I banged a woman in her 30's on a cruise when I was 15. Best week of my life. We fucked 4 times. It was easy as hell. Meet her somewhere, go to her room, fuck. My parents spent the whole time pigging out at the bar anyways.
>Met her through volunteering program she was an organizer >Got to knowing and liking each other >Back and forth for a couple months before getting into a relationship >It was pretty great to spend time together like that and she was pretty experienced >She wasn't a dominant type but she did show me the ropes pretty well >Problem is because of her age we always went raw and never thought it to be a problem >After a good few months she actually got pregnant >Shit storm to go through and members of her family threaten me with violence to stay away from her
Didn't really get to see her after that, amazingly my own family never found out though. I sort of know her on Facebook but I'm not keen on posting her pics.
>>25510907 Not too bad for a woman her age, and having had kids. Had that older skin look and feel setting in but she had working hips & ass, nice tits and her pussy didn't feel loose to me at all. She wasn't fat either or even flabby really so that was a plus.
>>25510997 >45 and 47 >okcupid, literally just checked what woman are looking for sex, told them what kinky shit I wanted to do and they were down for it >I was surprised to find tat the pussies were not lose. The first one was especially surprising, since she was after 3 pregnancies
>>25511094 >about 6 inches >literally couldn't tell a differance from young girls, well maybe except for the fact that they wern't that tight because in some teenage girls I could barely fit inside a figer >no, they smelled quite nice
>>25511218 A woman must look like a monster to be undesirable and lonely, why the fuck would you have sex with her? I am ugly manlet but even i can't get it up or feel lust towards the women in my relative bracket. They are worse than a wank.
First one I met online. I was 25 and she was 46, divorced, husband banged the secretary ect. Met for a drink and got invited back to her place, saw her a few times after that. Tall, brunette, good body for her age. Unfortunately she moved interstate.
Second was on holiday in thailand a year later. A friend was trying to pick up a 2/10 asian girl on business from the UK so I chatted shit to her 51 year old curly haired blonde milf looking workmate. The other two vanished and she invited herself into my room. Not what i expected but wasn't going to complain. Again, fit for her age and as she proudly told me 36F tits. Fucked her bareback for 40 minutes and after she left threw up and passed out from drinking all night.
Next was a 36 year old radio DJ/producer after a massive breakup with the unfortunate slut I had been dating at 27. Saw each other for a while but were too different.
Currently 28 and seeing a 40 year old I met online (again) and definately the dirtiest of the lot. Likes being fisted, tied up, anal and dressing up ect.
They all seemed to like the idea of being with a younger guy, ironically no different to not wanting a used up whore i guess. But no drama, no bullshit and games, they're past their best it and they know it. They want to have fun and thats it.
>tl;dr: Older women like younger guys and aren't full of drama and bullshit and you should definately try and stick your dick in one.
Never considered myself conventionally attractive, but I've learned to 'play' my strengths.
I've got a long face so I alway have a 5 o'clock shadow that I trim to match my jawline, it makes me look less horsey and makes my jaw look more pronounced than it is. Kinda crooked eyes but if I keep a subtle (very subtle) clint eastwood looking squint it hides it and evens them out. I still get mild acne so i nuke it daily with pimple cream and the stubble helps hide it. Also got a gummy smile with small teeth so i make a point of smiling with my bottom lip first if that makes any sense. Helps show more teeth and less gums and makes me look less british. I've always kept active and i'm in reasonable shape but nothing amazing. 5/10 on a good day.
>>25511925 Never tried it before a I met her, bit weird at first but when you have a woman arched over backward gasping and squirting up your arm from getting off you really dont care.
>>25509226 Like fuck I would. I always wanted to try something like this. I might actually snap soon and hit up a milf prostitute. Doesn't even have to be that hot. I just want to dip my dick in an old pussy.
I did once. And here is my story... >21 in college >Drunk w/5 friends at Dennys around 3-4am >Notice 2 women who keep looking our way >One is ogre >Other is wow >They leave to pass our table >To me from wow "You're cute!" >"Thanks" >"Come sit with us!" says friend >Talk for about 10 min before wow gives me her number. >Told her I was 23 and gave fake name. Wow say's she's 35 going through divorce. >Realize I'm out of texts for the month (in the stone age of technology and shitty cell phone plans). >Damn >Give number to friend >Says he'll talk to her and pass her back to me. >1 month later >Friend reminds me of wow and says she's back in town and ready to get some. >Game on >Text her and said I have a new number because I switched cell phone plans >Meet at bar >Ogre is there... fuck. >Fuck it. Drink and dance with wow all night. >Go back to Ogre's place with wow and epic third wheel monster. >Play SNES until 4am. >Super tired, but that will not stop my conquest. >Say I'm tired >Wow brings me to her room. >Make out session commence. >Starts stripping for me. >Reveals really epic tattoo and killer body. >Get right to it. >Doesn't say no to anything I wanted. >Got everything I wanted while she's screaming my fake name. >Sleep >Next morning wow calls her dad. >I start in on round two with her dad on the phone. >Starts blowing me with daddy on the phone. >Finally hangs up and comes at me like a banshee >Again says yes to everything I wanted. >Get everything I wanted while she screams my fake name. >Get dressed and wow says she hasn't fallen for someone as young as me before. >lol >Get dropped off >Never speak to her again. >No regrets
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