I'm 27 and taking out a hot 40 year old, any advice for me?

Collapse
X
 
  • Time
  • Show
Clear All
new posts
  • wtfent
    Confirmed User
    • Nov 2003
    • 3790

    #1

    I'm 27 and taking out a hot 40 year old, any advice for me?

    So I have messed around with older women before but never really took one on a date to be honest. Any tips would be great. I'm use to dating 21-23 year olds so there is a 17-19 year age difference there, totally different ball game. I might have a little game with girls my age but I'm like a young deer in headlights right now.

    What expectations does a 40 year old woman have of a 27 year old like me?
    Last edited by wtfent; 09-03-2008, 02:50 PM.
    ThisWillShockYou.com DVD Store - TWSY UNCENSORED
    ICQ# 194020367 E-mail: shockingbucks(AT)gmail.com
    Promote something different!! Shocking Bucks
  • MaDalton
    I am Amazing Content!
    • Feb 2004
    • 39861

    #2
    wear a condom, she might be in need of a baby father
    AmazingContent.com - providing only the best content and service since 2003
    Monetize your content on Veegaz.com - one of Germanies largest VOD sites
    Got German traffic? We convert it into money for you!
    Email: oltecconsult [at] gmail [dot] com

    Comment

    • uno
      RIP Dodger. BEST.CAT.EVER
      • Dec 2002
      • 18450

      #3
      bring your own lube.
      -uno
      icq: 111-914
      CrazyBabe.com - porn art
      MojoHost - For all your hosting needs, present and future. Tell them I sent ya!

      Comment

      • Jens Van Assterdam
        The Dupre Pimp
        • Feb 2008
        • 6677

        #4
        Theres not much difference, exept she is most likely a better cook and better in bed. So go for it! Older girls are my thing too, so you cant go wrong
        Just dont try to get her drunk like a collegegirls.. girls in that age usually know how to drink
        Read TOS for signature rules

        Comment

        • EmpireAutopilot
          Confirmed User
          • Apr 2008
          • 404

          #5
          99% chance she just wants to fuck.

          Comment

          • wtfent
            Confirmed User
            • Nov 2003
            • 3790

            #6
            Originally posted by MaDalton
            wear a condom, she might be in need of a baby father
            Yea I worry about that with all girls but 40. She already has one kid so I'm sure she isn't looking to get knocked up at 40.
            ThisWillShockYou.com DVD Store - TWSY UNCENSORED
            ICQ# 194020367 E-mail: shockingbucks(AT)gmail.com
            Promote something different!! Shocking Bucks

            Comment

            • Imortyl Pussycat
              Confirmed User
              • Apr 2006
              • 5449

              #7
              Originally posted by wtfent

              What expectations does a 40 year old woman have of a 27 year old like me?
              to shut up, look cute and get it up fast and often.
              Julie Larson
              julie {at} juicyads.com
              skype: imortylpussycat

              Buy & Sell Ads on The Most Sexy Advertising Network on the Planet
              available ad spots | sign up now

              Comment

              • wtfent
                Confirmed User
                • Nov 2003
                • 3790

                #8
                Originally posted by Jens Van Assterdam
                Theres not much difference, exept she is most likely a better cook and better in bed. So go for it! Older girls are my thing too, so you cant go wrong
                Just dont try to get her drunk like a collegegirls.. girls in that age usually know how to drink
                yea thats very true.
                ThisWillShockYou.com DVD Store - TWSY UNCENSORED
                ICQ# 194020367 E-mail: shockingbucks(AT)gmail.com
                Promote something different!! Shocking Bucks

                Comment

                • LadyMischief
                  Orgasms N Such!
                  • Sep 2002
                  • 18135

                  #9
                  Sit down, shut up, and hold on

                  ICQ 3522039
                  Content Manager - orgasm.com
                  [email protected]

                  Comment

                  • baddog
                    So Fucking Banned
                    • Apr 2001
                    • 107089

                    #10
                    Turn the lights down before she gets naked.

