’s sucking his dick and as we’re about a few minutes from T house she finishes him off.

We get pulled back in and T tells me to just pull up by the garage and leave everything hooked up.

We get out of the truck and we all start grabbing our things and the T wife comes out of the house and is talking and carrying on.

T wife ask if we all wanted to come in for a little bit and I responded… I think I’ll head home it’s been a long day.

K says she can stay for a little bit and her and T wife head back into the house.

I look at T and say man if you play your cards right … T looks at me and says that K has been coming over for a few months now and him and his wife and her have been fucking each other.

I look at him and say what!?!?!?…. He said yea… Her and his wife had been hanging out for about 7 or 8 months now since her divorce and that a few months prior to that day her and his wife got drunk together one evening and we all ended up having a 3sum together.

I just gave him a high five and said you lucky SOB you and he laughed and said are you sure you don’t want to stay????

I just chuckled and said maybe some other time… You have fun tonight and oh by the way… Don’t eat her out this next round unless you want to taste my nut…

T said I’ll leave that for my wife and I’ll just sit and watch… We both laughed and away I went.

See sometimes helping a buddy out does come with its own rewards.

reddit.com
u/ctrain35 — 2 months ago

3 sum with married couple

A few years ago I was approached by a friend of mine about the possibility of having a 3 sum with him and his wife.

My 1st thoughts were NO… simply because I had known them for years and they were good friends of mine.

After some thought and detailed discussion with them I asked them why they chose me when they could’ve gotten anyone…

T (The Wife) said because they knew they could trust me not to say anything and keep it between the 3 of us.

So after some more conversations between her and i…

I find out why they are wanting to do a 3 sum and long story short apparently her husband was cheating with another woman that they were friends with.

Now 1st off knowing them I couldn’t understand why he would do that because T always seemed to me like the one that would always be open minded about trying new adventures inside the bedroom just based off of how she was the life of the party…

So basically T admits that she had always wanted to try a 3 sum but her husband would never go through with it unless it was with a woman 1st so this was basically her “Get Back” at him after all the stuff they had been through with his cheating…
She even told me the woman who he was messing with and she was a smoke show in her own right and T even admitted to me had her husband been forthcoming up front she would even entertained the idea of doing a 3 sum with her.

Well reluctantly I agree to the 3sum and after talking to her husband about boundaries and things so we set everything up and a few night later I go over to their house.

We all are hanging out and talking and T asks me if I have ever done a 3 sum before and I say yes I have and went into brief detail and that it was some years back.

After some drinks and so forth we move to the living room and her husband goes downstairs for a brief moment and I use that moment to make sure that T really wants to do this and she emphasizes that she’s thought about it all day.

To describe T she’s about 5’8” medium blonde hair and what I describe as Athletic build… Nice C cup rack but her ass is deal sealer.

While her husband is downstairs doing whatever she says im nervous and I said it’s totally normal that I won’t do anything she doesn’t want me to and she says that’s the problem… I want you to absolutely do whatever… This is my night and he can get over it.

I say ok and lean in and start kissing her and within what seemed like seconds she was willing to go at right there in the living room… Her husband makes his way back upstairs and he can see her arousal written all over her face…

Her husband says something along the lines y’all didn’t start without me did you and I say just may have had a little appetizer to which we all start laughing to ease the tension…

So her husband says I’m going to grab a water does anyone want anything and I ask for a water myself and T says I just want another drink.. So the 3 of us are in the kitchen area and after T gets her drink made we all are standing there and T starts making out with her husband and after a few minutes switches to me.

This goes on for about 10 minutes or so and T drops to her knees in the kitchen and pulls our dicks out… and starts sucking both of us off

She alternates between the two of us for a few minutes until we both are rock hard and she gets up and leads us to the bedroom after some more sucking between the two of us I lay her down and start eating her pussy while she still sucked her husband…

She wasn’t lying about being ready… she was absolutely soaked and it didn’t take her long until she came all over my face… After that I came up and she started begging to be fucked and her husband and I looked at one another and I said you first and she got into doggy style…

While her husband started banging her she took me in her mouth and started sucking me like her life depended on it and no lie was one of the best BJs all while maintaining eye contact with me.

