Ever have sex, do something spontaneous and turned out to be a disaster?

2 weeks ago: bought her a doggie dish, oh boy, she RAKED me over the coals for that. I mean she tore a strip out of me. Which is funny b/c she'll eat cum out of my hand and in a small bowl, just not a dog dish. She'll also let me collar / leash her, walk her around like a dog, but just no doggie dish. Def not gonna try that again!

 

I had planned to meet a younger woman in a motel in her town, she wanted to meet an older guy. On my way there I ended up picking up a woman and we had fun, I was proud of myself for having two women in one day.

The orgasm was intense and after I resumed my trip I felt good but realized I had been drained real good and started wondering if I would be ready again for my original date.

I arrived at the motel and while killing times until she finished work I watched porn to prime myself up to be ready again.
Well when she arrived we talked and eventually got naked as I took the lead so we could have fun together, I was eager.

Things started out nicely with making out, kissing and caressing her, then I penetrated her. I started thrusting: 1, 2, 3, ..... u-oh I’m cumming already!!
I pulled out to avoid finishing so soon, I was so close my penis was jumping hard with every pulse then deflated. I was never able to get my erection back. I was dumb enough to tell her it was probably because I already had fun earlier, she didn’t say much but I didn’t like her expression which was justified. She left earlier than planned, unimpressed. She never gave me a second chance.

 

How did you meet these women? I am impressed!

 

One was someone I had met a few times before, paying her actually so no need to be impressed here. Even though I was going to meet the younger one later I was too eager and horny to wait. It was an improvised request for her to meet me. I had texted her.
She LOVED deepthroating, edging me and swallowing my big, fruity tasting load and go a little longer.

I got in touch with the younger one through a dating site, she posted she was looking for an older guy. I was her lucky pick but my greed ruined things. There was so much I wanted to do with her.

 

How much younger than you is she? There are women who want old guys? I thought only Filipinas were interested in old men!

 

Two caucasian, a philipina and two black women.
One of them was just looking for a fwb and I was the one. The others were looking for older specifically.
The phillipina was a one time thing and she came on to me because I later found out she wanted a guy to take her away, another story in itself.

Age gaps were between 14 and 24 years.
I think I could have had a married woman with a gap of 29 years but knowing her husband I dialed back my comments. I was making a joke about going somewhere alone (we were driving to check something while at work) and she sounded like she was game unless she was joking. I didn’t think she was.

 

You have done very well. Good job!

 

Was with someone new in a swimming pool. We were fooling around, I was kissing her and had my hand in her bikini bottoms, slowly and firmly rubbing her vulva. I was curious and heavily aroused and fully erect and she was firmly rubbing the front of my swim trunks.

I kind of pushed her bottoms down off her thighs, then withdrew my fingers from her cleft and ran my hand up and over her thigh, over her left buttock and then down and into her butt-crack. I wanted to touch her anus, to this day I don't know why.

Anyway, was that -ever- the wrong thing to do spontaneously without asking first! I felt it beneath my fingers for about a second, it was wonderful, just a raised little ring or circle of firm muscle buried between the soft round mounds of her ass, but then she kind of jerked it inward and she slammed me away from her with an offended "HEY! DON'T DO THAT!!!".

Needless to say she didn't just NOT like having her anus touched, she -detested- and even hated anything to do with that part of her body. It was totally off limits to any kind of touching.

I was not even allowed to see it, ever. She was a wonderful FWB, eager and passionate and with a very, very high libido and open to everything sexual, whorish and playful and passionate and available and eager and crazy for cock, the perfect sexual playmate, but just never, ever ever EVER touch her anus or try to.

She'd let me eat her out, for example, in a lighted room, and I would see every little hair and fold and millimeter of her big pink ****, play with and rub her clit, suck on it, push my fingers into her, etc. but if it came to doggy or anything at all where her anus would be visible, it had to be dark or under the covers.

Weird eh?

We did a lot of everything else a man can sexually do to a woman and the inverse. I came all over her, we played games, we did cold play, 69, doggystyle fucking, missionary, she was -crazy- about having her pussy eaten out, watched porn with me and let me do things to her we saw in the hardcore scenes, etc. Etc.

JUST LEAVE HER BUTT AND HER ASSHOLE / ANUS THE F ALONE!

So yeah, trying that spontaneously was the greatest sexual disaster ever.

It was quite ironic actually, a few days after the above episode in the pool we were out somewhere and she suddenly got this strange look on her face and asked me to get her home -immediately-. She said she really -meant- it and I went tearing off in the car with her. She actually quietly farted in the car and I realised she beyond -desperately- had to take a crap. Anyway she jumped out and actually ran into the small apartment she had. I followed, quite amused for the very thing she was so angry about was doing -this- to her. She was already ripping down her pants as she stumbled into the bathroom and tried to slam the door but didn't really manage it and then probably lost it for she farted explosively (which I clearly heard in the tiny bathroom) and almost immediately I heard her start to powerfully defecate / sh*t and relieve herself. She reached forward again from the toilet seat and slammed the door as I heard another huge, obscene spluttering rush of her feces emerge and drop into the toilet.

It kind of made me smile, e.g. like everybody else she also had to take a sh*t through that which she was so embarrassed about and hated having anybody see and absolutely nobody touch.

A bit OT I admit but that was the worst "disaster" caused by spontaneously doing something in the bedroom (ok, pool) that I ever experienced.

Even with such an incredibly willing, eager partner. I could do -anything- to her, just STAY AWAY from the butt-hole.

 

We were visiting mom and dad not long after having our first child and while she was pregnant with number two. Leaving baby with Gramma and Grandpa we were thrilled to be able to get out a while. Dinner and a movie led to us getting worked up so I snuck into a park by a lake. We laid out a sleeping bag in the bed and began to have some fun. As soon as I penetrate her pussy there comes this garbled noise "Wha, wha, wha wah wah, number 42!" What the fuck was that? Now we were parked after hours and didn't need to be in trouble with Leo. I popped my head above the bed and looked around. After checking thing out and seeing nothing I went back to enjoying her pussy. "Wha, wha, wha wah wah, number 43 and Jerry, see if you can get them to move that truck outta the way. They can't park there." Oh shit and limp dick. I pulled out, stood up like a dumbass, and looked over the hedge between us and a warehouse. I'm standing there butt naked, semi truck lights are now illuminating me, and she's laying there eagerly wanting to be fucked, and all I could think was getting outta there. Erotic moment squelched not to return. The only thing I did was get us dressed and us, with my limp dick, out and back to mom and dads. All because of a dispatcher hollering over a PA system.