                    Comment

                    • wtfent
                      Confirmed User
                      • Nov 2003
                      • 3790

                      #11
                      Originally posted by Imortyl Pussycat
                      to shut up, look cute and get it up fast and often.
                      haha great advice and its from a woman so even better.
                      ThisWillShockYou.com DVD Store - TWSY UNCENSORED
                      ICQ# 194020367 E-mail: shockingbucks(AT)gmail.com
                      Promote something different!! Shocking Bucks

                      Comment

                      • TampaToker
                        Confirmed User
                        • May 2006
                        • 5828

                        #12
                        Originally posted by baddog
                        Turn the lights down before she gets naked.
                        Icq 247-742-205

                        Comment

                        • HomerSimpson
                          Too lazy to set a custom title
                          • Sep 2005
                          • 13826

                          #13
                          sounds like adventure...
                          have a good time... and of course get laid...
                          Make a bank with Chaturbate - the best selling webcam program
                          Ads that can't be block with AdBlockers !!! /// Best paying popup program (Bitcoin payouts) !!!

                          PHP, MySql, Smarty, CodeIgniter, Laravel, WordPress, NATS... fixing stuff, server migrations & optimizations... My ICQ: 27429884 | Email:

                          Comment

                          • wtfent
                            Confirmed User
                            • Nov 2003
                            • 3790

                            #14
                            Originally posted by baddog
                            Turn the lights down before she gets naked.
                            She has a beautiful body, nothing to worry about there.
                            ThisWillShockYou.com DVD Store - TWSY UNCENSORED
                            ICQ# 194020367 E-mail: shockingbucks(AT)gmail.com
                            Promote something different!! Shocking Bucks

                            Comment

                            • Honez
                              Confirmed Brat
                              • Apr 2003
                              • 6636

                              #15
                              Originally posted by baddog
                              Turn the lights down before she gets naked.
                              Wow. Just wow.
                              Your Paysite Partner
                              Hone at YourPaysitePartner dot Com
                              Skype - Stressmonkey

                              Comment

                              • JFK
                                FUBAR the ORIGINATOR
                                • Jan 2002
                                • 67369

                                #16
                                Originally posted by LadyMischief
                                Sit down, shut up, and hold on
                                great advice

                                FUBAR Webmasters - The FUBAR Times - FUBAR Webmasters Mobile - FUBARTV.XXX
                                For promo opps contact jfk at fubarwebmasters dot com

                                Comment

                                • Video Rob
                                  Confirmed User
                                  • Oct 2006
                                  • 496

                                  #17
                                  I'm 23 and most of the women I take out are 30 - 40

                                  Older women like guys who are polite, have manners and can stimulate them mentally. Don't try playing games with them cos they know exactly what they want.

                                  Just remember to be a gentleman. When you start getting signals from her make your move, she wants you

                                  Comment

                                  • wtfent
                                    Confirmed User
                                    • Nov 2003
                                    • 3790

                                    #18
                                    Originally posted by EmpireAutopilot
                                    99% chance she just wants to fuck.
                                    Well yea I already know that but like should I not even bother taking her somewhere and just go on some fuck adventure in the woods or should I take her to go have some fun first?
                                    ThisWillShockYou.com DVD Store - TWSY UNCENSORED
                                    ICQ# 194020367 E-mail: shockingbucks(AT)gmail.com
                                    Promote something different!! Shocking Bucks

                                    Comment

                                    • JFK
                                      FUBAR the ORIGINATOR
                                      • Jan 2002
                                      • 67369

                                      #19
                                      Originally posted by wtfent
                                      Well yea I already know that but like should I not even bother taking her somewhere and just go on some fuck adventure in the woods or should I take her to go have some fun first?
                                      treat her NICE

                                      FUBAR Webmasters - The FUBAR Times - FUBAR Webmasters Mobile - FUBARTV.XXX
                                      For promo opps contact jfk at fubarwebmasters dot com

                                      Comment

                                      • Rochard
                                        Jägermeister Test Pilot
                                        • Dec 2001
                                        • 75733

                                        #20
                                        Want me advice?

