Jump to content

Odd Situation


While the thread author can add an update and reopen discussion, this thread was last posted in over a month ago. Want to continue the conversation? Feel free to start a new thread instead!

Recommended Posts

Posted

Hey everyone...

 

I am new here and am faced with quite a massively unique situation. I am 27 years old and have a younger friend who is 21. We thoroughly enjoy each other's company, get along well, joke alot (but don't hang out that often). We both share a passion for sports. Anyway, he has a very pleasant, fun and gorgeous mom, who is 41. Many jokes have risen from the fact that I once said his mom was pretty. And most of them come from him. She is divorced and became very flirty with me over a few visits, where the three of us drank, grilled out, watched sports, etc. I was in denial about the flirtiness at first, as it wasn't too obvious (but there). Being a level headed individual (well, you may not think that by the time I get done here), I never thought the woman would find me attractive. But she does. And finds me to be very amusing as well...

 

OK, so cut to 2 weeks ago. I'm over there and we are talking (and drinking) and we basically both decided we wanted to go out on a date together. And my friend is fine with it. My jaw dropped because I already felt like I had stepped into another dimension anyway (because this was happening and all). She said she never saw this coming or planned this but is very attracted to me and wants to try dating. But I still feel like we are both in the wrong, even though he (my friend) seems genuinely OK with it and has even made jokes about it. I realize I'm being scattered here, but I really didn't know where to start. If you have any questions, please ask...

Posted
Hey everyone...

 

I am new here and am faced with quite a massively unique situation. I am 27 years old and have a younger friend who is 21. We thoroughly enjoy each other's company, get along well, joke alot (but don't hang out that often). We both share a passion for sports. Anyway, he has a very pleasant, fun and gorgeous mom, who is 41. Many jokes have risen from the fact that I once said his mom was pretty. And most of them come from him. She is divorced and became very flirty with me over a few visits, where the three of us drank, grilled out, watched sports, etc. I was in denial about the flirtiness at first, as it wasn't too obvious (but there). Being a level headed individual (well, you may not think that by the time I get done here), I never thought the woman would find me attractive. But she does. And finds me to be very amusing as well...

 

OK, so cut to 2 weeks ago. I'm over there and we are talking (and drinking) and we basically both decided we wanted to go out on a date together. And my friend is fine with it. My jaw dropped because I already felt like I had stepped into another dimension anyway (because this was happening and all). She said she never saw this coming or planned this but is very attracted to me and wants to try dating. But I still feel like we are both in the wrong, even though he (my friend) seems genuinely OK with it and has even made jokes about it. I realize I'm being scattered here, but I really didn't know where to start. If you have any questions, please ask...

 

 

OH man is that weird. I'd forget about her ASAP, it would just be TOO awkward, atleast in my opinion. It seems fishy that you're friend is okay with it - he's probably horrified, but just does a good job at hiding it.

 

It's your call, but personally I would find it too weird. Just think about it, if you two ended up getting married (work with me here) then you would be your friend's dad... LOL

  • Author
Posted

haha...I can definitely see your point. I am just so damn attracted to this woman, it's crazy. I have only been out with her once so far. He said he felt odd at first (especially after joking and then it becoming a reality) but said that he is OK with it now. No, I don't plan on marrying the woman. That would be insane. It's odd to look back at the past year and see signs I didn't notice before that said that she was attracted to me.

Posted
haha...I can definitely see your point. I am just so damn attracted to this woman, it's crazy. I have only been out with her once so far. He said he felt odd at first (especially after joking and then it becoming a reality) but said that he is OK with it now. No, I don't plan on marrying the woman. That would be insane. It's odd to look back at the past year and see signs I didn't notice before that said that she was attracted to me.

 

Ok, this is a little strange, but I don't think it's weird.

 

First you can't say it's insane to marry the woman. You don't know how things will unfold. Also who says you can't just go for the ride and have some casual dates and fun.

 

The crunch comes if you get serious then at some point you break it off. How is your friend supposed act and feel when you are his mothers ex?? Particularly if it ended messily and she's hurting.

 

If you want to date her, I think you need to set some parameters as to the level of involvement. Casual. Sex no sex? etc.

 

Lastly I would consider the value of your friends friendship. Are you risking this if things don't go well??

  • Author
Posted

Tripper, thank you for your advice / input. I don't mean to sound like some kind of extremely shallow prick, but I think it would be well worth the risk of possibly losing the friend. We have only been friends for a year. Not that that makes it OK. I'm all for going for the ride and having some casual dates and see where it goes. I agree about setting clear cut parameters, though.

Posted

Rule # 4....never date your friends mom....

  • Author
Posted

I bet if you saw the woman and also knew the chemistry we have, you'd rethink things. I suppose everyone is going to say that I shouldn't do this...

