I had my first sexual experience pretty late, at 19, and it wasn't penetration, but just a hand job. I was a shy young man, and she was this 45 year old, smoking hot, neighbor's trophy wife.

She was always drunk, and in the party mood, my mom did hang out with her, but not so very often, and she would always call her names in private, when she thought I couldn't hear.

So, since they were "friends" I could use their pool whenever I wanted, so I took advantage of that opportunity as often as I could. Her husband was at least 20 years her senior, and never around, so I would just relax, and watch her around the pool - she was a kind of woman who would down a bottle of wine before noon.

She always wore tongue bikinis, and that was an eye full, which I used to satisfy myself, back home. Soon enough, I got braver and changed my saggy boxer swim suit, to the slip one, in an effort to reveal my erection, which was almost constant when she was around. She started noticing, and joking about it. Oh man, at that time, I would cut my visits short, just to get back home and release the tension.

One day, her kids (older than me) were home, and I felt kind of embarassed for the way I looked in those skinny shorts, almost ran away home, but they got out soon enough, to go to the city, and she was merrier than usual, and sat besides me. She, obviously had some thought about my "readiness" I presented each time, since, she flat out asked me "what I got there". Now, as a grown man, I would find something witty to answer, but at that time, I just froze. I swear to God, my heart was about to fail. She was drunk, and laughing, and started posing for me, turning her back to me, asking me if I "still like the old woman she is". Nothing, I was still mute. My hands were shaking, I thought she will shame me, talk to my mother, that my life is over, and that I will be known as a street pervert...

Instead of that, she got on her knees, and pulled my swim suit down, commented that "it is beautiful", and started to stroke me.

She was looking me in the eyes, than at my cock, than my eyes again. Her tits were swinging in the bikini, in front of me. Now I know, that if I touched her, she would, maybe, be ready for more, or that, if I pulled her head down, she would probably blow me. I did none of it, just gasped for air, shaking, and came after a few minutes, shooting three of the biggest ropes of cum, in my entire life.

I basically ran away afterwards, that is how confused I was.

The same night, my mom told me that she called, to let me know that they are emptying the pool for the season (it was still the begining of August). I guess, after sobering up, she realized that she went over the line with her friend's son.

After that, I went to college, and never attended her pool, again. Soon after, her looks deteriorated, but the few times I saw her, on the street, when visiting my folks, she would send me this naughty smile.

I have had more than a dozen of women after that, in a way, that was a catalyst for me to behave more freely around women, but till this day, this was the hottest thing I ever experienced, the mixture of surprise, innocence, fear and excitement, I felt that day, stayed unmatched in the following 20 years of my life.

Soooo. After some recent events with a special someone that i am in an open relationship with i think i have found a new kink that i am into. Lets just say that i found myself in a situation of humiliation and embarassment. All while being totally helpless. Looking back on the situation it was incredible! Ill be poating a full recap of that evenings events soon! Add me to stay in touch and share my content!

I bought this realistic dildo that feels and looks like a real cock! Nobody knows i have facination for cocks. I'm not actractive to men in general,  but i sure do love playing with cocks.  So i bought this dildo cause I'm too embarassed to just ask anyone if i can touch,  stroke or suck their Dick.  What do u think,  does it look real? 

I've always been into women but embarassingly, I haven't had many girl-on-girl encounters. What I really want is a friend I can go out and do girly stuff with without our boyfriends, and hook up whenever the mood strikes. Maybe a sexy sleepover while he is out of town. Maybe you grind your pussy on my face in a fitting room while we're out shopping.

West Michigan, 29, chubby, white, shy initially but bubbly personality once I'm comfortable. Clean. 420 and drink friendly although I very rarely partake in either (major lightweight, lol). Non-judgy and very chill.

last night i drove 3 hours to participate in a gangbang so i could do it without anyone i know being there but my Father's best friend was there and when it was his turn i was on my hands and knees with a cock already in my mouth so i had no idea who had started fucking my pussy for a minute. i used a fake name tho so when he whispered in my ear using my real name to tell me how tight my hole was i paniked a little bit but was super embarassed and didn't want to stop. i ended up cumming when he stuck his thumb in my asshole and he came too, then later took a second turn so i was sucking his cock and had to look at him still to shy to stop everyone....

i'm a little nervous lol but also get so turned on cause i know he has my number

Please tell me if you think I show too much of my cleavage when I am with my boyfriend's family.
My boyfriend's daddy made me a comment on my nice cleavage when I was alone with him. He told me his son is lucky and he wishes to be him to enjoy a body like that.
I was a bit embarassed and excited too but I don't want a family war...

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.

Despite being on here I have an issue of even logging onto facebook and publicly commenting on celeb photos how hot they are and hearing others get turned on. I guess I am a "cuck" despite being single so not sure what the term for my fetish is. Maybe it's the also idea of embarassment that turns me on to publicly be chatting dirty about chicks with others. That moment I was doing pretty well on a Twitter account uploading my own fan film art but then lost a few followers after I couldn't help myself not to comment how hot Taylor Swift's legs are and how much cum they need. But then if someone like Leo DeCaprio can fuck as many 25 year old pussies as he wants... is a single guy with cumtribute fetishes seen as way more odder to the norm?

Had a interesting experience last weekend with my sister-in-law. She needed help bringing a couple of big area rugs into her house and I offered to help because I have truck. First rug went in living room no problem. Second rug had to go in her bedroom so Im carrying rug and following her into bedroom. She was trying to figure out where to put it and I noticed a big vibrator on the table next to the bed. Guess we saw it at the same time because she was like oh I forgot to put that away Im so embarassed. So she grabs it and opens a drawer in the dresser and opens a shoebox and puts it in there. I saw the box had a bunch of other toys and I was like damn you got enough of those? Told me she like to mix it up sometimes. When she left the room I was looking in the box and she came back and caught me looking and said something like, are you still looking at those kinda laughing. Told her I was just curious. Told me we had to finish up and came over and shut the drawer. After we finished with the rugs she gave me a couple beers for helping and I asked what's with all the different sizes of those toys. She told me she used them different ways and wouldn't say no more. Im gonna go over there when she's not around and look some more.

The first time she had her tits out for the purpose of a pic being taken of them.
She was shy, embarassed, nervous and a little scared.

So glad she became brave for a few moments.

Im a 19yo student, have a nice life, sweet gf. I love her, I took her virginity, we've been together for 2 years. Im the only one who saw her naked. I find that fantasy exciting that people humiliate her.. she wouldnt do anything because she is shy but I really want her to be embarassed and humiliated... any ideas?