After about 10 minutes or so he and I switched places and as fait would have it his phone started ringing…. Being in his line of work he had to take the call so it was just her and I in the bedroom and as he left the room she turns to me and says I’ve always knew you had a bigger dick than him and I want you to use it on me… To which I looked at her and said after I’m done you will want it to be just me and you the next time…

I enter my dick into her and she immediately knew what I meant when I started stretching her pussy out and she looked back and said oh my gosh and I after a few slow pumps and getting all my dick in her I ask are you ready and she said yes…

So I start immediately giving all of it to her and she’s moaning and going on and tells me she’s never had a guy go this deep before… Her husband walks back in… soft AF and he’s watching me blow his wife back out and comes back over and puts his dick in her mouth…

At this point she’s came 2 times on my dick and begging for a break and pull my dick of her and she’s laying there… My dick covered in her juices all while he’s about half hard…

She now has that dick drunk look in her eye and starts sucking me off again…

To my surprise her husband leaves the room again and I ask should we stop out of respect to them and she says absolutely not…

So knowing what I know I grab her and put her on top of me and let her fuck herself crazy while I start playing with her asshole and as soon as I work my finger inside her asshole she cums again and let’s out a moan I know he heard… I start fucking her from the bottom and it’s not long before I have her on the floor taking a facial as he walks back in the room…

She cleans me up and I lay back on the bed as she gets cleaned up… Her husband back hard comes over and starts messing with her and after about 10 minutes I’m back hard… She looks at me and says come here and I happily oblige as we start spit roasting her until he comes in her and I come down her throat.

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u/ctrain35 — 2 months ago
▲ 210 r/TheRealSexConfessions+1 crossposts

Ex SIL Bestie Becomes My 1st Cougar

This encounter actually starts back on my bachelor party night.

I’ve been divorced for quite a few years now so I may forget some minor details

However on my bachelor party night my group and my ex wife group unexpectedly ended up all together back at the house.

My group had gotten back home around 1am or so we had done the typical guy stuff… Eat Drink Strip Club… blah blah blah.

A few of us were buzzing pretty well and were needing some food to soak up some alcohol so we did what most guys do and fired up the grill…

About hour or so later my ex and her group come barging in the house all giddy and cutting up and most of us were friends or acquaintances so everyone pretty much knew one another.

We get the burgers and hot dogs off the grill and people are starting to eat and continue drinking just having a great time.

Around 3am the alcohol has definitely taken over everyone and it was becoming even more exciting from an atmosphere standpoint.

One of my EX friends decided to make a comment about playing truth or dare now take it that majority of us at that time were in our mid 20s (Just Guessing) and my EX SIL and her friend were in there early 40s or maybe just a little older.

My EX SIL was a little on the thicker side (Nothing Wrong With That) but she was definitely a looker in her own right and her bestie was the definition of what a MILF / Cougar looks like.

We will call her G… G was around 5’8” reddish auburn color hair green eyes big tits and her ass was just plump and even though she had 2 kids of her own she definitely knew what she had going on.

As stupid as the truth or dare game was we all started playing and nothing was really crazy going on until my EX dared G to give me a lap dance and when she said this i immediately thought there’s no way this is going to happen but without hesitation G got up and said put some music on.

So I’m sitting on the couch and G comes over to me and faces away from me… Someone put the song Back That Azz Up on and G started dancing on me.

As the song continues and G continues to dance on me she starts grinding on me and I had to catch myself from placing my hands on her big tits (Trying To Play It Cool) At one point I happen to look down her jeans and can see she has no panties on and i immediately start getting hard and as the song finishes up she probably spends the last 10 or so seconds just grinding on me.

After the song ends and everyone is going on and stuff after a few more truths and dares everyone sorta starts breaking up into small groups… At this point it’s closer to 5am and a few of party members are ready to start going to bed.. At this point I’m wired and the thought of G just grinding on me are in my head and there’s no way I’m going to bed with her still here and at that point I wasn’t sure if she was staying or not.

As things continue to die down my EX comes over in the living area where my best friend and I were and she says she’s going to bed and gives me a kiss… A few more minutes later the only ones up are myself my Ex SIL G and another one of my friends.

My friend tells me he’s heading home that he’s sobered up enough to drive and makes his way out the door… While he makes his way out I see my EX SIL and G on the front porch talking.

I go outside where they are and they immediately go hush hush like they’re trying to hide something… So I play dumb and a few more minutes later my SIL asks where she can sleep and I’m like you can take the bed and I’ll sleep on the couch or go downstairs if I need to if people aren’t down there and she says good night and goes inside.

So it’s just G and I out in the porch and I were I lived at the time it was very secluded so there wasn’t many house around and what was there couldn’t be seen.

So I asked G what they were talking about and she’s nothing really and I immediately call her out and say oh BS!!!

What were you all talking about and she looks at me and says.. Ok.. You want to know and I say.. Yeah!!!

She says “How Big Is It” and it threw me off guard at 1st and say Do What???

She asks again “How Big Is It”???

I reply… Oh I Don’t know I’ve never really measured it why??? (it’s not anything crazy)

She says…. because I could feel it when I was grinding on you…

I started laughing and said sorry about that and she says don’t be and that it was fine.

I ask her aren’t you married though???
Why would you do that to begin with and without hesitation she says we’re actually getting a divorce…

I said OH.. Sorry to hear that.

