Hey! If anybody out there is interested it worked out well for me! She was a walkover, got her back to the hotel and fucked her all night, well, with a bit of sleep!
Picture and report when I get back home.

Replies 6

So nailed this 55 year old last night.
That whole "don't have sex on a first date" soon went out the window - she hadnt been laid for 5 months she said, so it's fair to say she was well up for it.
First time I've fucked a woman in their 50's - she wasnt as flexible as I'm used to I guess and she got out of breath a bit as I pounded her, but just made it more fun really.
I made sure I oiled her big tits up and fucked them - did it with my ass towards her face and got a nice surprise of her mouth and tongue kissing and licking my asshole - didnt expect that from her so got me really hard - switched around the other way and deposited a big load on her face - wanted a picture of that but she was off to the bathroom before I could suggest it!

Nice! Tell us some more. Her place or the hotel? Positions? Seeing her again? You need to keep us updated, with more pictures hopefully!
Hi - yeah, was at the hotel - met her for a couple of drinks. I then said I was just popping out for 5 minutes - came back and said, "right, now it's our second date" - she knew exactly what I meant and we had a good laugh about it.
I was trying to be charming - I'm really more interested in rough stuff with submissive types and wasnt sure which way she'd go - still not sure to be honest - I don't think she's much experience in that line, but got her back to the hotel room and she was ready to go! Both had a quick shower and I was keen to play with those big tits.
She's a bit bigger generally than I expected and softer than I'm used to - 55, 3 kids etc I guess, but she was fun.
She started off by giving me a BJ which was good - I was taking it easy, not trying anything rough like forcing her into a deep throat or anything - just enjoyed what was on offer - got my baby oil out and oiled up her tits and played with her nipples, then got down to slipping my cock between them - as mentioned above I was surprised to feel her lips and tongue on my asshole. Enjoyed squeezing her tits hard around my cock as I got near and then finished off by hand into her face. Not sure she's a massive fan of a load of cum on her face, but she took it on her cheeks, nose, forehead and hair.
She went off to the bathroom to clean up and when she got back I ate her pussy for a bit - made sure she came a couple of times - she was pretty quite but thrashed around a bit.
We had a bit of a rest and a drink and chat - I started getting hard and she was wet from the oral, so I went straight in - a bit of doggy, a bit of spoons, but once she was warmed up I had her on her back, legs wide open and my hands on her shoulders so she couldnt moved and I pounded her for as long and as hard as I could. She was moaning and found it tiring, she was red faced and breathing heavy - said she hadnt been fucked hard like that for years. Was pretty tough to be fair as there wasnt a lot of friction! But I managed to cum again eventually.
She was exhausted and wanted to sleep!
Woke her up at 7am and did much the same again - called her a taxi and sent her home red in the face and no doubt feeling it still!
Dunno if I'll see her again - I think so yeah - if she's willing to try some other stuff - I'd love to get some cuffs on her - maybe tie her tits up - gonna see what the reaction is by email this week

hide a camera somewhere the next time you meet, so we can enjoy watching you fuck her