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Advice/Tips Needed (Relationship with an Older Woman!)

Discussion in 'BBS Hangout' started by Quicksilver, May 28, 2002.

  1. Quicksilver

    Quicksilver Member

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    I am 21. She is 30. She works part-time at my job. She has a full-time job somewhere else. She has been at my job since February, but I haven't been able to actually conversate with here up until about 3-4 weeks ago due to scheduling quirks. We began with simple conversation and it led to flirting. Let me begin by first saying that she in no way looks 30. She could easily pass for being 24-25 years old. I guess that is what intrigues me the most. Anyway, I gave her my phone # and told her to give me a call sometime and maybe we could go do something together. (Big Step for Me--I am initially pretty shy!) She smiled real big when presented with my number and said she would call me. 4 days went by and still no call, so I am thinking I am too young for her and she doesn't want to get involved with someone so young. Totally Understandable. I get off at 8am five days a week and try to get some sleep as soon as I get home. Well, on the fifth day, I get a call as soon as I close my eyes (at about 9am). It was her and I was totally surprised/psyched. We flirted and I basically told her that I wanted to get to know her better. To my surprise, she said she would like that, but that she wanted me to know that she just got out of a relationship (She got hurt) and that she wanted to take things slowly. I have been hurt pretty badly before so I agreed to take things slowly, because I had a really good feeling about this girl. We talked for about an hour and she said she would call me back later on. I was pretty happy. She called back later that day not once but 3 times. Usually that would annoy me but not this time. We began talking a whole lot more about what we are looking for and what we want out of life. We saw each other the next night after she initially called. She had gone out for some drinks with some co-workers from her other job and I was at work. I received a call from her and she was buzzing/drunk and she said that she wanted to see me. I don't really do anything at my job and I am only one of two people there on the graveyard shift. So I told her to come to my job and we can talk. After a while, she showed up and we didn't talk much. She just started kissing me and we did that for awhile. It wasn't long before I decided that maybe she shouldn't have driven to my job in her current state. She was having trouble keeping her eyes open towards the end of the visit so I had to leave and drive her home. When I got to her apartment, she invited me to stay but I told her I had to hurry and get back to work. She reluctantly agreed and I kissed her goodbye and told her to give me a call the next day. She called the next day and apologized for acting the way she did, but she wanted to make it clear that she didn't kiss me because she was in an altered state. We went out later that night and went to dinner. We came back to her place and watched a movie. I left around 4am, but we got to know each other a little better and we kissed a lot more. In my eyes, she is something special. I didn't expect to see her the next day, but she calls and wants to go out to a movie. I agree and we have another good time. She is very affectionate/aggressive and I love that.

    On the fourth day, she delivers the kicker. She tells me that she was in a 12-year relationship with her highschool sweetheart and that he had broken her heart and told her after 12 years that he didn't want to be with her anymore because he wasn't happy with his current life. Basically, he wasn't ready to settle down. She was deeply hurt and had to see a therapist to help get over the broken relationship. She is still friends with this guy. She was single for 18 months after the broken relationship until she met the guy she just got out of a relationship with. He was a firefighter (buff, pretty boy) who hurt her. She told me that he changed her to his specifications and as soon as he sensed it, he told her that she wasn't what he was looking for. She showed me some pics of this guy when I was at her apartment and I must admit that I was a little intimidated. With my self confidence shrinking, I thought to myself how can I follow this guy and succeed. Soon, I knew how. She is a romantic girl and loves to see the guy she is interested in. This is all new uncharted territory for me and I was unbelieveably stoked because she told me she wanted to see me EVERYDAY which I had no
    problem with. So to make a long story short, we have seen each other everyday for the last 12 days. I am not getting tired of her and she is not getting tired of me.

    Eventually, the subject of SEX came up and I admitted to her that I didn't have much experience mainly because I don't believe in casual sex. When I have sex with a woman, I get emotionally involved and I don't like to get hurt. With her being in a 12 year relationship and just coming out of a relationship with a psuedo-bodybuilder, let's just say I felt a little uneasy about being able to satisfy her. I have only had sex 3 times in my life and I was afraid of her reaction when I told her because I wasn't going to lie like most guys would. I am a good-looking guy, but rather on the skinny side but that doesn't bother me. I told her that I didn't want to jump into a sexual relationship with her unless we were both sure that we wanted to be with each other. She agreed. Well, that was easier said than done. The night before last, we were laying on her bed watching a movie when we started fooling around. Something just came over me and I couldn't hold back. I told her that I wanted her and she said the same to me. She isn't very comfortable with her body but I like her body just fine and I try to make her feel comfortable. She wanted to turn off the lights but I talk her into leaving them on. The sex was awesome. Like nothing I have ever had before! Here is the problem: I finished twice and she didn't finish at all. This just totally threw me for a loop and it bothered me a lot. She said it was no big deal and that it was rather difficult for her to finish. She told me with a little more practice together that everything would be okay. I hadn't had sex for two years and boy did I miss it. We saw each other the next day and I wanted to have sex again, but we didn't because I didn't force it because I didn't want her to think that is all I wanted. That was yesterday and I won't get to see her again until Thursday. I miss her already. I feel like I have already fallen in love with her and I don't think that is healthy. I have already told her that I am not the type of guy who likes to date a lot. I am old-fashioned and believe or not am already ready to settle down and have a family.
    We talk at least 2-3 times a day and I look forward to her phone calls. It feels like my life is in slow motion and everything I do revolves around her. Is there something wrong with me?