I go on to tell her how much i enjoyed the lap dance and she says oh I could tell and then she looks at me says me and my EX SIL were talking about your dick after I was telling her I could feel it when I was doing the dance and that’s why I went lower and started grinding you.

I thought for a second and then I said you don’t know how hard it was for me to keep from putting my hands on your tits while you were doing that… I had to catch myself before I went through with it.

She laughed a little and said to be honest if certain people weren’t there she wouldn’t have minded if I did do it.

I said well looks like it’s just the 2 of us now and she says I tell you what…

I’ll let you play with my tits if you let me see your dick and I said deal…

She had just a basic Tshirt on so her and I came pretty much face to face and I took no time in pulling her shirt and bra up exposing those beautiful tits of hers and I’m just guessing but they’re a solid D cup…

I start playing with her nips and massaging them and until I can’t take it anymore and start sucking them… while doing so she softly moaning and I’m getting eager to play with that pussy of hers… So I do what any guy would do… I slide my hand down in her jeans and to my surprise she doesn’t fight it at all…

I slide a finger in her and she starts moving back and forth on my finger while I’m sucking her tits and in a couple of minutes she cums and I pull my hand out and she fixes her tshirt and bra and without saying a word

She pulls my dick out and her eyes says everything that needs to be said and she bends over at the waist and starts blowing me right there on the front porch.

It didn’t take long before I just started face fucking her and this went on for about a good 10 minutes or so and she says we can’t do this here I can’t believe we haven’t been caught yet… I have to go…

So G leaves… I sit down on the rocking chair on the porch and eventually slide back in the house and go to sleep on the couch…

The following week around Thursday I get a txt from G and she says I’m sorry about the other night and that it shouldn’t have gotten that far and I told her at this point all I could really think about was finishing up what we started and I even told her that following week I’m off work starting that Thursday for vacation…

The following week comes and I’ve heard nothing from G Monday through Wednesday… Thursday… Nothing at this point I’m just thinking we’ll chalk it up as an almost type deal and move on…

Friday comes and I’m doing yard work and get through and come in the house to get a shower and go out to grab a bite to eat… On my way back home… I get a txt from G.

Where are you and what are you doing???

I said I just came out to grab a bite to eat and I’m almost back to the house.. Why???

G ask where is my Ex at and I said she’s at work and G replied ok…

Silence… Ok that was weird…

Get home and finish my sandwich and about 15 minutes later I hear a knock on the door and I get up and to my surprise it’s G!!!!

I open the door and G comes in and says … I know I shouldn’t be here and we definitely shouldn’t be doing this at all but I can’t stop thinking about what happened and like you I want to finish what we started…

That’s all I needed to hear!!!

Her and i immediately started making out and the clothes started flying off one another…

After about 5 minutes of kissing and feeling on one another G got down on her knees and took my dick in her mouth and sucked my dick like I had never had happen before like she was doing it…

I was about to come right down the back of her throat and at that point I was getting my nut this time.. I grabbed the back of her head and started shooting ropes down her throat and she took everything I had too!!!

She proceeded to clean me up with her mouth and I laid her down on the couch and started eating her pussy like a mad man…

Something about her and this being my first Cougar experience I was going to do my absolute best to make this memorable.

I continued to eat her pussy and slid a finger in her while doing so and it wasn’t long until she was cuming like a water fountain all over my face.

By that time I was hard as a brick and again and she was ready to be fucked and fucked is exactly what I gave her too…

I immediately turned her over and put her in doggy and she said you don’t waste time do you??

I wasn’t even trying to ease it in either… I put it all the way in and she said FUCK!!!!

I start giving it to her and reach under neither her and start playing with clit and she yells “Im about to cum”!!!

I reply cum all over that dick like you wanted to the other night and that was all she needed to get her first finish…

I sit down on the couch and tell her ride my dick like she was the other night during that lap dance and she gets in reverse cowgirl and starts grinding my dick all the way down at the base… After a couple of minutes i start playing with her massive tits and clit again until she has her 2nd orgasm…

She looks at me and say aren’t you ready to cum again and I say I’m almost there and I tell her get in any position you want…

She gets back on all 4s and says fuck me… I do as she says and it was long before I tell her I’m about to cum and she goes… Give me that cum in my mouth… That’s all I needed until she was back on her knees taking my cumshot on her face and in her mouth.

We get cleaned up and she says this can’t happen again and I looked at her and said maybe not tomorrow or the next or anytime soon… BUT… NEVER SAY NEVER.

Talk about a wedding gift to remember

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u/ctrain35 — 2 months ago
▲ 86 r/TheRealSexConfessions+1 crossposts

Players Mom

I’ve always been involved with sports… Mostly Football and Basketball and some baseball from playing through high school and some college but over the last 8 years or so I’ve gotten mostly into the coaching side side of things.

