+ Follow This Topic
Page 1 of 2 12 LastLast
Results 1 to 15 of 29

Thread: Friends w/ benefits...older woman neighbor

  1. #1
    Join Date
    Dec 2005
    Posts
    155

    Friends w/ benefits...older woman neighbor

    I just got out of having serious feelings for someone so i'm not jumping into that right now.

    I have a neighbor down the street i've been talking w/ lately. Shes not the hottest chick but shes not bad. Shes 48 but doesn't look it. She asks me tons of questions, acts mega interested, she remembers everything i say from conversation to conversation so its nice having the attention.

    Shes single w/ no kids, lives by herself...i live in a nice neighborhood and i never see her go to work so idk whats up with all that.

    But i think what turns me on is shes petite, shes maybe 5'0...maybe not.

    I'd kind've like a friendship with benefits but not a relationship.

    I gave her an open ended invite to come with me and my pup to the lake, she agreed. Some girls i know said that wasn't really making a move and it was too discreet and trying to put the ball in her court.

    How should I proceed?

    I don't have her # and don't feel that comfy going up to her door and knocking asking her to come do this or that...but we see each other about everyday and talk regular.


    CLIFFS
    - 48 year old, i'm wanting friend w/ benefits
    - not wanting relationship
    - shes petite, it turns me on
    - opened ended invite for her to join me and my pup at the lake some time...she agreed
    - girl friends told me it was too discreet and i wasn't really making a move
    - see each other regular, but don't have her # and i don't feel comfortable walking up to her door just yet
    - how to proceed?

  2. #2
    Join Date
    May 2005
    Location
    Los Angeles
    Posts
    7,098
    Aren't there any petite young girls out there?

    Oh, well... I guess you should just carry on like you would if she wasn't as old as your mom, but then clarify before you do the deed that you are only looking to gain experience. I bet she can teach you a lot.

  3. #3
    Join Date
    May 2004
    Gender
    Male
    Location
    FL
    Posts
    1,996
    bro, I saw your same thread on bb.com. That's awesome. Now for some advice: ask for her number when she hangs out with you at the lake. If you haven't already set a date, then do this. You need to gradually start dropping hints that you are interested in her. Right now, she probably only sees you as an attractive young man who wouldn't be interested in a woman as old as she. Let her know she's hot. Flirt with her subtly. I was friends with benefits with a 40 yr old. It took a year of gradually making moves on her before we hooked up, but it was well worth it. She's the best sex I ever had.

  4. #4
    Join Date
    Dec 2005
    Posts
    155
    well i'm not hoping to invest a lot of energy into this. I really don't want to get attached. I just spent a year investing in someone and its looking like it was all for nothing. I'm just trying to find a friend plus a little extra.

    bb gave me good advice, but loveforum is a diff crowd

    i haven't set a date, it was more of a you should come down with me and my pup some time type thing. open ended.

    next time i see her i'll bring it back up and get more specific on a time.

  5. #5
    Join Date
    May 2004
    Gender
    Male
    Location
    FL
    Posts
    1,996
    it shouldn't take you a year. The 40 yr old I hooked up with started as my client (being a personal trainer has its perks). I had to proceed with caution b/c I didn't want to lose my job. It's really not that hard. You just have to be confident and straight forward with her. You need to understand that you're not trying to pick up a 20 yr old girl but a mature woman. The same rules don't apply.

  6. #6
    Join Date
    Dec 2006
    Gender
    Male
    Location
    On a trawler in the Med
    Posts
    2,055
    In the last 10 years, I've done two neighbors. It was before my self-imposed dry spell. My advice: do it. Nothing more satisfying than driving down your block on your way home and knowing that its your kingdom Lasting memories. Sort of like Judge Reinhold driving into Ridgmont High and seeing some high school classmate and saying, "Denise, I make you see God!"

  7. #7
    Join Date
    Mar 2005
    Gender
    Male
    Posts
    6,934
    Quote Originally Posted by shh! View Post
    Aren't there any petite young girls out there?
    Nope, they are a dying breed.
    "Why are you an atheist?"
    "because I paid attention in science class."

