I am a 32 year old male, married for 5 years. My wife is a solid 9, blonde, slim and beautifull. I had my share of girls before I got married, and I never had trouble finding one, but since I got married, I never cheated on my wife.

Instead, I got hooked on porn, and ML, and that got me through those years, because my libido is very high. I cant bitch about my wife, sexually, she is ok, never did anal, but I am no big fan of anal, so it just got boring.

But, as it usually gets, I got attracted by this woman I frequently see in the gym. She is my age, blonde, slim (you notice the patern), with a wonderfull, round ass. For months, I was obssesing with her. I used to spend my entire training gawking at her ass in yoga pants, and wanking after the training, while thinking about her. I started asking questions, found out she is married, a milf, and that even got me fired up more and more.

At this point, I started flirting with her. Hottie like her is used to get hit on, but on the other hand, I am not that bad of a material, and as I said, girls used to like me, so, rusty as I am, I started making my move.

She was flattered, but obviously reluctant to do anything more than casual flirt, so I backed off for a while, but after that, I noticed, that she started seeking my attention, right after my withdrawal. I got her out for coffee, and she pretended that she sees a friend in me, and got thankfull, because in me, she got someone who can listen to her. She told me about her problems in marriage, mediocre husband, no closeness between them. I started making up stories about non existant problems in my marriage, so, one thing led to another, and we got close.

At this point, I was in this for more than 4 months, and I started feeling sick of myself, both because of this girl, and my wife, so I just wanted to back off, but, last week, she asked me out to dinner, so I said yes.

Entire night, she was tensed, we almost didnt talk, and I told her, that I feel bad because of our friendship, that I feel like I am getting more from her emotionally, than I should, if I am faithfull to my wife, so, it got awkward, and we ended it early, and I offered myself to ride her home.

On the way home, she asked me to park in a lot besides the road, so I did. She started kissing me, and grabbed my cock through my pants. That was it, ten seconds later, she was sucking my cock and moaning. I told her I wanna fuck her, but she just kept on going, and pushed her head between my legs, and started sucking my balls. And that was it, I blasted all over her hair, and almost got blacked out, because of all that sexual energy I was collecting for months.

I drove her home, and we didnt say anything to each other.

Yesterday I was back in the gym. She cancelled her membership.

I guess her hubby isnt that bad after all.

I recently moved in with my GF after dating for two years. It took us a while to find a place in our price range, we wanted to rent a house, but had to settle for a condo.

Our landlord is a cougar MILF, recently widowed and owns her own business. Ive only seen her in business suits and its so sexy. Usually pencil skirt suits with high heels.

Right after we moved in we let her know about a few things that needed to be fixed. She was fine with it and said she would come over to let her maintenance guy in. I completely forgot to put away my bong.

I got a text at work of a picture of my bong reading "I think we need to talk" from my landlord. I wasnt sure what to do, but I told my boss that I was going to have to take a long lunch but I would work late to make up for it.

By the time I got home the maint guy was leaving and she was looking sexy as fuck in her suit but I was nervous that she was about to kick us out.

I'll spare you reading the whole convo but basically she said she would ignore the fact that Im smoking weed in her place if I was her bitch. I didnt really have much of a choice but I told her my GF couldnt find out. She agreed.

She likes having me come over to her place and as soon as I walk in the door we roleplay as mom/son.
She likes to spank me, tease me, stroke my cock, finger me, suck me off, make me eat her out, fuck me with a strapon, and if I cum in her before she tells me to she makes me lick it out of her. Sometimes she likes to just sit on the couch and watch TV while she breastfeeds me.

At first I hated this but I'm actually starting to love it all.
Im even starting to take control of the situation and initiate a lot of the stuff we do.

I was spanked by my ex-mistress´ mother in law.

Long story short, we were in a cuckolding relationship, and she wanted to prove her I wasn´t really an alpha, which she knew because I met her before in the BDSM community, where she is a gorgeous dominatrix milf and I´m switch. She sometimes spanked her daughter in law fully naked in front of her husband.

She was disgusted about her son being a so submissive cuckold (I banned him from penetrate her, and he was willing to let me knock her up), so she cited me to her apartment one night, with the excuse of discussing the matter, among my lover and her hubby. When I came, she ordered me to get fully undressed and lean over her lap, which I submissively did. She spanked me with a wooden palette in front of them, and make me count every stroke. They were 50. I was aroused the whole time. Then she had my lover getting undressed and being spanked 50 times, too. She then told her son she didn´t want to be interrupted, and dragged me and my lover to her bedroom, where she fucked me savagely and in a very dominant manner, in front of her daughter in law.

On a pillow talk she confessed it was all a scheme to have me out of the picture, which resulted, since my lover ended up dumping me that very same night, for my domina´s delight. I felt embarassed and humilliated, but, at the same time, aroused by the control she had over me. I kept being her slutboy some time after this incident.

