49 year old cougar HB9 invited me on day trip with her friends to Tampa!

[MatureDJ]

Talk her into going to the nightclub "Mons Venus" there.

 

[nicksaiz65]

OP,
I think it would help you to go out there, make mistakes, and learn from them instead of asking theoretical questions on forums all day.
I know you are worried that the date won't go well and it will be a waste of your time. But I said this to another member too, I have learned more from my bad dates than the good ones. It won't be a waste of time if you learn a thing or two.
For example, you might tell the milf something that turns her off, and you will learn "next time I shouldn't say that"
How do you learn more about spain? by going to spain or by watching a youtube video on spain?
but it's not like you are going to listen to me, tomorrow you will be back asking more theoretical questions.

Y'know this is definitely something I could stand to hear today. Thanks.

Pook had an awesome piece on this.

 

[RickTheToad]

No lol. Just regular porn on porn hub once in awhile like everyone else. I like the casting couch ones or Mom POV has 40 year olds, but nothing older than that. Tushy.com has some good videos too!

So, you like to watch dudes kayfabe having sex with their mom's... You're a weird dude.....

 

[andreihaha]

So, you like to watch dudes kayfabe having sex with their mom's... You're a weird dude.....

Nahh... He's not weird.
At least it's not midget incest interracial GILF anal porn. So...yeah. Still pretty close tho.

 

[biggoal]

So, you like to watch dudes kayfabe having sex with their mom's... You're a weird dude.....

Lol no. It's not their moms. It's like the back room casting couch only banging milfs in their 30s and 40s.

 

[RickTheToad]

Nahh... He's not weird.
At least it's not midget incest interracial GILF anal porn. So...yeah. Still pretty close tho.

He's pretty out there.

 

[biggoal]

She sent me a text this afternoon asking me how my day was and said her and her friend are going to a swing dancing class tonight even though shes terrible at dancing but since it's her best friend.

I mean this is a good sign she sends texts out of the blue like that she at least has some interest in me.

 

[espanish]

She sent me a text this afternoon asking me how my day was and said her and her friend are going to a swing dancing class tonight even though shes terrible at dancing but since it's her best friend.

I mean this is a good sign she sends texts out of the blue like that she at least has some interest in me.

go out there and make mistakes
go out there and make mistakes
go out there and make mistakes

 

[biggoal]

go out there and make mistakes
go out there and make mistakes
go out there and make mistakes

She texted me a pic from dancing class of her and her girl friend. She was wearing heels.

 

[Barrister]

She texted me a pic from dancing class of her and her girl friend. She was wearing heels.

She was wearing heels!? That's a sign.

 

[biggoal]

She was wearing heels!? That's a sign.

With her 50 year oldish girlfriend and gay looking instructor lol.

 

[biggoal]

She was wearing heels!? That's a sign.

Sign of what?

 

[MrWood]

Sign of what?

IOI

 

[Barrister]

Sign of what?

Shirley, you can’t be serious?

 

[2Rocky]

She texted me a pic from dancing class of her and her girl friend. She was wearing heels.

Looks like it was typed with one hand doesn't it?.....

 

[biggoal]

Looks like it was typed with one hand doesn't it?.....

Possibly. Time Stamp was around 8 and awhile in between text so she might have taken it at the studio and then drove home since it was almost 30 miles from her house.

I gotta find a way to bang this chick. Is she trying to test me to see my reactions?

Its like that 42 yr old milf who would text me pics like that.

 

[biggoal]

Texting with her today. Tonight her and her 19 year old daughter are going to the Warf near where I live to see the Christmas lights and have mother daughter time. She told me if it was her 22 year old daughter with her she'd invite me along!

What does that tell you? She sees me as something for her hot college daughter possibly? I'm all for that. I asked her about meeting up next week and she still unsure because she doesn't think dating is viable due to the age gap.

BUT she said if it was her 22 yr old tagging along she'd have me meetup and meet her! So even if this age gap is too big how can I use this as access to get her daughter?

 

[Billtx49]

Texting with her today. Tonight her and her 19 year old daughter are going to the Warf near where I live to see the Christmas lights and have mother daughter time. She told me if it was her 22 year old daughter with her she'd invite me along!

What does that tell you? She sees me as something for her hot college daughter possibly? I'm all for that. I asked her about meeting up next week and she still unsure because she doesn't think dating is viable due to the age gap.

BUT she said if it was her 22 yr old tagging along she'd have me meetup and meet her! So even if this age gap is too big how can I use this as access to get her daughter?

So you’ve been texting a woman that’s too old for you, makes excuses not to see you, uses her daughters age as an age difference example, and now you think she wants to setup her daughter……
To play in the game you generally have to be in the same ballpark.

 

[nicksaiz65]

Texting with her today. Tonight her and her 19 year old daughter are going to the Warf near where I live to see the Christmas lights and have mother daughter time. She told me if it was her 22 year old daughter with her she'd invite me along!

What does that tell you? She sees me as something for her hot college daughter possibly? I'm all for that. I asked her about meeting up next week and she still unsure because she doesn't think dating is viable due to the age gap.

BUT she said if it was her 22 yr old tagging along she'd have me meetup and meet her! So even if this age gap is too big how can I use this as access to get her daughter?

Stringing you along, using you for free attention

Anything other than a yes is a no

 

[biggoal]

So you’ve been texting a woman that’s too old for you, makes excuses not to see you, uses her daughters age as an age difference example, and now you think she want to setup her daughter……

So how can I get access to her 22 year old coed? If she sees me as a good person just too young for her then maybe if her daughter is single. But if I bring the idea up it could set her off thinking I'm a perv.