A
male
age
41-50,
*erek64g
writes:So my aunt is single. has been for a few years now. She's not directly related to me, only through marriage. She's 44 or 45, im not to sure, and im 28. I didn't always have a thing for her, but as Ive always had a fancy for women older then myself, it has now developed into more. She knows about it as well, my fancy for older women. It's usually the topic of our conversations. some of the women ive been with, if ive been having any "fun" lately, where i've had sex with them, my favorite positions, etc etc. now and again we talk about what her sex life is like but, again, its usually about mine.The last few times we've talked I have started to hit on her. I used to see a lady that I would refer to as the hottest 40 year old ever and now I tell my aunt that she is the hottest and id love to have a sexy 40 year old like her in my bed everyday. Im sure she gets the idea, she's not stupid after all. And she has had a few flings with younger guys. my question is should I just tell her that I think she is amazingly beautiful and that i have been fantasizing about her for a while now, regardless of the outcome, or should I just keep that to myself and enjoy our conversations?
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male
reader, derek64g +, writes (24 September 2010):
derek64g is verified as being by the original poster of the questionSo I had a chat with the aunt tonight after work. There was a little beating around the bush about it, but eventually she told me not to work to hard on friday so I would have some energy left for after work.
Needless to say I decided to play stupid for a moment and make sure I was hearing it right. Sure enough she says "do you want to fuck me or not?". "I want to right now, fuck friday night." I said.
shitty deal for me, one of her kids is home tonight, or I might not have had to wait another day lol fuck! /sigh
Oh well, I guess tomorrow with drag ass because my brain is going to be in the dirt all day. She even told me she would wear something that id like, seeing as we talk about it all the time, she knows exactly what I like on women.
but anyway. im pretty tired from work, but i still don't know how im going to sleep lol.
A
reader, anonymous, writes (21 September 2010): Hehe, I'm glad you kept that one under your hat for the time being.
I think you're right about her not being able to get the conversation out of her mind. If she wasn't into it she would have pretended it never happened and avoided you.
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A
male
reader, derek64g +, writes (20 September 2010):
derek64g is verified as being by the original poster of the questionlol, no she's not just a fantasy. We've been pretty good friends for a number of years, since my late teens anyway, when I guess kids turn into young adults and more is said/done around them. Its just been in the couple of years that we started hanging out outside of family functions and the like, so we're pretty good friends in that regard.
I actually almost spilled the beans on her a month or so ago one night when we were at a bar together with a couple of her friends. they were very.. questioning, i guess, why i would be at a bar with my aunt and her friends when the bar was obviously geared towards 30 and 40 year olds. needless to say my aunt let spill that I was all about the 40 year old ladies. then they didn't leave me alone, bugging me what kind of women I like bla bla. I almost just said "exactly like my aunt" at one point.
anyway.
Im chatting with her right now. She went straight to saturday night's conversation when she got online tonight. I guess she's been thinking about it all weekend and today. goodie for me! lol. pardon me while I push the idea some more ;)
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A
reader, anonymous, writes (20 September 2010): :D. Thanks for the update.
I think it went pretty well. Well done. sounds like you handled it really well. Food was a GOOOOD way to go haha!
I think she's interested too as BM (not Bat Man.... BassiveMalls) said.... Maybe she's just being careful... There's family and kids involved. And even though I bet she wanted it just as much as you, she's got a fine head on her shoulders that said: "Take it handy".
Keep up the good work and it won't be long before you get your fantasy. I hope she's more to you than that though :P haha! Good luck man. Keep us updated.... I'm really enjoying your story :D!
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A
male
reader, BassiveMalls  +, writes (19 September 2010):
 She's totally thinking about it dude. You just caught her by surprise so she's was a little taken aback. Next time you go over there it'll happen.
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A
male
reader, derek64g +, writes (19 September 2010):
derek64g is verified as being by the original poster of the questionSo I went to her place last night for dinner. I figured none of the kids would be home as usual. Correct assumption. She was home by herself and was pretty surprised when I showed up with chinese in hand, thankful none the less.
dinner over, drinks and conversation time.
Theres usually a little bit of the normal "so hows work?", "how was your week?", bla bla bla shit when we talk, but of course it always leads to discussions about our sex lives. which is what I waited for pretty intently this time around. When she asked me if i've been seeing anyone lately I said no, but I had been thinking about someone specific for a while and was going to go after her.
so she was all interested to know who it was, what she's like bla bla bla. Of course I started talking about her, but she didn't know right away. "Well she's single, has a couple kids who aren't really at home much, in her 40's, pretty blonde hair, sexy legs and ass, nice big tits" yadda yadda. So she's pretty interested by now and asks who it is, even though I think she might have gotten the idea with all the things I said. So I tell her its her and that I've been fantasising about her for a number of months now, how I enjoy our conversations and all the good stuff.
Of course she didn't really have much to say right away, she just listened to me until I stopped. Regardless, we didn't have sex, but she told me she's very flattered and she's also interested. Which was not quite as much as I wanted, but it was a hell of a lot better then hearing "get out of my house!!" lol. So who knows. maybe a few more chats online after work, couple more visits to her place and I'll get to enjoy my fantasy.
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A
male
reader, derek64g +, writes (17 September 2010):
derek64g is verified as being by the original poster of the questionI can't really ask my uncle anything as he's no longer alive. not that I'd have to. she's told me a number of things she likes, as I've said, we do sometimes discuss her sex life. Thats not the kind of stuff I tend to forget lol.
judgemental or not, again, I probably wouldn't care to much. in anycase, if something ever does happen it'll probably just be a secret so we can avoid any possible bs from the rest of the family.
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A
male
reader, BassiveMalls +, writes (16 September 2010):
You should probably ask your uncle what kind of stuff she's into first.
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A
reader, anonymous, writes (16 September 2010): Well I'm sure they would get used to the idea in time.... Even if they were a bit judgmental at first.
Good luck. :D.
Let us know how you get on.
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A
male
reader, derek64g +, writes (16 September 2010):
derek64g is verified as being by the original poster of the questionshe was married to my uncle, yes, but no longer. as for issues with any family members.. im pretty sure it would cause drama lol. most of my family isn't very open minded so if we did hook up and anyone ever found out about it, there would be some high drama for sure.
not that I give a rats ass lol. I've never really been one to hold anyone's opinion in high regard, so it would really be up to my aunt to decide if I tell her and we agree to something.
but yes, im going to tell her on the weekend. We haven't gotten to chat online in a while with both our work schedules being what they are, so im just going to stop in there on saturday and with any luck I will get to take her to bed.
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reader, anonymous, writes (15 September 2010): How is she your aunt? Through a marriage that has now broken up?
If there's anyone in your family that this could really effect then I'd reconsider telling her. Family drama isn't fun.
But if it wouldn't cause any issues within your family and she's not related to you, then there's really no reason not to.
You could have fun. As BassiveMalls says... I'm pretty sure she's into you too. Wee bit courage, as you said .... and you could end up with "a sexy 40 year old like her in my bed everyday" :D
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A
male
reader, derek64g +, writes (15 September 2010):
derek64g is verified as being by the original poster of the questionthe exchange rate is pretty damn good for sure lol. I've been thinking about just going over to her place after work one day this week or maybe wait until the weekend and go. might be a better idea. nothing a little bit of liquid courage wouldn't help with.
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A
male
reader, BassiveMalls +, writes (13 September 2010):
Tell her dude. If she's discussing both your sex life and hers she is totally into you.
If I'm wrong I'll give you five bucks. The exchange rate is pretty close now right?
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