I love these kind of before/after or dressed & undressed pics of real women like this sexy milf

Black MILF before and after

I confess I busted a load in cake mix my wife made for her book club friends, (most are either beautiful or at least fuckable haha) and she never knewm I jerked off quick in the mix while she wasn't in the kitchen (risky!), I mixed up she came back and stirred it up amd baked the cake with my sperm in it, watching her serve it to her friends and watching them eat it was so great, I got super hard, has anyone came in a womans/girls food before without them knowing it? I've been doing this just recently after being inspired by some stories I've read on here, I love it now. And while they were eating the cake I managed to grab some pour some saved up cum in our milf carton than shook it up good and offered some to the ladies, my wife had a glass and one of her milf looking friends had one, so good seeing my wife enjoy it while not knowing her friend was drinking my little swimmers too hahahahaa, but I'm fucking lucky they didn't notice it, my fucking heart was beating cuz this was my first time

before/after of a shaved milf

Black MILF before and after

So back stoy., Married and have been exchange pics with an old friend that I had in highschool who is now top of my MILF list. Over years I probably have gotten of to her 50-70 times for each time I got off to my wife. (Known her almost twice as long as my wife). I'm out camping with some of the guys for a guys week. Snapchating her. Before bed she sends me bondage videos that's she horny and watching. So I watch get off in my solo tent and try to sleep. ...which I can't because every time I do I get hot image of fucking her. So I let her know that and she says "tell me what you see".
So below is story I come up with for her...hopefully you guys enjoy....this is also first story I've ever written

Well...we meet for coffee. You with we-vibe in and plug. And catch up, with occasional instruction via phone. Every instruction you follow I increase vibrations. Eventually leading to instruction to go to bathroom and take pic of both in you. Which you do. And I tell you to cum.
Before you come back I leave my room key and instructions on table and leave.
Instructions consist of wearing short skirt and thong. With sexy bra and button shirt and to show up to my room with plug in and all yours toys. It also tells you how to beuave when you enter the room
1) lock door 2) do not talk unless told to 3) address me as sir or master 4)get on hnds and knees and crawl to the bed. 5) place toys neeatly on end of the bed. 6) crawl to side of bed Len over it and lift skirt. 7) safe word is red
Which after you had done what was described. Id come over from my chair that I watched all this from.
And with my belt give you a couple slaps on your ass. Tell you that they were for "being such a slutty tease all these years". Then I'd run your ass gently as I contemplate your toys.
Then I'd vary between slapping and using one of your vibrators on your slit...for every year we've known each other.
Once that was done I'd have you get up and move to a chair/coffee table (which ever is there or would work better) and tie you bent over it legs apart arms behind you. Boobs would be tied up and tied to chair so if you tried to stand it'd tighten and pull them.
This is where I'd usually wake up. Varied decisions. Spank you, use your mouth/ass/pussy and then cum in/on (if on repeat until your covered) , leave you tied with vibrator, use vibrator to get you to edge of cumming and not let you (obvious punishment if you do). Bunch of hot good options
I'd untie after a while and we'd take shower. Definitely fuck in shower.
We'd then end up in bed. You giving me slow blow job as you fucked yourself with a toy.
We'd probably sleep at this point. Then once we awoke I'd tie your hands behind you and have you ride me.
Thought about tying you up with message like "this is my punishment for being a my masters slut please ignore me and replace towels" and leaving you for room service while I did something nearby.

I shall title this confession post:

When Your Hooker Has A Surprise For You (And It's Not a Penis)

I have made a post or two about a blonde MILF hooker (escort, technically) I've been seeing on occasion by the name of Savannah.

The last confession about her that I posted was after going to a strip club. I was drunk, horny and had her roleplay as a stripper that takes me into the vip. That night we sucked, we fucked and in the heat of the roleplay when I wanted to fill her up... she sank into her roll and told me that she wasn't on birth control and that if I wanted to cum in her I would have to fuck her in her ass (she's actually fixed).

She ended up riding me reverse cowgirl with my dick buried deep in her ass. I took in every moment, slowly climbing to a huge orgasm, filling her shitter with my seed. I didn't think I could cum as much as I did. I will never forget the feeling as I erupted deep in her, I wish I could properly describe it.

Tonight was my 8th time going to see her (I believe). I wanted to cum in her ass again, so I told her I wanted that same roleplay.

After seeing her many times I've come to accept that she is always "running late". She leaves me sitting in the driveway while she is preparing for our time. She actually cares about what I want and I have no problem waiting for her to put on outfits, makeup... whatever. I've come to expect the wait.

Same thing this time, no surprise. As per usual she told me that she was getting ready and it was worth the wait.

Then she tells me that she was ready and I went to her door.

I walk in to find her and another, younger hooker dressed up like strippers with a chair in her living room for me to sit in. I'm in shock as I realize that she was setting me up with this girl as well. I didn't bring enough to pay both, but then I gathered that they expecting nothing additional in return. I was in awe of this young, skinny, sexy brunette who keeps starring at me up and down. She seems excited, but I was the one in heaven.

They gave me a hot double lapdance and made out with each other. The young hooker started kissing on me. As things heated up Savannah, taking to her character, says we need to go in vip if we want to keep the fun going because they will get in trouble on the floor. Before long they both have me by a hand and are dragging me into the vip (bedroom). They undress me before Savannah gets down and sucks my cock while the younger girl made out with me and rubbed my balls. After while she joined Savannah and they took turns sucking me taking little breaks to make out.