About 5 years ago I was asked to coach a middle school boys AAU basketball team by one of the regional programs that’s close by to where I live and I’d be lying if I didn’t say I wasn’t a little bit nervous about it at 1st just because the team would be put on a high level circuit meaning 1 our kids had to be able to play and 2 we’d be playing smoke pretty much every other weekend.

So to get the story going after some time trying to get the team put together we were in deep need for a athletic “Big” and a true “PG” and after about 2 tournaments I get a call one day from our director saying he had a BIG coming my way that could play and the current team he was on just wasn’t a good fit and that he gave his mother my number…

A couple hours later my phone rings and it didn’t take me long just from hearing her voice that i could tell this lady could be a “SMOKE” show so after some small talk I told her when our next practice was and told her that she could bring her son by and he can practice with us and see what he thinks…

As fait would have it sure enough when they walked into the gym on practice day and introduce themselves she was a absolute MILF… she was about 5’6” maybe 140 lbs soaking wet mid 40s long blonde hair and you could tell she was a athlete just based off her build and that she kept herself in shape.

After some small talk and getting to know one another we started practice and once practice was over we spoke some more and i basically just got to the point and said we definitely need your son to help the team out… Didn’t hurt that he had MILF for a mom either 😂

Her son says that he definitely liked the players on the team and wanted to play a tournament with us before committing and I was cool with that.

Later that evening at home I get a txt from her saying thank you for allowing him to practice and that’s was pretty much all he had talked about all evening since they had been home… We make some small talk most about how much he loves the game blah blah blah and she lets it slip that his father has been pushing him to put in the extra work to get better… No lie I was little bummed out but no biggie… i figured she was married to begin with.

Couple of tournaments goes by and we’re having some success and my director calls me up saying that he had a player that was on a team and the team folded and he was wanting to continue to play and his mother who he knew for some time had asked him if he knew of anyone and I told him tell her we have practice on such day and they are more that welcome to come…

Practice day comes and they show up … You know when there’s just that “INSTANT” connection well that’s exactly how it was when the mother and I started talking… She was a little older than I.

Not that i minded that at all but she was in her late 40s about 5’3” and stacked on her chest and her ass… granted she wasn’t overall as pretty as the other mom but she could definitely hold her own…

After practice is over I talk to her and her son and he says pretty much everything the other player said and I told him I have 1 spot remaining and I need a PG and if he wants it that it’s his because we would be hitting the road for our next 4 tournaments to finish up the AAU season and he said he wanted it and I told ok it was his and he said thanks and grabbed his bag and went out the door…

His mother and I were talking and talking til we were the only 2 in the gym that evening and I apologized and said I bet he’s mad he’s been sitting in the car so long waiting on mom and she laughed said no his grandparents had picked him up that they were going to the beach for short weekend trip.

So I walked her to her car and we said our goodbyes and went on our way…

About 3 days later I get a friend request notification off snap chat and it’s her… I think nothing of it and add her back… Silence…

We go into next weeks practice getting ready for our 1st out of state tournament and afterwards she told me that she wasn’t sure if she should have added me or not and I asked why and she said I wasn’t sure if you were single or not and I was like I really don’t post anything on there and that I was single at that time so don’t worry much about it.

Well I get home that evening and she had posted a snap of just her pool with the night lights on and I had replied that’s a sweet setup you have there and she says thanks…

We chat some more.. nothing crazy yet…

We finish 2nd in our tournament that weekend and I get back home late Sunday evening and I’m getting ready for work come Monday when I get a notification on my phone… It was a chat from her on snap…

We start talking about the weekend and she saying how much her son enjoyed playing and this and that and by now it’s around 11pm and 4:30am for work comes early for me and I say he played well we’ve got another big one coming up this weekend.

At this point I don’t have to ask if she married or not but curiosity killed the cat and I just ask her if she was single or not and she replied yes I am… Why???

I reply Just Wondering… She said that she had gotten a divorce about 2 years before that.

I say ok… Just making sure and she ask why is that… And i implied that im not a home wrecker type person and she said that she respects that.

As the next few weeks go by and as the season is winding down the urge to not turn the volume up on our conversations and connection keeps getting harder and harder… at this point it was totally obvious that we wanted to fuck each other and we neither one had made a sly comment in any way whatsoever.

About a week after the season ends she has a snap up of her laying out by her pool… Nothing risky or anything like that but just a good selfie pic of her standing by her pool…

I was thinking let’s just see where this goes and I say must be nice or something like that… She replies almost instantly that it could be nicer and I ask what does she mean by that???

