sdunforgiven
03-28-2010, 01:01 AM
I'm 50/50 on this one, if it will actually get done. Nothing has happened yet. These are the ones that are usually hard to get. This is going to be a long term project!
source : yahoo chat
time involved : 2 weeks
description : late 30s, 5-1, plus size, extremely beautiful face, black hair, large breasts, probably DD, very outspoken, independent mother
So I msg this lady one day. We have a good chat, that is all. We talk a couple of times but nothing really develops, I don't sense that I can get to a naughty place with her.
However, one day the conversation is about boxers. She says she would want to buy me some red silky boxers someday (just playing along with the conversation). So we get a little into it about boxers, lingerie etc. But she had to go to work. A couple more times the conversation heats up, but she always has to go to work.
So one day I get blunt and tell her im excited and etc. She says she doesn't talk about those things and its a turn off when ppl talk like that. I back off for a few days, but test the waters later on. Whenever I get into the mood she starts to respond slightly then leaves. She says she wants to be held, caressed, all of the "romantic" types of things.
Lately she kept joking around about me coming to her house. Unfortunately she shares a room so nothing would ever happen. Still, we fantasized about holding and such. Nothing ever really got too dirty, so I figured it just would never materialize. She was too busy, didn't have her own place, and obviously couldn't go to my house.
Well one day we are talking and she says her a/c isn't working. I tell her I can fix it and for her to come to my shop. Nobody was there that day and maybe I can score some points out of it. I really didn't expect anything, was all sweaty and dirty, etc. She shows up, very beautiful. Nice perfume, kinda dressed up. So anyway, we don't get to fix her a/c but just sit and talk in the office. I start holding her hand. It's like high school all over again! As minutes pass we scoot closer to each other. It's very affectionate, warm, if you are into that kind of thing. We finally retire to her car. I of course scoot close to her driver side so she can't close the door. We talk more and I caress her. I start massaging her back and she responds instantly. I massage her neck and she starts going ooooh. This was unexpected. I went to kiss her and she said no I don't kiss. Fine, so I massage deeper. She moans and tells me how good it is. Up and down her back, she becomes very sweaty. I lean in for another kiss and she kisses me like mad. It was like I was gone for months or something. I can only get so far, she gets way too hot and says she has to go. I try to lure her into the office, but she wasn't going. So fine, I left it at that.
We talked a few times during the week. We didn't really talk about sexy stuff. Just talking as more friends then anything. Friday morning she invites me to her house jokingly again. I say I'll come, but she backs out. We talk again friday night, and she invites me to come see her by the pool, but I can't. She seems real interested all of a sudden. I flirt with her saturday (today), she responds. I'm busy with work, when all of a sudden she messages me out of the blue. Do you want me to visit. Normally this would not work, but everybody had left for the day again. So I say sure. This rarely happens where I'm alone but I got lucky I guess. So she pulls up. She's all made up, dressed hot, smells nice, etc.
I tell her lets get out of here (last time we just sat in the parking lot). She wants to go get drinks! Score! What girl picks up a guy and wants to get drinks? So we hit this little bar. We have a drink but it's dead in there, so we move on to TGI fridays of all places. At least they have a more lively crowd sitting there. We talk, we hold hands. We actually have some sort of date, which was awkward. She is actually out drinking me. Looks like she needs to blow some steam. I thought of trying to get her drunk, but she had to drive home, so I didn't try. She kept telling me I was sweet, handsome, at some point she got this look in her eye and told me I was so sexy.
So we finish our drinks, she buys me dinner to go, and we sober up. I keep trying to kiss her but she still says no. She takes me back to work. I'm thinking, now or never! It was dark, quiet, and a perfect night. She doesn't park, which is a bad sign. She wants me to get out. I lay on her shoulder, and start feeling her. She responds. I start to massage her back, which is her weakness I knew from before. She really responds. I tell her park the car. She parks and I get out and go to the driver door like before. I start the same massage I did before. This time since it's dark, I really get into it. She moans so loud. Lower back, upper back, neck, she really gets into it. She starts yelling outloud and tells me that it feels like an orgasm the way I'm massaging her. I'm barely even trying, this lady must be ready to explode!