  8. #8
    anachronistic's Avatar
    anachronistic Guest
    How's he going to work it, conversationally, guys?

    I don't know how willing a 48 year old woman would be for an open relationship like that... most single gals that age seem to be trying to settle down. Maybe not this one though.

  9. #9
    Join Date
    May 2005
    Location
    Los Angeles
    Posts
    7,098
    I don't think so. 48 year old women still want sex, still think (some) young men are attractive, and certainly DON'T want a regular relationship with one because of the inequality in personal development. If this woman is attractive, she is probably single by choice, and may well be interested in a no-strings-attached sexual relationship. That is what I plan to do when my husband kicks the bucket.
    Last edited by shh!; 20-08-08 at 12:24 AM.

  10. #10
    Join Date
    May 2006
    Location
    KY
    Posts
    51
    Sounds like trouble to me...but then again, what do I know?
    Serious.

  11. #11
    Join Date
    Dec 2006
    Gender
    Male
    Location
    On a trawler in the Med
    Posts
    2,055
    Quote Originally Posted by anachronistic View Post
    How's he going to work it, conversationally, guys?

    I don't know how willing a 48 year old woman would be for an open relationship like that... most single gals that age seem to be trying to settle down. Maybe not this one though.
    SHH! is so right. Women want to get their leg over, too. I see it at the neighborhood swimming pool...the place is thickly populated with cougars. Some are real dogs, but the teenaged life guards seem to be getting it regular-like.

  12. #12
    Join Date
    May 2005
    Location
    Los Angeles
    Posts
    7,098
    Quote Originally Posted by CAM View Post
    SHH! is so right. Women want to get their leg over, too. I see it at the neighborhood swimming pool...the place is thickly populated with cougars. Some are real dogs, but the teenaged life guards seem to be getting it regular-like.
    I can tell you quite honestly that I don't know anyone my age (late 30s) who would be interested in a teenaged boy. Young men in their 20s? Sure, but not kids.

  13. #13
    Join Date
    Dec 2006
    Gender
    Male
    Location
    On a trawler in the Med
    Posts
    2,055
    Quote Originally Posted by shh! View Post
    I can tell you quite honestly that I don't know anyone my age (late 30s) who would be interested in a teenaged boy. Young men in their 20s? Sure, but not kids.
    You'd be surprised what goes on in this town...its crazy. Is it any wonder that finding a normal relationship is next to impossible?

  14. #14
    Join Date
    Dec 2005
    Posts
    155
    she is always @ home, she doesn't really go out from what i can tell. So, she doesn't put herself in much of a position to be pursued by random men out and about it seems.

    Maybe she is single by choice? All i know is she has money from somewhere cause i never see her going to work unless she works at home. I haven't asked where she works, but i stay in a nice upscale neighborhood and she owns her own house, drives an expensive car and i never see her go to work.

    She told me she had no kids but we haven't gotten into past relationships or whether she had been married before.

  15. #15
    Junket's Avatar
    Junket is offline -
    Country:
    Users Country Flag
    "Hot Love Pancake(s)"
    Join Date
    Dec 2004
    Gender
    Male
    Posts
    14,687
    Yeah, dude!

    Put it to that cougar!

Page 1 of 2 12 LastLast

Similar Threads

  1. Replies: 35
    Last Post: 19-08-09, 10:31 AM
  2. is this going anywhere? or are we friends with benefits?
    By confuzzled12 in forum Ask a Male Forum
    Replies: 1
    Last Post: 17-08-09, 05:51 AM
  3. friends with benefits
    By Lonelygirl in forum Love Advice forum
    Replies: 3
    Last Post: 17-10-08, 09:11 AM
  4. Friends with Benefits
    By smilingeyes in forum Love Advice forum
    Replies: 12
    Last Post: 31-07-05, 03:46 PM
  5. Friends with Benefits...
    By PandaCivic in forum Intimate Forum
    Replies: 14
    Last Post: 10-05-04, 03:17 AM

Posting Permissions

  • You may not post new threads
  • You may not post replies
  • You may not post attachments
  • You may not edit your posts
  •