She says are you busy and I say not really just settling down from a long week of work her at my house…

She replies back with you should come over and hang out with me since I’m kid free this weekend and when she said that I knew what was about to happen…

I replied send me your address and she’s about 30 minutes away from me.. I tell her that I’m on my way and when I get there I txt her and say here and says come around the side gate I’m out back.

Her house is very nice and in a good neighborhood… So I walk around back and she in a 2pcs blue bathing suit and her body is better looking than what I originally thought… Her tits were busting out and she didn’t have a problem whatsoever putting them on me when she gave me a hug…

She offered me a beer and we sat and talked and then got in the pool and we start getting touchy feely and she says look… I’m not looking for anything serious but I’m not dead either… I have to be careful with my son about things like this because I don’t want to cause issue with myself and him.

I totally respected that…

So with that being said her and I start making out pretty heavily… in about 5 mins I have her tits out of her top and sucking on them.. at this point I was doing all the work and you could tell she was just enjoying what was going on.

After a few more minutes we move out of the pool and I’m hard as brick and looking at her nice bouncy ass was making it harder… About the time we get under the covered back porch I just grab her and pull back into me and start kissing her neck and rubbing my hands all over tits… I and just slowly slide my hand down into bottoms to find a nicely shaved pussy… as get to her entrance she’s absolutely soaked and it takes no effort at all for me to slide a finger inside as she gasps and says oh that feels good…

I continue just massaging her pussy and by that point my dick has just about brought its own self out of my shorts.. I turn her around after she cums from me fingering her and I never expected her to just go for it right there but she looks at me and drops to her knees…

She pulls my dick out and looks up at me and says I’ve not had one of these in a while and takes me in her mouth… At first she was a little rusty but after about 5 good minutes she was deep throating me.

I pull my dick out of her mouth and say lead the way… We never make it to her bedroom but we end up right there in the living room couch… I pull her bottoms off and lay her down as I start eating her pussy… She’s moaning and has her hands in my hair and as I slip my finger inside her she starts cuming and I just keep eating her pussy until she’s begging me to stop.

I finally do and she grabs my dick and places it back in her mouth for some more action… I knew at this point she wanted to be fucked and that’s what I was going to do…

I pulled my dick out of her mouth and tell her to turn around and arch that sweet as ls of her out for me… I enter her and she looks back and at me and says take it slow at first please…

Yea ok… I give her about 5 slow strokes and then I start getting into a rhythm and then she starts saying fuck I’m about to come again and at that point I was just going to take this under fucked divorced milf to pound town and that’s exactly what i did…

I grabbed her hips and started burying everything I had into her and in about 10 minutes I was about to blow my load in her and I never thought to ask if she could get pregnant or not so I pull out and when I do she turns around and opens her mouth and I give her the biggest facial id ever done before…

She proceeded to clean me up with her mouth and then goes and gets a towel… We’re both sweating and sitting on the couch and we’re not saying much at all and she says I needed that.. Thank You…

At this point I was ready to go again and I say you want round 2 and she happily obliged so she gets on top of me and starts riding me and I start playing with her ass hole and she says i like that… So I slip my finger in her ass and within seconds she’s cuming all over my dick…
We continue this for about 10 minutes and I say I’m about to cum again and she says fill me up and creampie her good.

After that we get cleaned up and after some chit chat I tell her that I’m going to head home and she gives me a kiss at the door and says be safe.

I get home around 1am or so and I have a notification from her on snap… I open it and she has sent me a snap of her in her bed naked with her vibrator.

Long story short… I didn’t get the one I wanted but I got more than I asked for.

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u/ctrain35 — 2 months ago

3 sum with married couple

A few years ago I was approached by a friend of mine about the possibility of having a 3 sum with him and his wife.

My 1st thoughts were NO… simply because I had known them for years and they were good friends of mine.

After some thought and detailed discussion with them I asked them why they chose me when they could’ve gotten anyone…

T (The Wife) said because they knew they could trust me not to say anything and keep it between the 3 of us.

So after some more conversations between her and i…

I find out why they are wanting to do a 3 sum and long story short apparently her husband was cheating with another woman that they were friends with.

Now 1st off knowing them I couldn’t understand why he would do that because T always seemed to me like the one that would always be open minded about trying new adventures inside the bedroom just based off of how she was the life of the party…

So basically T admits that she had always wanted to try a 3 sum but her husband would never go through with it unless it was with a woman 1st so this was basically her “Get Back” at him after all the stuff they had been through with his cheating…
She even told me the woman who he was messing with and she was a smoke show in her own right and T even admitted to me had her husband been forthcoming up front she would even entertained the idea of doing a 3 sum with her.

Well reluctantly I agree to the 3sum and after talking to her husband about boundaries and things so we set everything up and a few night later I go over to their house.

