Feel free to comment, tell me i'm stupid (duh), or your related experiences particularly with women this age or about this dynamic.
Was looking for help at my store, which is tough these days as you may have heard.
Got this girl's (lady's) number from a friend that used to work for me. She's worked in my industry since her 20's.
Her basic story as told to me is that her husband of 10 years passed 6 years ago. She's all set up financially as they both saved and invested plus life insurance etc. so she doesn't need to work but was willing to help me out a few days a month just to get out a bit. We are both very close with this mutual friend and they're similar personalities so we got along very well immediately.
I actually took her out for drinks after her first day at work bc she was cool AF. No problems. Wasn't planning on hooking up or trying.
One day she called me about something work related but we ended up talking on the phone for 2+ hours which I enjoyed bc I like staying in touch with friends that way. Turns out she basically has nothing to do but sit around her house so she drinks a fair bit and her sleep schedule is often totally jacked. I suggested it might be helpful to come to work 3 days/week to help get her on a normal schedule. She agreed.
Next thing you know were talking on the phone almost daily and I'm calling her workday mornings to make sure she's up, which she has always been.
Next thing you know she invites me over to her house for new years. She's got a 'spare bedroom' don't cha know! Long story short I stayed there for 2 days and quite enjoyed myself. Spare bedroom was not used. Fair amount of laughing and just having a good time along with late night (5AM-ish) sex, because she's an insomniac. It was odd to me to be at all interested in someone her age so that took me a bit to get used to. It was literally 3AM before I even decided to make any kind of moves but after that it was on.
She honestly seemed super nervous about sex plus it actually seemed very painful for her. She's 95lbs and skinny as a rail. I was lucky to get it 2/3rds in once and keep it in for a few minutes but once I was out for a sec there was no going back in tho, apparently. I also couldn't get more than 1 finger in either without her writhing in pain so idk maybe it's just that tight. I was honestly frustrated as hell by this bc i was horny AF, though she did give head and was willing to do whatever to get me off. I'm thinking she was nervous as well. Never experienced this before, I welcome any advice or experiences on this. She says she hasn't F'd anyone in 6 months or more. By default I don't buy that, but whatever maybe.
In conclusion, she's very petite, dresses very cute and girly, no kids, has absolutely amazing (fake) tits that i thought were natural at first. She does look her age though (she's a bit of a drinker) and I never really considered dealing with anyone that much older but she kinda fell in my lap. She brought me coffee and made me breakfast and was actually nice to talk to as well. Her house was also immaculately decorated and clean, very classy. I was almost in awe at how perfect every detail was. Same with how she dresses, which is nice in a world where h*es are walking around in baggy sweatpants looking like sh*t.
For now I do enjoy her company so I'll let it ride and see what happens, plus her help at work is a bonus I happen to need.
Was looking for help at my store, which is tough these days as you may have heard.
Got this girl's (lady's) number from a friend that used to work for me. She's worked in my industry since her 20's.
Her basic story as told to me is that her husband of 10 years passed 6 years ago. She's all set up financially as they both saved and invested plus life insurance etc. so she doesn't need to work but was willing to help me out a few days a month just to get out a bit. We are both very close with this mutual friend and they're similar personalities so we got along very well immediately.
I actually took her out for drinks after her first day at work bc she was cool AF. No problems. Wasn't planning on hooking up or trying.
One day she called me about something work related but we ended up talking on the phone for 2+ hours which I enjoyed bc I like staying in touch with friends that way. Turns out she basically has nothing to do but sit around her house so she drinks a fair bit and her sleep schedule is often totally jacked. I suggested it might be helpful to come to work 3 days/week to help get her on a normal schedule. She agreed.
Next thing you know were talking on the phone almost daily and I'm calling her workday mornings to make sure she's up, which she has always been.
Next thing you know she invites me over to her house for new years. She's got a 'spare bedroom' don't cha know! Long story short I stayed there for 2 days and quite enjoyed myself. Spare bedroom was not used. Fair amount of laughing and just having a good time along with late night (5AM-ish) sex, because she's an insomniac. It was odd to me to be at all interested in someone her age so that took me a bit to get used to. It was literally 3AM before I even decided to make any kind of moves but after that it was on.
She honestly seemed super nervous about sex plus it actually seemed very painful for her. She's 95lbs and skinny as a rail. I was lucky to get it 2/3rds in once and keep it in for a few minutes but once I was out for a sec there was no going back in tho, apparently. I also couldn't get more than 1 finger in either without her writhing in pain so idk maybe it's just that tight. I was honestly frustrated as hell by this bc i was horny AF, though she did give head and was willing to do whatever to get me off. I'm thinking she was nervous as well. Never experienced this before, I welcome any advice or experiences on this. She says she hasn't F'd anyone in 6 months or more. By default I don't buy that, but whatever maybe.
In conclusion, she's very petite, dresses very cute and girly, no kids, has absolutely amazing (fake) tits that i thought were natural at first. She does look her age though (she's a bit of a drinker) and I never really considered dealing with anyone that much older but she kinda fell in my lap. She brought me coffee and made me breakfast and was actually nice to talk to as well. Her house was also immaculately decorated and clean, very classy. I was almost in awe at how perfect every detail was. Same with how she dresses, which is nice in a world where h*es are walking around in baggy sweatpants looking like sh*t.
For now I do enjoy her company so I'll let it ride and see what happens, plus her help at work is a bonus I happen to need.