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LR-  older woman handjob, Labor day, gay bar

PinotNoir

Tool-Bearing Hominid
Tool-Bearing Hominid
Joined
Jan 4, 2013
Messages
747
Just met this girl last night in my social circle, so kind of a cop-out LR-, but thought I'd share anyway :)

My only expectation was to have fun last night, so I left my condoms at home. I almost didn't go because my face was completely red from bug bites outside from when I ran. It was pretty embarrassing, but the redness went away after an hour or so into the night, so not too bad. See guys? Even if look/feel like shit, never let an opportunity slip away....

2 gay guy friends and 1 girl. Just met the girl for the first time last night. She's in her 40s. I like them older; I can't help it....

We meet up, and right when I introduce myself, I accidentally stare right at her breasts. I'm sure she saw me, but no one said anything thankfully. They are rather large and popping out anyway....

I think I inadvertantly created a lot of pre-selection, so I'll briefly describe the buildup.

First, went to friend's house, and we all pre-gamed. We had some type of grapefruit concoction (friend made it). It was actually pretty good.

Next, we go to a bar and play some pool. I flirt with a brunette, hair pulled back and some acne, but pretty face and slender body, younger than me. Without doing it on purpose, I wingman for my gay friends because she's there with her gay guy friend (I thought it was her boyfriend at first and said that she shouldn't be flirting with me in front of her boyfriend, and then she corrected me). We talk and flirt for a bit. Cool girl, but I get a strong "princess" vibe from her. I didn't ask for her number. Neither one of my friends hit it off with her gay friend either. There was an attractive Asian girl I wanted to talk to, but definitely there with her Indian boyfriend, so I didn't approach.

Next, they want to go to a gay bar. I've never been to a gay bar, so I say that I'm down. When we get there, I try to wingman for my friends and talk with 2 gay guys. I think I give off too much of a "straight" vibe. I was also surprised that gay guys could be "bitches" and hard to talk with. They were both pretty bitchy. I just assumed it was easier in the gay community.

I figured what the hell.... and start dancing on the stage and dancefloor with my friends and other people (girls, guys, cross-dressers, whatever). I know.... is PinotNoir turning gay? Don't worry guys, I still can't get a boner for a man.

I dance pretty seductively with a (real) girl with neon red hair. After the song stops, I pull her off stage with my hand to talk with me and my friends. I find out that she's bisexual, and she's surprised that I'm straight (oh shit, am I gay? or just a good dancer?). We exchange numbers. (I deleted the number this morning; I'm not as interested now that I'm sober haha.) I playfully mess with her (neon red) hair and say, "Wow, is this your real hair?" Just joking around. The older woman (social circle) grabs her breast and comments on how nice they are, but is straight. The neon red hair girl then grabs her breast back. I say, "Hey, let me have a turn," and I grab both of their breasts. Then we're talking some more, and then I kiss the neon red hair girl... tongue included. She's got to go find her sister (huh?), so we let her go and leave back for the house.

Well, now that I've grabbed this older woman's breast it has opened up the floodgates.

In the car ride to my friend's place, me and her are sitting in the back. I caress her breasts, and we kiss with tongue. (I really like non-tongue kisses better to be honest....tongue just makes it too wet. Anyone else feel the same way?) We're putting our arms/hands around each other and leaned up against each other.

We arrive at my friend's house and get out. I'm so fucking horny right now....

The 4 of us go to the kitchen. As my friend is making coffee, me and the woman go into the living room. I just start caressing her entire body and kissing her. I'm squeezing her ass and legs. We hear our friends calling for us, so we stop and go back to the kitchen for a bit to talk.

Then me and her leave again to look around and go into a room together. Why didn't I close the door? Fucked up here.

I immediately start kissing her. I pull down the top of her shirt and start kissing down her neck and on her breasts. I'm pulling on her bra to get to her nipple, and she's like, "Hold on, don't tear my bra." Haha. She pulls out her right breast. I start sucking on her nipple. It's this peach color (blends in with the rest of her breast color). I start kissing her again, and I pull down my jeans and underwear a bit and pull my hard cock out. She starts stroking it as I kiss her.