                                        Don't.
                                        Herschel Savage
                                        Brooklyn, NY

                                        Comment

                                        • Supz
                                          Arthur Flegenheimer
                                          • Jul 2006
                                          • 11057

                                          #21
                                          i could never get into the 'older woman'.

                                          Comment

                                          • Imortyl Pussycat
                                            Confirmed User
                                            • Apr 2006
                                            • 5449

                                            #22
                                            Originally posted by wtfent
                                            Well yea I already know that but like should I not even bother taking her somewhere and just go on some fuck adventure in the woods or should I take her to go have some fun first?
                                            do both. short on the fun, long on the fucking. the woods are good but if you want to be location impressive go have your fun at F Street shopping, hit the back for a vid, sneak into her room and fuck her senseless in there. good times
                                            Julie Larson
                                            julie {at} juicyads.com
                                            skype: imortylpussycat

                                            Buy & Sell Ads on The Most Sexy Advertising Network on the Planet
                                            available ad spots | sign up now

                                            Comment

                                            • baddog
                                              So Fucking Banned
                                              • Apr 2001
                                              • 107089

                                              #23
                                              Originally posted by Honez
                                              Wow. Just wow.
                                              There are exceptions to the rule.

                                              Comment

                                              • Peaches
                                                Old broad
                                                • Oct 2002
                                                • 13933

                                                #24
                                                She will wear you out. Women hit their sexual peak in their 40's (trust me on this one). ;)

                                                Like others said, don't play any bullshit games. Anything you can come up with we've heard it all before - a lot. And it's already old. Be yourself, be honest and have a great time

                                                Comment

                                                • Peaches
                                                  Old broad
                                                  • Oct 2002
                                                  • 13933

                                                  #25
                                                  Originally posted by Honez
                                                  Wow. Just wow.
                                                  YOU with your 30 year old body (beeyotch ;) ) don't qualify.

                                                  BTW, saw your avatar at the "other board" with you and Cole and the cake - you both look just stunning. Barbie and Ken - but more realistic measurements and Cole's not gay.

                                                  Comment

                                                  • D Ghost
                                                    null
                                                    • May 2006
                                                    • 9819

                                                    #26
                                                    any pics?

                                                    Comment

                                                    • Mohawk Steve
                                                      (╯°□°)╯︵ ┻━┻
                                                      • Apr 2005
                                                      • 3223

                                                      #27
                                                      I plead the 5th
                                                      Clips4Sale
                                                      Affiliate Growth Manager

                                                      Comment

                                                      • Ice
                                                        Confirmed User
                                                        • Nov 2002
                                                        • 26053

                                                        #28
                                                        Originally posted by LadyMischief
                                                        Sit down, shut up, and hold on
                                                        hahaha you rock
                                                        icq 1904905

                                                        Comment

                                                        • jalami
                                                          Confirmed User
                                                          • May 2004
                                                          • 845

                                                          #29
                                                          If it's Sarah Palin make sure you get hot nude pics
                                                          IntegralPay LLC | www.integralpay.com
                                                          Payment solutions outside the box!
                                                          Ask about credit card, electronic checks, and alternative payments processing

                                                          Comment

                                                          • Elli
                                                            Reach for those stars!
                                                            • Apr 2003
                                                            • 17991

                                                            #30
                                                            Originally posted by Imortyl Pussycat
                                                            do both. short on the fun, long on the fucking. the woods are good but if you want to be location impressive go have your fun at F Street shopping, hit the back for a vid, sneak into her room and fuck her senseless in there. good times
                                                            That sounds like a fun afternoon!
                                                            email: [email protected]

                                                            Comment

                                                            • JenniDahling
                                                              Market Penetration Specialist
                                                              • Jul 2005
                                                              • 5285

                                                              #31
                                                              As the resident cougar around here, I would have to say that my requirements are what ImortylPussycat wrote but with the BFE. Women my age want to be made to feel young again but still be trteated lioke a lady. Do this and she will rock your world!

