Post
This experience may contain mature content, as flagged by the community. Please click away if you do not want to see this content, or if you are not of age. To report inappropriate content, please email us.

I Want to Pleasure Older Woman

Personal Stories, Advice, and Support 99 People

    My Hottest Desire

    Women from 30s to 50s turn me on more than I can even explain. I wrote about this on many group posts. Ladies if you would love to chat with me and get to know me don't be shy. I am very open and would love to meet older women. Can't wait to hear from you!!
    youngandfull youngandfull 18-21, M Apr 15, 2012

    Your Response

    Cancel

    I'm sure if I can pleasure her immensely,

    then she might put in a good word with her daughter. That way, I can "get to know" her daughter. ;)
    Ichilicious Ichilicious 26-30, M Aug 17

    Your Response

    Cancel

    Last Night

    Met her at the restaurant bar about 8:00. After a beer and some flirting I took her to the hotel. When we got into the room she dropped to her knees, unzipped my pants and started slobbering on my ****. I ******** off my clothes and put her on the bed. I helped get her clothes...
    steveinlv2013 steveinlv2013 56-60, M Nov 28, 2013

    Your Response

    Cancel

    She Gave Her *** To Me

    When she called asking if I could take a look at her car I told her I’d be able to come by after work the next day at about 3:30. As it turned out there was a barracks inspection that afternoon at the troop barracks and I didn’t need to attend. So I arrived at her apartment...
    firetester17402 firetester17402 46-50, M Nov 7, 2011

    Your Response

    Cancel

    First Installment

    A few years back (like 20) I had an opportunity I almost let pass. There was a woman who lived in the apartment below ours. She used to always call us "kids". I think she was about 12-13 years older than me. She was very good looking! Long black hair, smooth caramel complexion...
    firetester17402 firetester17402 46-50, M 1 Response Oct 5, 2011

    Your Response

    Cancel

    Not Older Better

    I had a FWB with a older women. She was open and honest about what she wanted. She didn't care about my wrinkles and I didn't care about hers.
    steveinlv2013 steveinlv2013 56-60, M Nov 4, 2013

    Your Response

    Cancel

    The Second Installment

    We lay there for several minutes while she ran her fingernails up and down the underside of my **** making it jump up and dance. I think she was really enjoying that for some reason. I was enjoying it also as I love long nails, they are so sexy to me. Then she asked that I be a...
    firetester17402 firetester17402 46-50, M Oct 10, 2011

    Your Response

    Cancel

    Related Experiences

    I'm male and 20. I really want to experience an older woman. The oldest I've been with is 24, but i can't help but think about having hot sex with someone who's 35+
    deany311 deany311 18-21, M Aug 19

    Your Response

    Cancel
    I want an older experienced woman who knows what she wants and how to please a man!
    wantayounglady wantayounglady 46-50, M Sep 10

    Your Response

    Cancel
    I was in love with an older woman and didn't realise it. Yes, that sounds like a dumb statement but it is entirely true and it was mutual. I was just too young and perhaps too na...
    Foreigntraveller Foreigntraveller 22-25, M 2 Responses Sep 5

    Your Response

    Cancel
    I know I'm kinda being selfish here. Don't get me wrong, I love having my younger siblings and my one older sister but I just can't help but think that I want an older brother :o...
    ravenzewolf ravenzewolf 13-15, F 3 Responses Sep 8

    Your Response

    Cancel
    I am hoping to find a nice mature woman for a mutually agreeable and satisfying relationship in the Philadelphia metropolitan area.
    donaldsterling donaldsterling 51-55, M 6 hrs ago

    Your Response

    Cancel
    Mature woman message me, I have a thing for the older generation of females that's in there 30s to mid 40s
    perkofawallflower perkofawallflower 18-21, M 1 Response 4 days ago

    Your Response

    Cancel
    I think I'm done with Diane. I mean the role play is fun and the sex is good. I am just beginning to feel like a sex toy. I really want to connect with a person as friends and...
    AndroTaylor AndroTaylor 18-21 Aug 19

    Your Response

    Cancel
    I actually enjoy talking to women who are older. I tend to relate to them better. If their married I have boundaries. If their dating then I'm just nice and talking with them. If...
    COD101 COD101 18-21, M 2 Responses 19 hrs ago

    Your Response

    Cancel
    38 years was the gap between my lover and Me. We were together over a year when I found out how old she was! My wife was 8 years younger at that time but she only wanted to make...
    marshall24 marshall24 56-60, M 1 Response Sep 4

    Your Response

    Cancel
    17 year old boy looking for a older man of any age to have sex with me! I'd do anything you want so message me?
    benw19 benw19 16-17, M 1 Response a week ago

    Your Response

    Cancel
    I am so horny and want to have s e x with older man like 40's-60's. ;)
    Elizabeth214444 Elizabeth214444 22-25, F 1 Response 22 hrs ago

    Your Response

    Cancel
    Or cyber with :) the older the Better come and get me
    Happiness412 Happiness412 18-21, F 5 Responses Aug 27

    Your Response

    Cancel
    I'm 16 and I love older men and women 😋
    jhopegirl jhopegirl 22-25, F 1 Response 5 days ago

    Your Response

    Cancel
    All my life I have been deeply attracted to women with very small breasts. My most sincere hope is that I can finally find someone who we share common likes and dislikes, and want...
    timcflyer timcflyer 51-55, M Sep 9

    Your Response

    Cancel
    Anyone looking for a brother feel free to message me
    SoCalAssasin SoCalAssasin 18-21, M Aug 23

    Your Response

    Cancel
    Any guy looking for a younger brother message me.
    PopTownRuler08 PopTownRuler08 18-21, M 5 Responses Aug 23