We all are hanging out and talking and T asks me if I have ever done a 3 sum before and I say yes I have and went into brief detail and that it was some years back.

After some drinks and so forth we move to the living room and her husband goes downstairs for a brief moment and I use that moment to make sure that T really wants to do this and she emphasizes that she’s thought about it all day.

To describe T she’s about 5’8” medium blonde hair and what I describe as Athletic build… Nice C cup rack but her ass is deal sealer.

While her husband is downstairs doing whatever she says im nervous and I said it’s totally normal that I won’t do anything she doesn’t want me to and she says that’s the problem… I want you to absolutely do whatever… This is my night and he can get over it.

I say ok and lean in and start kissing her and within what seemed like seconds she was willing to go at right there in the living room… Her husband makes his way back upstairs and he can see her arousal written all over her face…

Her husband says something along the lines y’all didn’t start without me did you and I say just may have had a little appetizer to which we all start laughing to ease the tension…

So her husband says I’m going to grab a water does anyone want anything and I ask for a water myself and T says I just want another drink.. So the 3 of us are in the kitchen area and after T gets her drink made we all are standing there and T starts making out with her husband and after a few minutes switches to me.

This goes on for about 10 minutes or so and T drops to her knees in the kitchen and pulls our dicks out… and starts sucking both of us off

She alternates between the two of us for a few minutes until we both are rock hard and she gets up and leads us to the bedroom after some more sucking between the two of us I lay her down and start eating her pussy while she still sucked her husband…

She wasn’t lying about being ready… she was absolutely soaked and it didn’t take her long until she came all over my face… After that I came up and she started begging to be fucked and her husband and I looked at one another and I said you first and she got into doggy style…

While her husband started banging her she took me in her mouth and started sucking me like her life depended on it and no lie was one of the best BJs all while maintaining eye contact with me.

After about 10 minutes or so he and I switched places and as fait would have it his phone started ringing…. Being in his line of work he had to take the call so it was just her and I in the bedroom and as he left the room she turns to me and says I’ve always knew you had a bigger dick than him and I want you to use it on me… To which I looked at her and said after I’m done you will want it to be just me and you the next time…

I enter my dick into her and she immediately knew what I meant when I started stretching her pussy out and she looked back and said oh my gosh and I after a few slow pumps and getting all my dick in her I ask are you ready and she said yes…

So I start immediately giving all of it to her and she’s moaning and going on and tells me she’s never had a guy go this deep before… Her husband walks back in… soft AF and he’s watching me blow his wife back out and comes back over and puts his dick in her mouth…

At this point she’s came 2 times on my dick and begging for a break and pull my dick of her and she’s laying there… My dick covered in her juices all while he’s about half hard…

She now has that dick drunk look in her eye and starts sucking me off again…

To my surprise her husband leaves the room again and I ask should we stop out of respect to them and she says absolutely not…

So knowing what I know I grab her and put her on top of me and let her fuck herself crazy while I start playing with her asshole and as soon as I work my finger inside her asshole she cums again and let’s out a moan I know he heard… I start fucking her from the bottom and it’s not long before I have her on the floor taking a facial as he walks back in the room…

She cleans me up and I lay back on the bed as she gets cleaned up… Her husband back hard comes over and starts messing with her and after about 10 minutes I’m back hard… She looks at me and says come here and I happily oblige as we start spit roasting her until he comes in her and I come down her throat.

reddit.com
u/ctrain35 — 3 months ago

3 sum with married couple

A few years ago I was approached by a friend of mine about the possibility of having a 3 sum with him and his wife.

My 1st thoughts were NO… simply because I had known them for years and they were good friends of mine.

After some thought and detailed discussion with them I asked them why they chose me when they could’ve gotten anyone…

T (The Wife) said because they knew they could trust me not to say anything and keep it between the 3 of us.

So after some more conversations between her and i…

I find out why they are wanting to do a 3 sum and long story short apparently her husband was cheating with another woman that they were friends with.

Now 1st off knowing them I couldn’t understand why he would do that because T always seemed to me like the one that would always be open minded about trying new adventures inside the bedroom just based off of how she was the life of the party…

So basically T admits that she had always wanted to try a 3 sum but her husband would never go through with it unless it was with a woman 1st so this was basically her “Get Back” at him after all the stuff they had been through with his cheating…
She even told me the woman who he was messing with and she was a smoke show in her own right and T even admitted to me had her husband been forthcoming up front she would even entertained the idea of doing a 3 sum with her.

Well reluctantly I agree to the 3sum and after talking to her husband about boundaries and things so we set everything up and a few night later I go over to their house.

We all are hanging out and talking and T asks me if I have ever done a 3 sum before and I say yes I have and went into brief detail and that it was some years back.