    Is this an infatuation or am I truly falling in love with her?

    Opinions? Thoughts?

    I will reply often if anyone has any specific questions and wants to help me out.

    Thanx
     
  2. Mrs. JB

    Mrs. JB Member

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    Dear God, I can't believe I'm old enough to be "the older woman" (I'm 32) but here's a female perspective on your situation:

    RUN!!!!!

    Now my explanation -- I'm sure she's a very nice person, but there are caution flags all over the place:

    1. She has a history of being dumped -- I know it sounds cold, but if she drove those other guys to ditch her, she'll likely do the same to you eventually.

    2. It's moving TOO fast -- her actions so far indicate a "needy" personality. Calling too much, coming to your place of business, getting physical very quickly...those all indicate a desire to work her way into the fabric of your life very early in the relationship. On their own, those aren't necessarily bad things, but added in with everything else, they paint a rather questionable picture of her personality.

    3. She's much older than you -- I have nothing against younger guys but my neighbor is a 23-year-old guy (same age difference for me and him as you and your gal). I feel like he's from a different planet! I couldn't imagine being in a relationship with him. There is a world of difference between a twenty-year-old woman and a woman in her thirties. The fact that your lady is looking to get involved with someone so much younger, especially at a time in her life when she is most likely looking to settle down, raises more questions.

    I understand your feelings. You're deeply infatuated, and it's hard to look at a relationship objectively in the early romantic stages. But be aware that she probably has some pretty heavy emotional issues she's dealing with, and you're likely to get dragged into them if you aren't careful. Her neediness, which seems charming now, will most likely be the very thing that ends up driving you away in the end. Just be careful.
     
  3. SirCharlesFan

    SirCharlesFan Member

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    I was going to say almost exactly the same thing that Mrs. JB said about her having a needy person, but I thought I shouldn't chime in since i'm only 18....but since I pretty much had a lot of the same things on my mind...

    My dad and his current wife have a really big age cap in between them. In a way its strange, but I don't think it bothers my dad...On the other hand, I think it kind of bothers his wife now...They split up for a while because of the age difference (according to my dad that was why she wanted the split so much) but now they are back together.

    At first, its easy to say that "age isnt anything but a number," but seriously, if you think you could get into a long term relationship with the person you have to take it into consideration.

    The chick said she wanted to 'take it slow' because she had been 'hurt' by two guys (one long term relationship and one fairly long term relationship) that she had been with for a while...

    It seems to me that she's looking to jump right back into a long term relationship with a guy that will give her some affection that she really needs at this time. In my opinion, someone who has been deeply 'hurt' by two guys with relationships that lasted as long as hers did wouldn't even be looking to talk to a guy. I know different people do different things, but she seems really questionable, especially considering the fact that she is calling so much and wanting to spend time with you so much. For someone wanting to 'take it slow' having sex this soon in the relationship should probably tell you something about her.
     
  4. drapg

    drapg Member

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    I have to agree with Mr. JB and SirCharlesFan...

    i was in a relationship with a needy person for 2 years...

    it started just as you describe your significant other... we met, were friends for a while, than started dating... she wanted to see me everyday and she would call me all the time (whenever i wasn't around)... this was during college and it got to the point that she came with me to my classes, just to spend time with me... when she wanted me to come to her classes (and i couldn't b/c i wanted to study) she would get upset... so i would go to her classes and study my own stuff in them... this was my first serious relationship (i, too, was 21 at the time) and i thought i was in love... she ended up unofficially moving in with me (she still had her own apartment with her roommates, but rarely saw them, because all of her clothes ended up at my place over the months and she lived with me)... we never did anything apart, i lost contact with most of my friends and hung out with her exclusively... we quickly became emotionally overdependent on each other... back then i thought that was what love was all about (because i had never wanted to spend so much time with just one person before)... but after 2 years, i finally felt suffocated and broke up with her... we had an extremely BAD breakup, and it took me a LONG time to get over it... after some analysis i realized i was too attached to her, to the point it was unhealthy, which I accidentally perceived to be love... we tried being friends on and off, but just couldn't master it... i haven't talked to her in nearly a year now...

    i am 24 years old now and can't seem to comprehend the whole "love" thing...

    i just thought i would share, b/c your story sounds eerily similar to mine.
     