                                                              cLick my kitty, you know you want to
                                                              jenni {at} prkitty.com
                                                              Meet me at The Island Gathering

                                                              Comment

                                                              • WiredGuy
                                                                Pounding Googlebot
                                                                • Aug 2002
                                                                • 34512

                                                                #32
                                                                Originally posted by Honez
                                                                Wow. Just wow.
                                                                Lights definitely on for you
                                                                WG
                                                                I play with Google.

                                                                Comment

                                                                • WiredGuy
                                                                  Pounding Googlebot
                                                                  • Aug 2002
                                                                  • 34512

                                                                  #33
                                                                  Originally posted by JenniDahling
                                                                  As the resident cougar around here, I would have to say that my requirements are what ImortylPussycat wrote but with the BFE. Women my age want to be made to feel young again but still be trteated lioke a lady. Do this and she will rock your world!
                                                                  Hello
                                                                  I play with Google.

                                                                  Comment

                                                                  • Spunky
                                                                    I need a beer
                                                                    • Jun 2002
                                                                    • 133978

                                                                    #34
                                                                    I find older women are more stable and not into partying all the time and more experienced in how to please a man

                                                                    Comment

                                                                    • PornHero
                                                                      Confirmed User
                                                                      • Feb 2001
                                                                      • 1381

                                                                      #35
                                                                      Make sure to bury your bone ballsdeep in her anus. You'll both enjoy it.

                                                                      oh and dont sleep over, blow your load then get the fuck out.
                                                                      PornHero.com

                                                                      Comment

                                                                      • DirtyProfits
                                                                        Confirmed User
                                                                        • May 2005
                                                                        • 1885

                                                                        #36
                                                                        Can I join?

                                                                        I am really considering hunting older women now. Fuck those 20yr old bitches, they are annoying. Where did you meat her.

                                                                        Comment

                                                                        • GrouchyAdmin
                                                                          Now choke yourself!
                                                                          • Apr 2006
                                                                          • 12085

                                                                          #37
                                                                          Drink plenty of fluids; she's gonna drain you.

                                                                          Comment

                                                                          • GetSCORECash
                                                                            Confirmed User
                                                                            • Mar 2008
                                                                            • 5527

                                                                            #38
                                                                            Good Luck! and Listen to her!
                                                                            | skype: getscorecash | ICQ: 59-271-063 |
                                                                            New Sites: | SCORELAND2 | Roku Channel SCORETV.TV | 60PLUSMILFS |
                                                                            | Big Tit Hooker | Tits And Tugs | Big Boobs POV | Karla James |
                                                                            | Naughty Foot Jobs | Linsey's World | Busty Arianna Sinn | Get SCORE Cash |

                                                                            Comment

                                                                            • Imortyl Pussycat
                                                                              Confirmed User
                                                                              • Apr 2006
                                                                              • 5449

                                                                              #39
                                                                              Originally posted by GrouchyAdmin
                                                                              Drink plenty of fluids; she's gonna drain you.
                                                                              quoted for truth
                                                                              Julie Larson
                                                                              julie {at} juicyads.com
                                                                              skype: imortylpussycat

                                                                              Buy & Sell Ads on The Most Sexy Advertising Network on the Planet
                                                                              available ad spots | sign up now

                                                                              Comment

                                                                              • Nikki_Licks
                                                                                Confirmed User
                                                                                • May 2005
                                                                                • 6323

                                                                                #40
                                                                                Do everything she wants sexually

                                                                                You're gonna get the fucking of a lifetime......good luck
                                                                                Amateur Content
                                                                                ICQ: 292 356 077

                                                                                Comment

                                                                                • klaze
                                                                                  So Fucking Banned
                                                                                  • May 2008
                                                                                  • 2167

                                                                                  #41
                                                                                  40 yearold chick? How about a barf bag?