After some drinks and so forth we move to the living room and her husband goes downstairs for a brief moment and I use that moment to make sure that T really wants to do this and she emphasizes that she’s thought about it all day.

To describe T she’s about 5’8” medium blonde hair and what I describe as Athletic build… Nice C cup rack but her ass is deal sealer.

While her husband is downstairs doing whatever she says im nervous and I said it’s totally normal that I won’t do anything she doesn’t want me to and she says that’s the problem… I want you to absolutely do whatever… This is my night and he can get over it.

I say ok and lean in and start kissing her and within what seemed like seconds she was willing to go at right there in the living room… Her husband makes his way back upstairs and he can see her arousal written all over her face…

Her husband says something along the lines y’all didn’t start without me did you and I say just may have had a little appetizer to which we all start laughing to ease the tension…

So her husband says I’m going to grab a water does anyone want anything and I ask for a water myself and T says I just want another drink.. So the 3 of us are in the kitchen area and after T gets her drink made we all are standing there and T starts making out with her husband and after a few minutes switches to me.

This goes on for about 10 minutes or so and T drops to her knees in the kitchen and pulls our dicks out… and starts sucking both of us off

She alternates between the two of us for a few minutes until we both are rock hard and she gets up and leads us to the bedroom after some more sucking between the two of us I lay her down and start eating her pussy while she still sucked her husband…

She wasn’t lying about being ready… she was absolutely soaked and it didn’t take her long until she came all over my face… After that I came up and she started begging to be fucked and her husband and I looked at one another and I said you first and she got into doggy style…

While her husband started banging her she took me in her mouth and started sucking me like her life depended on it and no lie was one of the best BJs all while maintaining eye contact with me.

After about 10 minutes or so he and I switched places and as fait would have it his phone started ringing…. Being in his line of work he had to take the call so it was just her and I in the bedroom and as he left the room she turns to me and says I’ve always knew you had a bigger dick than him and I want you to use it on me… To which I looked at her and said after I’m done you will want it to be just me and you the next time…

I enter my dick into her and she immediately knew what I meant when I started stretching her pussy out and she looked back and said oh my gosh and I after a few slow pumps and getting all my dick in her I ask are you ready and she said yes…

So I start immediately giving all of it to her and she’s moaning and going on and tells me she’s never had a guy go this deep before… Her husband walks back in… soft AF and he’s watching me blow his wife back out and comes back over and puts his dick in her mouth…

At this point she’s came 2 times on my dick and begging for a break and pull my dick of her and she’s laying there… My dick covered in her juices all while he’s about half hard…

She now has that dick drunk look in her eye and starts sucking me off again…

To my surprise her husband leaves the room again and I ask should we stop out of respect to them and she says absolutely not…

So knowing what I know I grab her and put her on top of me and let her fuck herself crazy while I start playing with her asshole and as soon as I work my finger inside her asshole she cums again and let’s out a moan I know he heard… I start fucking her from the bottom and it’s not long before I have her on the floor taking a facial as he walks back in the room…

She cleans me up and I lay back on the bed as she gets cleaned up… Her husband back hard comes over and starts messing with her and after about 10 minutes I’m back hard… She looks at me and says come here and I happily oblige as we start spit roasting her until he comes in her and I come down her throat.

reddit.com
u/ctrain35 — 3 months ago

This could be lengthy so I’ll apologize 1st.

Some odd years ago after high school myself and a buddy of mine had been out on the lake one summer day.
We had been out on his parents boat at this point and time we both were in our early 20s and of legal age… It was around mid day and we had been cruising up and down the lake pretty much all day and decided to come back to the marina for lunch.
After some lunch and few drinks we decided we would go sit on the boat deciding what we wanted to get into that evening and as we had gotten up and paid to leave to head out I seen our friends mom walking down the ramp to the towards the marina.
I tapped my buddy on the shoulder and said look at that and he said do you know who that is and I immediately replied absolutely!!!!

We will call her E to keep her identity sealed.

E was about 5’5”- 5’-7” long blonde hair and was built like a brick house due to her working out… everyone knew she had a boob job not too big just right early 40s at that time and was the definition of a certified MILF.

So as we approached E on the ramp she said was so excited to see my friend and I and gave both of us a big hug and said it’s so great to see you all and said she hadn’t seen us in over a couple years due to everyone moving on in life…

After a few minutes of chit chat and catching up she asks us what we were getting into that evening and without hesitation I replied why??? You have something in mind for us ???

Being the flirty type she was even though she was married too… she replied well you never what I may have up my sleeve with a little laugh afterwards…

She said well we are having a big get together on the houseboat this evening… mind you they were absolutely loaded and this houseboat was a double decker with a sun deck on the top…

So I said yea what time we will be around and maybe we can swing by for a bit… she told us they were gonna start around 8/9 just come on by..