  5. Desert Scar

    Desert Scar Member

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    Yep Quicksilver, I mostly agree with the others. The problem I see is you have fallen for her. If you weren't so attached I would say just keep it chill and causal/friendly (w or w/o sex) and see what happens. But that doesn't sound possible at this point so I don't see how her unstability and issues can't spill over into you. BTW if you do hook up again and this is what you want you might want to go south first before the main course.
     
  6. DrewP

    DrewP Member

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    Forget these ninnies. Have some fun ;)
     
  7. Gutter Snipe

    Gutter Snipe Member

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    Wow. That is a load to ponder. It sounds like you have found something that feels great...and could be amazing for a while.

    I can't speak from the perspective of the older women here, but I can speak from my experience of getting married to an older woman. I met my wife when I was 21 and she was 25 going on 26. Another similarity was a lack of experience when I met her, but none of that has mattered. We've been very happily married for 5 years now.

    Some reasons that it worked for us:
    1. I have always been a little serious and mature for my age.
    2. She looked - and still looks - younger than me (the truth hurts, but this is important)
    3. She doesn't want or need to have children. This is important because while I was more than ready to get married at 23, no way was I ready to have kids.
    4. While she was that much older than me, she wasn't that much more experienced in relationships than me.

    Things that will probably make everything more difficult for you:
    1. Double the age difference
    2. Tons of emotional baggage. Personally, I think this is the largest warning sign. It won't go away, she won't forget it, and you will have to deal with the consequences of the previous guys messing with her head.
    3. You will find it difficult to find friends in common.
    4. While it's unlikely that you are ready for kids and or marriage, I bet she is.

    I really feel for you man. She's probably awesome and really fun to be with, and you sound nice enough to go miles out of your way to avoid hurting her.

    My advice (albeit probably completely useless):
    1. Try to be completely objective and evaluate all possible outcomes of this relationship. Here's some samples:
    a) She says "I'm pregnant."
    b)Her highschool boyfriend wants to get back with her and she leaves you
    c) You get married and have a kid or two. You are now 24 and want to retool and go back to school, but can't afford to because of your responsibilities.
    d) You live happily ever after.

    2. Try to stay completely open and honest with her. I remember how it felt to be able to share my feelings and not have to cover things up for the first time. It felt wonderful. It may keep you together or drive you apart, but I think it will help you make the best decisions.

    3. If, after doing #2, you find out she is lying to you or trying to present a false picture of herself, do what Mrs. JB advised: RUN!!! Deceit is not a healthy base for a relationship.

    Good luck man. Please realize that while most of the advice you will receive is negative, it's only because this is such a long shot.
     
  8. Quicksilver

    Quicksilver Member

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    Thanx guys and gals for the informative responses. While my gut tells me to RUN, I honestly think I would regret it if I did. I think I am going to test the waters and enter a serious relationship with her. Her family loves me and even though she hasn't said it, I think she does to. I forgot to mention that even though she is 30, I honestly believe I am more mature than her. I don't view that as a bad thing though because I don't believe 30 is old. I admit she is a "Needy" person, but that works in my favor because I am an uncharacteristically giving person who feels like they always have to be taking care of someone. I have never felt this good in my life. Hopefully, this isn't just a passing phase. If so, I hope I learn a lot from it.



    How long did it take you to get over her and the relationship itself?
     
  9. Rocket River

    Rocket River Member

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    I must agree
    She is just looking for comfort after her EVENT
    and you maybe it. . . but DO NOT GET SERIOUS

    She does seem a bit needy so watch out.
    Let her know . .. set YOUR boundaries

    Man . . in all seriousness. . .be careful
    you seem to have been honest and upfront
    If you want a relationship with her. . . be aware of her
    1. background
    2. neediness. .

    Cause it *will* start to not be CUTE anymore

    Does she have any kids?

    Rocket River
     
  10. drapg

    drapg Member

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    it took me about a full year to get over her... at first i was miserable... actually more miserable than i had been at any point in my life... i basically became an alcoholic, but didn't realize it b/c i was in college and already drank a lot... but i got to the point where i failed a class b/c i would drink everyday with my friends instead of study! i cut all contact with her b/c it was too painful to see her... but after 3 months she begged that we become friends again, and i thought i was ready.... of course i couldn't handle it b/c i was miserable just being friends... we would go months w/o communicating, than she would always approach me to try and rekindle a friendship... after 1 year of this, we finally stopped talking back in may 2001... never have spoken again...


    oh, and thanks to guttersnipe's warnings, i can mention that she used words "I'm pregnant" about 1 year into the relationship.
     