She looks toward the door, and I look back and see my friend do a walk-and-glance-by.... haha. He said that he didn't see my penis though, so that's good. This kind of kills it here. I pull my jeans and underwear back up. Then I kiss her some more before we leave the room.

We go to the living room, and she says that she has to go.... I say that I'll walk her to her car.

I walk next to her to her car. I don't even touch her, building sexual tension.

Then at her car, I press her up against the car and give her a manhandle kiss. I squeeze her ass hard...and damn it's big and juicy. I squeezed her ass so hard, and I'm kissing her really passionately. I start doing low moans against her, as I'm pushing her up against the car going crazy. She's moaning and breathing so heavily. I'm pressing my hard cock in my jeans up against her.

She tells me that she can't do this, that I'm too young. I tell her that it doesn't matter. She says that she's already done this in the past....that she doesn't want sex without a relationship. She can't do just sex, and she says that is all we can be because of age. I tell her stuff about how it's just natural to need a release, about how age doesn't matter, etc., etc. I'm not able to combat it though; she's too firm in her conviction.

I kiss her up against the car some more. I just keep squeezing her ass so hard and pushing my body hard up against her. Kissing and then massaging the rest of her body.

Finally, she says that she has to get into the car before anything happens, that she's getting too wet.

She sits down in the car. On the outside of her jeans, I start rubbing her vagina between her thighs. She's sitting there moaning softly and breathing heavily while I do it. I just do it fast and hard. After maybe a minute, she finally opens her eyes and gently pushes my hand away and says that she has to go. She can barely talk. I say that I understand. I kiss her one last time and wish her goodnight. Then she drives off.

I go back into my friend's house. He gives me her #, and I text her a bit seeing if she'll meet up, but she says that she can't. Nail is in the coffin at this point :p

The next day (today), I text her and see if she wants to meet up.

We text for an hour or so. She said that she was really wet and hot and hadn't had a guy touch her like that in forever. She tells me again that she can't do a casual sexual relationship. She apologizes for leading me on. I tell her not to apologize, and I apologize for being so forceful. I tell her how hot her body is, and I just couldn't contain myself, like a wild man. She tells me to not apologize and that she loved it. She says that she hopes I don't hate her. I said of course not and that I'll never hate her, and we'll always have this great night to remember, and hope that it's comfortable next time we see each other :) We text back and forth and end on really good terms, but I don't think sex will ever occur (unless there's another drunken night like this).

That was a good night.... got home at 5am.... thank goodness for Labor day.
 

Rtodd201

Space Monkey
space monkey
Joined
Mar 24, 2014
Messages
22
Re: LR-/FU: older woman handjob, Labor day, gay bar

Hi Pinot,

Great post man, I can't say I have too much experience with the older ladies but I think the resources on this site handling LMR could have got you over the hump. It seemed like with this woman all you needed to do was shake her frame a little and keep escalating. Also, and I could be wrong about this, but I think the way you handled your friend seeing you guys was where it probably really ended. I feel like if you would have just owned it a little more she may have given in to her wanting you.

Personally, if my cock was out and I had a girl halfway undressed as my friend walked by our open door I would have just grabbed her by the ass, picked her up and slammed her body against the door to close it. Game Over.

By you getting a little "shy" in front of your friends you probably reinforced a stereotype she has about younger men (inexperienced, not comfortable with their bodies yet, etc)

If you're grabbing titties in the club with abandon I'm sure you'll run into another opportunity with a coug.


Keep at it bro,

Rocco
 

PinotNoir

Tool-Bearing Hominid
Tool-Bearing Hominid
Joined
Jan 4, 2013
Messages
747
Re: LR-/FU: older woman handjob, Labor day, gay bar

Hey man, that's a good tip, thanks. We both had a lot to drink, so I wasn't thinking as planned out as I usually am. Yeah, after my friend walked by, I should have just closed the door with her against it like you said haha. I still had a boner, just felt slightly embarrassed (and I think she did too looking at her face). Now I'll remember for the future. Next time! (with someone else ;) )
 
a good date brings a smile to your lips... and hers
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