Posted

WHY THE HELL NOT? I think it is awesome. SpellBrent, go for it (sounds like you already are). Besides, us older girls deserve a hot young hunk like you ;)

  • Author
Posted

Thanks, LovesDog. I think I am very mature for my age, but others may not think so based on the fact that I am making this move. I just really want this woman. She is hilarious, fun, very voluptuous / curvy (I like bigger, curvy women)...the total package to me. We are going out Thursday night...I am really looking forward to it. :bunny:

Posted

Just make sure you are in gentleman mode.. open the car door, help her on with her coat etc... and YOU GO GUY!!!!

  • Author
Posted

HaHaHa...thanks, Tripper. I am always the door-opening, gentleman type, no matter who she may be, but I will especially be with her. We are going to an italian place...she loves garlic bread (I'm a bread man, myself...not that anyone needed that tidbit). We have kissed once, but I am looking forward to more of that.

  • Author
Posted

OK, so we've bumped the date up to tomorrow because she has to go to her work Christmas party Thursday night. I am too excited. I know everyone is probably sick of me talking about it, but it feels good to get it out. Also, my friend is going to be at his dad's out of town between tomorrow and Sunday ;)

  • Author
Posted

OK, so the date went really well. :bunny:

Posted
OK, so the date went really well. :bunny:

 

 

C'mon dude, don't leave us hanging.. Is there going to be another one?? Does this look promising?? Fill us in with some details :cool:

  • Author
Posted

Sorry, Tripper. I really didn't think anyone cared.

 

The date went really well. Amazing, in fact. I picked her up and we went to an Italian place that she said she likes. She was really straightforward and very honest and open, which was very refreshing (I am that way, myself). We laughed alot and she basically told me that ever since I had been coming over (since last year) that she has been very attracted to me and thought I was very witty as well as a total gentleman. She also said that she has only been out on one or two dates since her divorce and they were both "completely crappy"...HaHa. She explained that she would have never thought that she would be so attracted to a friend of her son's, but she decided she wanted to go for it. Our chemistry is undeniable. We had so much fun together. We both revealed that we were very attracted to each other after meeting last year, but both were afraid to act on it.

 

She looked so hot. Really hot. She wore this sleeveless turtleneck dress (her breasts looked amazing) and this really pretty red lipstick. And high heels. Her son (my friend) is going to be at his dad's this weekend and she wants to go out again tonight. God, this woman is an amazing kisser.

Posted
Sorry, Tripper. I really didn't think anyone cared.

 

 

Heck, SB, always interested in some good news. Glad it went well. Hope you're enjoying the weekend.

BlueEyedSarah
Posted

Its good that your both getting on well together and dating and whats better is that your friend is fine with it. I think you should reassure your friend though that if he ever begins to have a problem with it to tell you as soon as possiable, you don't want things to get awkuad.

  • Author
Posted

Thank you both for your advice and kind words. :)

 

Sarah, I bascially told him that the other night. I let him know that he should feel free to talk to me if any of this doesn't sit well with him, makes him nauseous, etc.

 

Last night we had a blast and things got a little hot and heavy. I am not the type to move too fast (I've only been with 2 women) but I think we are going to end up sleeping together soon. I know some people are probably thinking "Oh, typical guy", but I am not going out with this woman strictly for sex. I do, however, very much want to seduce her based on our chemistry and very passionate connection we have (remember we have been talking and hanging out for a year now). Any advice on this? I know she is 41 and probably doesn't care to waste any time going to bed (or so it seems). What do you all think?

 

By the way, I hope your weekend went well, Tripper. Thanks again to you and Sarah!

Posted
I do, however, very much want to seduce her based on our chemistry and very passionate connection we have (remember we have been talking and hanging out for a year now). Any advice on this? I know she is 41 and probably doesn't care to waste any time going to bed (or so it seems). What do you all think?

 

hahahah.. SB careful for what you wish for, she may end up seducing you... <grin>.

But hey, advice?? yeah... This is a bit easier for me as I'm a classically trained chef, but I love to invite the lady for dinner at my place..

 

Flowers on the table, lots of candles, selection of music... great wine... Dessert is usually chocolate based or cream based like a brulee... or berries with sabayon is also good as it's quick and easy.

Place is spotlessly clean, thick fluffy towels in the bathrooms (so they can imagine wrapping themselves in them after a shower. Bed turned down, linen lightly scented with my best eau de toilette.. (Cool Water by Davidoff is a good choice)

When you sit down for dinner sit next to her, not across from her.. you want intimate conversation...

I usually have them sit at the breakfast bar and let them watch me cook. It allows me to have a conversation, let them sample any sauces I'm making etc. and women feel very special when a man cooks for them.

Pace out the evening to allow some slow dances in between courses...

My current amour also loves this as I also insist that it be a dress up affair. I gave her some very sexy lingerie that she loves and I wear my best chefs jacket...

Make sure you also have something in the fridge for breakfast <wink>..

 

And thanks, I'm having a great weekend!!!

Posted

I wouldnt go on the date and make sure from that point on all conversation is stricly small talk and sports. This will definately cause some type of friction between you and your friend. Besides no one likes to hear about their moms sex life, and I doubt if he wants to hear if from his friend. So if you want to keep a good friend, keep away from his mom

×
×
  • Create New...