I laid down on the bed and my [new] favorite hooker jumped straight to sucking me off. She gave a much better blowjob than Savannah. A lot more tasteful use of suction and tongue.

As she did so, Savannah played with and nibbled on my nipples before looking me in the eye and told me that I need to pick one of them to fuck from behind.

I thought about it and had to clarify... pick one to fuck "first". I was correct, they both wanted to fuck. I was getting ready to fuck Savannah when she stops me me. "One thing different this time..." she reached for a condom and told me we were going to be using rubbers.

Savannah and I had not used a condom since our second time together. By the third meet I was exploding deep in any hole I wanted... down her throat, in her pussy, and in her ass. I wasn't excited about using one but I agreed.

Two naked whores in front of you, you don't complain.

The brunette put the condom on with her mouth and I was staring down Savannah who knew I wanted her. Before I could fuck Savannah the younger one was already telling me that she wanted to go first. She hadn't got the vibe that I was ready to fuck savannah first, but I liked that she was eager to fuck me. I looked at savannah as the brunette took position bent over with her ass in the air, face in Savannah's pussy. She liked to keep her legs together for doggy style, so I slid between her skinny thighs and started fucking her pussy from behind.

It was a beautiful sight, as I'm sure you're imagining right now.

But the rubber was having negative consequences. After a little while I was having a bit of difficulty staying fully erect due to not being able to feel her pussy around my cock. Savannah knows this is not normal and she looks up at me saying "your dick just doesn't like condoms, does it?".

No, no it doesn't.

Savannah tells me that I can take it off and she would fuck me. Apparently the condoms were just for the younger girl.

I get ready to pull it off when I hear the younger one talking to Savannah saying that it was okay and that she wanted to take it too. I could see Savannah giving her a serious look as she says "are you sure...? I guess if you want to, you're the one who knows your cycle." I hear this and before I even have confirmed that was fucking her raw also I had the rubber off, was at full erection and positioning to fuck her, completely ready and go.

This sexy skinny brunette with a beautiful tight ass looks back at me as I line up to enter her bareback. With the look of approval, I slide in and feel everything. She was way tighter than Savannah and I truly loved the way her pussy gripped my hard cock as it began to get more and more wet.

After while I had her pushed down flat on her stomach as I pounded away, making her squirm under me as she came. Her pussy overflowed , contracting in all different ways. I pushed myself to the edge a few times. I began pulling out to where just my head rested inside of her opening, in order to control my orgasm.

There were definitely a few times that cum was leaking out of my overe-stimulated dick into her pussy. After pulling out to my head a few times I remark at how badly her pussy makes me want to cum. Savannah tells me to make sure that I don't and tells me to save it for her.

She obviously didn't want her younger hooker friend to get knocked up.

I fucked her for another 5 or 10 minutes before telling Savannah that I wanted her to ride my dick.

I slid out from behind her young friend who was panting, covered in sweat (both her own and sweat i was dripping down onto her) and laid down on the bed. Savannah took position and slid onto me. I began thrusting upwards, pulling her down as I pounded up into her. I made her squirt on me and her friend remarks at how hot this was to watch. I fucked her into three squinting orgasms, completely soaking me. Her friend assumed position at some point during this to lick my balls. Next thing I know I feel my orgasm building... I smack her ass as I grow closer and closer, finally throwing my arms around her back, digging my nails in and flood her pussy with my jizz. I lay there with my pulsating dick buried in her as her friend cleans the leaking mess, remarking at how she was content and that was "the biggest dick she had all day". It being just before midnight, this gave me a nice boost. After 5 minutes or so Savannah climbs off.

We began to talk as I tried to get dressed. It turns out that she asked her friend to join us for two reasons: she loved my dick and told her friend how much she appreciated me for being cool, and having a dick that was "something special". I first heard those words come out of her mouth the first time we met and I made her cum over and over, nearly to the point of her passing out. Also, it wasn't a good day for her when it came to anal and she thought this might make up for it.

It did.

Savannah mentioned one thing that caught me off guard but really turned me on.

The first time we fucked bareback I tried to get her roleplay mom/son with me. She wasn't comfortable with it, but agreed to stepmom/stepson. After we got together for it, I didn't think she was that into it... but on this night she mentioned how much it turned her on and that she didn't expect it to.

I think it might be worth trying to convince her to do mom/son. Maybe mom/son/daughter, if that sexy young thing can get kinky with us.

What I do know is that I will at least definitely be filling my stepmom's ass with a nice big load very soon here. I really want to see if I can push her boundaries even more and go full mom/son.

My college aged son had his friends over to the house for a pool party. After I brought out some snacks and drinks, I was going back into the house when I heard one of his friends say, "Your mom is such a MILF!" It made me hot to hear that. I don't know who said it, but for the rest of the afternoon, I could help watching them from time to time. I found myself wondering about how what their cocks looked like, and watching their ass under their wet trunks.

I had never thought about it before, but fucking young men my son's age has become a new fantasy for me.