  11. sirhangover

    sirhangover Member

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    have fun..dont be worried that you cant make her get off all the way like she says ..

    she'll 'c*m' around so to speak and you may be suprised the pretty boys arent always the best in bed..it sounds like she wants soem young love and at 30 years a woman knows what they want..

    be careful that you dont get her pregnant thats a big one..

    if she is needy and over 30 and been in a few bad relationships she may be ready to have a child and you may have set yourself up as her 'giving' as you put it sperm donor..

    but put a little ruibber thingy on your **** and go for it... she'll rock your world and enjoy it ..over 30 horn dogs are easy to find but attractive ones that you like- arent..you da man..

    it sounds to me you are a little needy too..thats fine though everyone is to an extent..but dont get into something just cause you havent been laid in 2 years or whatever ..but i am one to talk as i have gotten in too quick before after a dry spell and i could have taken it a little slower...
     
  12. HOOP-T

    HOOP-T Member

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    This is much better than my "Ever dated a Neighbor" saga. :D

    Good times.
     
  13. Manny Ramirez

    Manny Ramirez The Music Man

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    I agree with Mrs. JB, SCF, and others.

    I will say this, though: one of the biggest male sexual fantasies, for many guys, is to get involved with an older woman.

    From what it sounds like to me, these fantasies have become a reality.

    Good luck and don't do something stupid like getting her pregnant.
     
  14. Turbo

    Turbo Member

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    Danger Will Robinson, Danger! Though you may be having a good time right now, there is a dark side to this. When I was 19 I was dating a 35 year old. The story is almost identical to yours - and it turned out bad with her saying that she was in love with me and wanted to have my baby!!!!:eek: Anyway, my advise to you is to go ahead with the relationship, I think everyone on the BBS knows that you will, but please for the love of God, go slowly and don't let her take control of you which believe it or not, it is what she wants. Good luck with it.

    <i>-Turbo</i>
     
  15. countingcrow

    countingcrow Member

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    Go for it man, just be careful!
     
    #15 countingcrow, May 29, 2002
    Last edited: May 29, 2002
  16. Quicksilver

    Quicksilver Member

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    No, she doesn't have any kids. If she did, none of this would be going on. I have already been in one relationship with a single mother and it was brutal. This woman is a genuine good person. She is into charity work and she is a very giving person in all aspects of her life. She has already mentioned that she thinks we may be soul mates. I am happy about everything so far with her except the sex thing. She has only had sex with the two aforementioned guys she was in relationships with, but she has had sex many more times than I have. We haven't had sex the second time around yet, but I can honestly say I am nervous about being able to get her off and being nervous will just put more pressure on me. She told me that she was happy the first time that she was able to get me off twice and that she didn't need to get off all the time. She said she was just happy being there with me. I think she told me that just to ease my mental state about the whole thing. Then she made a comment that we can watch some p*rn and be more creative. I have no problem with that, but I don't want to feel like one of her charity cases in bed. Not to get too graphic, but I did offer to go down south and she told me that she doesn't feel too comfortable with that because she gets unusually wet and she is very self-conscious about it. I told her that it didn't bother me and that is a natural thing and she still seemed reluctant. I know I can get her off with oral, but I don't want to push it. Should I just leave that subject alone. I just don't feel comfortable with her going down south and me not returning the favor. Some guys would call that a god-send. LOL

    She is always saying that sex in a relationship is important, but not to the extent where she would end a relationship if the sex wasn't good enough. She tells me it is only going to get better. It can't get any better for me. I just hope I can make it better for her.
     
  17. Pipe

    Pipe Member

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    Show up on your next date with swim fins and a scuba mask.
     
  18. Nomar

    Nomar Member

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    Keep ****ing her.









    Just kidding. Dude, it don't matter how old she is. If you love her, and she loves you, Its all good. Unless you're Derek Jeter, and Richard Simmons is your only hope for true love.
     
  19. 3fingeredgus

    3fingeredgus Member

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    Man, I'm probably the last person to offer advice as i'm in a similar situation except she's 33, i'm 27.. She's my boss, has 3 kids... and oh yeah.. a boyfriend (guess that's important). We've been having an affair for a month now and i'm not really sure what i'm doing. It's a crazy situation and i'm not really expecting anything to come out of it, but I haven't really been able to talk to anyone about this so I hope ya'll don't mind me sharing.
     
    #19 3fingeredgus, May 29, 2002
    Last edited: May 29, 2002
  20. Isabel

    Isabel Member

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    Whooooaaaa. This makes Quicksilver's situation look quite happy, normal and safe by comparison. :) (as for him, sure, she might have issues, but if he wants to go for it he can... ) Now, as for you, there are two obvious big problems, and the boyfriend is only #2... #1, of course, is your work relationship. Hopefully, whatever comes out of this, it doesn't get too ugly for you... since it's hard to resolve such situations comfortably.
     

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