                                                                                  Comment

                                                                                  • Elli
                                                                                    Reach for those stars!
                                                                                    • Apr 2003
                                                                                    • 17991

                                                                                    #42
                                                                                    Originally posted by klaze
                                                                                    40 yearold chick? How about a barf bag?
                                                                                    Go back to school, little boy. ;)
                                                                                    email: [email protected]

                                                                                    Comment

                                                                                    • shekinah
                                                                                      Confirmed User
                                                                                      • May 2006
                                                                                      • 8452

                                                                                      #43
                                                                                      She most be really beautiful, isn't she?

                                                                                      [Web Design | Development | Programming | Content Writing ]
                                                                                      ICQ: 238-890-469

                                                                                      Comment

                                                                                      • CurrentlySober
                                                                                        Too lazy to wipe my ass
                                                                                        • Aug 2002
                                                                                        • 38944

                                                                                        #44
                                                                                        Its actually his mom...


                                                                                        👁️ 👍️ 💩

                                                                                        Comment

                                                                                        • sternyduke
                                                                                          Confirmed User
                                                                                          • Jun 2001
                                                                                          • 1082

                                                                                          #45
                                                                                          in my experience, a cougar knows right off that bat if she's going to sleep with you not. chatting about things you might have in common are pretty slim, so consider keeping the conversation erotic. i was 27, she was smokin at 48. we skipped the usual foreplay, fucked like animals as soon as her door opened, and saved dinner for later. NOW we had something to talk about while getting liquored up for round 2. i have learned that cougars fucking LOVE wine like youngins LOVE 40 ounces and weed. so keep a bottle on stand by if you game needs help closing the deal.

                                                                                          Comment

                                                                                          • MetaMan
                                                                                            I AM WEB 2.0
                                                                                            • Jan 2003
                                                                                            • 28682

                                                                                            #46
                                                                                            DAM MUTHA FUCKA PIMP GAME ON YOU DO YA THANG HOMEBOY BOOYASHAKA

                                                                                            dude honestly just be yourself she honestly took you out for a reason in the firstplace. Alot of 40 years old women who go after younger guys are just trying to feel young again.

                                                                                            By being yourself and "young" it will help her have a good time.

                                                                                            Do not try to act "over matured" or you will make her feel like an old woman and that defeats the purpose of the cougar young guy relationship.


                                                                                            MAKE SURE YOU FUCK HER HARD LIKE A REAL YOUNG STUD
                                                                                            these old women are looking to be rejuvenated and want some young dick that will have some endurance behind it. pound her all night and all morning, show her why young guys are better then old farts. thats what she really wants out of you.

                                                                                            PLAY ON PLAYA

                                                                                            Comment

                                                                                            • JenniDahling
                                                                                              Market Penetration Specialist
                                                                                              • Jul 2005
                                                                                              • 5285

                                                                                              #47
                                                                                              Originally posted by baddog
                                                                                              Turn the lights down before she gets naked.
                                                                                              I can't believe you said that

                                                                                              cLick my kitty, you know you want to
                                                                                              jenni {at} prkitty.com
                                                                                              Meet me at The Island Gathering

                                                                                              Comment

                                                                                              • GrouchyAdmin
                                                                                                Now choke yourself!
                                                                                                • Apr 2006
                                                                                                • 12085

                                                                                                #48
                                                                                                metaman is gfy's resident pua

                                                                                                Comment

                                                                                                • Supz
                                                                                                  Arthur Flegenheimer
                                                                                                  • Jul 2006
                                                                                                  • 11057

                                                                                                  #49
                                                                                                  also, claiming that she is hot means that if you dont take pictures it never happened.

                                                                                                  Comment

                                                                                                  • ohtechwiz
                                                                                                    Registered User
                                                                                                    • Aug 2004
                                                                                                    • 39

                                                                                                    #50
                                                                                                    If you are lucky you will get wiped down with a warm cloth afterwards ... that's what happened to me when I was in my 20's with an older woman ... everybody should do it once or twice...
                                                                                                    http://www.ponysplayhouse.com

                                                                                                    Comment

                                                                                                    Working...