Well after some encouragement to my buddy he decided to go with me back to party on their houseboat… We arrive around 10pm and the houseboat is lit!!!!

We make our way onboard and we had ran into some other friends and people we had knew and stopped to chat a bit here and there and a little later we make our way up to the top deck to where we see E and some of her friends all up and dancing around…

E comes over wearing a white top and some black shorts and say you all did decide to come and apologizes for being sweaty and gives us a hug.. she introduces us to some more of her friends who were all hot in their own right as well …

Definitely we were in Milf heaven so 😂😂😂

So some time goes by and it’s around 1am and the party is dying down and E husband comes up top making sure we were all good and making sure we didn’t need a ride home or we could stay on the boat if we wanted to… He tells us he had to run some more f the company home due to them being wasted and I said no I think we’re good and fixing to head out.

My buddy and I were finishing up talking to a friend of ours up on the top deck when E comes up and says… OH.. You all are still here I hadn’t seen you all in a little bit… My buddy says we were just catching up a little bit and as our friend says see ya guys later and leaves…

E sits down on the bench and say whoo what a fun night… and asks if we had seen her husband and I said yea he said he had to take some of the company home and it would a few hours before he got back…

This is when things start to get heated up… E says you all do a couple shots with me… So out comes the liquor and we all 3 do a few shots with each other and about 20 mins later she’s getting handsy to which I say you better be careful you will start something you may not want to finish…

When I said that it was like the fire in her eyes got lit with lighter fluid and she looks at both of us and says you 2 wouldn’t know what to do with it… I said I’ve got time if you ain’t scared and she said of who??? And I said your husband coming back…

She looks at the 2 of us and says what he doesn’t know won’t hurt him and proceeds to take her top off and show us those tits of hers… well that’s all I needed and proceeded to start sucking them while my buddy just stood there and she said are you going to let him have all the fun???

I’ve had a long day and need to blow of steam or blow something and when she said that I pulled up off her tits and pulled my dick out…

And she looks at me and says well you’re not shy are you and said absolutely not… So I guess that was the cue that this was about to happen… she gets down on her knees and starts giving me to this day the best BJ I’ve ever had… Soon my friend joins in and she’s now blowing the both of us..

After about 10 mins of her slobbering all over our dicks I stand her up and pull her shorts off to find a shaved pussy that was absolutely soaked and I said are you that excited???

E replied without hesitation… I’ve been trying to get my husband to have a 3sum for a few years now but he won’t do it but I guess Its your boys lucky night because his loss is your gain…

I sit E on the bench and start eating her pussy like no tomorrow while she’s got my buddy dick In her mouth… after getting her off he and I switch positions and he proceeds to eat her out as well… after about 10 more minutes of this she says who’s fucking me 1st and without any questions I grab her hips and turn her around and she says I like a guy that know what he wants and I say well good because we’re gonna have fun with you as I proceed to slide my dick in her soaked pussy she looks back at me and says easy now… I’m a little tight and tight is exactly what she was too…

After a few minutes though I was balls deep in her and my buddy was fucking her face and by the sounds she was making she was enjoying every minute of it too!!!

We switched positions and I began letting her do her thing as her and locked eyes and I asked her if she wanted to try DP and she said I’m not sure if I can do that but she’s not against it…

I said well maybe another time… She said oh for sure..

So my buddy says man we might want to hurry and finish before her husband gets back and she says oh shit I was having so much fun i totally forgot… so my buddy slams his dick back in her and starts pounding her while I shove my dick down her throat… He pulls out and she turns around and lets him go on her face… While that’s happening I’ve shoved my dick in her soaked slit and started playing with her ass hole and she’s loving it and it didn’t take her long till I felt her squirt all over my dick and pulled out and she took me in her mouth and swallowed everything I had….

Her and I grabbed our clothes and went back down to the 2nd deck and grab a towel to clean up while my buddy was getting dressed on the deck and as her and I are getting cleaned up she looks at me and says were you serious about DP me and I said yes absolutely..

She said let exchange numbers because that was something she wanted to try and she asked if I had ever had a 3sum before and said once with 2 girls had she and she no… but that she wasn’t going to waste this chance to do so that’s why she wasn’t so forward.

So her and I exchanged numbers and met back downstairs where my buddy was and she gave us a hug and thanked us…

My buddy and I get back to my car and he says bro… What just happened and I said man… You just killed 4 birds with one stone… You banged a MILF… Had A 3sum… You fucked another dude wife.. And you fucked a friends hot mom… Today is one of those days you will NEVER FORGET and he started laughing and said yeah man… You’re right!!!

As we get out the main road to head back into town we pass her husband and I said perfect timing too

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u/ctrain35 — 4 months ago