    Your Response

    Cancel
    Went to scout out where my date is going to meet me on Sunday night. Checked out where everything was located sink was comfortable when I get there hoping everything g goes as...
    Betty9953 Betty9953 51-55, M 1 Response Aug 30

    Your Response

    Cancel
    Someone message me so horny
    maddieXxx maddieXxx 16-17, F 7 Responses Sep 6

    Your Response

    Cancel
    I have a deal for yu if yu willing to listen go read my experiences plz and inbox me serious ppl onli!!!
    ih8beingyung ih8beingyung 18-21, F 1 Response 3 days ago

    Your Response

    Cancel
    A lot of likes for older men, but I prefer an older woman. One who has been around the block a few times. A lady with a bit of experience, one who knows how to order her own...
    deleted deleted 26-30 2 Responses Aug 21

    Your Response

    Cancel
    I am out one evening just wondering through stores watching women and getting ideas for outfits. A girl in her late 20 ' drops her purse and I help her pick it up. After exchanging...
    Janae60 Janae60 51-55, M 1 Response Sep 8

    Your Response

    Cancel
    My first experience with an older woman was with a woman 33 years older than me. I really like her and would like to do it again. I'm a massage therapist in DC if anyone is...
    rp0083 rp0083 18-21, M Sep 8

    Your Response

    Cancel
    'Sexual pleasure in woman is a kind of magic spell; it demands complete abandon; if words or movements oppose the magic of caresses, the spell is broken.' -Simone de Beauvoir...
    Moca2014 Moca2014 26-30 Aug 22

    Your Response

    Cancel
    I like older women it might seem perverted but they are hot if your an older woman and you want to "talk" then message me
    DX223 DX223 18-21, M Aug 30

    Your Response

    Cancel
    Any older woman that want to be perverted with me message me ages 30-50
    DX223 DX223 18-21, M 2 Responses Aug 31

    Your Response

    Cancel
    Nothing sexier then an older woman in a skirt suit, tight white shirt, heels and glasses....
    Cuselax06 Cuselax06 26-30, M Aug 18

    Your Response

    Cancel
    I have always been interested in exploring my sexually with an older woman.. Hopefully someday I will get the chance
    JennAnn5 JennAnn5 22-25, F 2 Responses Sep 1

    Your Response

    Cancel
    No age gap is too wide if you both feel so right. Love is ageless and pure. Hence, having a big age gap in a relationship should never pose a problemStill struggling to find...
    MaggieJohn MaggieJohn 26-30, M Sep 8

    Your Response

    Cancel
    I have to admit, this is challenging. I have a teenage daughter who has her own life. I've never been married, so there's no ex- baby daddy drama. I have my life together {as I...
    flutterby0913 flutterby0913 36-40, F 2 Responses Aug 26

    Your Response

    Cancel
    i want an older man to call daddy and i want him to call me baby or princess. i am very submissive love being spoiled. would love if he was older then 27
    juanitac juanitac 18-21, F 4 Responses 5 days ago

    Your Response

    Cancel
    I have always wanted an older girl in my life
    AntonyBoysLovesLongHair AntonyBoysLovesLongHair 18-21, M 2 Responses Aug 25

    Your Response

    Cancel
    I'm a plus size divorced woman and have tried all the dating sites, but just get trolls to respond. People tell me that I'm beautiful but the rejection and insults from the dating...
    Phoenixsa71 Phoenixsa71 41-45, F 1 Response Aug 23

    Your Response

    Cancel
    You are my future. I never knew what I was missing until you came into my life. Without you my future looks bleak and hopeless and I'm only there to continue existing so I can make...
    wakeupdead wakeupdead 26-30, M 3 Responses Aug 28

    Your Response

    Cancel
    Yup...it's odd too some people. But I just like an experienced man who can pleasure me like unlike younger men ;)
    Shizuka000 Shizuka000 13-15, F 1 Response 9 hrs ago

    Your Response

    Cancel
    I didn't know he was married until just now. He's older (38) in the military so I assumed he wasn't married because we go out a lot and he didn't seem cautious or anything about...
    honeybree20 honeybree20 18-21, F 9 Responses 15 hrs ago

    Your Response

    Cancel
    I think I am making the right decision to end this affair. He sent me an offline message about his wife trying to find a second job. They have been struggling financially. He lost...
    freddiesgirl69 freddiesgirl69 41-45, F 4 Responses 5 hrs ago

    Your Response

    Cancel
    September 18. Letting the Good Stuff Happen. "Before recovery, my relationships were lousy. I didn't do very well on my job. I was enmeshed in my dysfunctional family. But at...
    zeeva70 zeeva70 41-45, F 14 hrs ago

    Your Response

    Cancel
    Hey guys! Just figured I would give this a try. If anyone wants to message me on here, been looking for a boyfriend for about 8 months with no luck. If you want to chat I'm not...
    Rocker1188 Rocker1188 22-25, M 2 hrs ago

    Your Response

    Cancel
    I Am A Young Girl Looking For An Older Man!What should I do?
    QearlLee QearlLee 26-30, F 4 Responses 11 hrs ago

    Your Response

    Cancel
    Why are we always told to respect elders? Apparently, that is one of the "golden rules" that kids are taught in the younger years. I remember being told this all the time. It was...
    Dev4444 Dev4444 13-15, F 2 Responses Aug 19

    Your Response

    Cancel
    I enjoy cosplay, Ageplay (older), cooking, caring for others and helping them with their problems, I collect figures and books, I use to collect cards and I still have them. Wanna...
    IRONMARSTER IRONMARSTER 22-25, M 14 hrs ago