We did not get naughty last time, so I wonder where this will go. I start inviting her inside again. She declines. She tries to stop, then I massage her deeper, and she responds more. She puts her legs out of the door and faces me. I dive my face into her huge chest. She responds well. I move my face around and make sure that my chin hits her nipples through her shirt. She keeps moaning super loud, it's kind of funny. I tried to go up her shirt a couple of times, but she kept pulling it down. Finally I distract her with massaging the lower back and get her shirt up. For big breasts, she has small nipples. I take it into my mouth. I thought she would get mad, but she instantly put her arm around my head and pulled me in closer. I massaged her neck and back, while I sucked her nipple. She was gyrating herself, moaning, I thought she was going to cream her pants for a minute. I pull back and invite her inside. I'm thinking by now, she must be ready to do something. She declines, and pulls down her shirt. Damn. She tries to leave, but I hit her spot again. She arches back, I get her shirt back up, and suck again.
Now, ladies like this, do not do bad things, usually. I got away with the nipple, but can I get in her pants? Unlikely. However, it's worth a try by now. I look into her eyes, and kiss her. She kisses me really deep. I say a bunch of romantic things, then get back to her breast. I reach in between her legs (she has jeans), and go in for the kill. I thought I would get slapped. But no, she let me start rubbing her. She responded with twitches and such. I rubbed her for a good while, I could tell it was wet in there. The panties were probably soaked. I invited her inside. She said that if we went inside, we would go too far. So at least she knows what is going on. I know she doesn't want to have sex, but I thought by now I should be able to get her inside and get something going.
She keeps leaving, but every time I touch her, she stays longer. This goes on an on for like 30 minutes. I finally decided to let it go and see her off gentleman like. I kissed her hand on one knee and said see you again. She melted and almost tackled me with a huge hug. I told her come back to me, and she agreed.
So place your bets! Will this woman give up the goods or not?
I think something will happen orally, but probably not fucking.
source : yahoo chat
time involved : 2 weeks
description : late 30s, 5-1, plus size, extremely beautiful face, black hair, large breasts, probably DD, very outspoken, independent mother
So I msg this lady one day. We have a good chat, that is all. We talk a couple of times but nothing really develops, I don't sense that I can get to a naughty place with her.
However, one day the conversation is about boxers. She says she would want to buy me some red silky boxers someday (just playing along with the conversation). So we get a little into it about boxers, lingerie etc. But she had to go to work. A couple more times the conversation heats up, but she always has to go to work.
So one day I get blunt and tell her im excited and etc. She says she doesn't talk about those things and its a turn off when ppl talk like that. I back off for a few days, but test the waters later on. Whenever I get into the mood she starts to respond slightly then leaves. She says she wants to be held, caressed, all of the "romantic" types of things.
Lately she kept joking around about me coming to her house. Unfortunately she shares a room so nothing would ever happen. Still, we fantasized about holding and such. Nothing ever really got too dirty, so I figured it just would never materialize. She was too busy, didn't have her own place, and obviously couldn't go to my house.
Well one day we are talking and she says her a/c isn't working. I tell her I can fix it and for her to come to my shop. Nobody was there that day and maybe I can score some points out of it. I really didn't expect anything, was all sweaty and dirty, etc. She shows up, very beautiful. Nice perfume, kinda dressed up. So anyway, we don't get to fix her a/c but just sit and talk in the office. I start holding her hand. It's like high school all over again! As minutes pass we scoot closer to each other. It's very affectionate, warm, if you are into that kind of thing. We finally retire to her car. I of course scoot close to her driver side so she can't close the door. We talk more and I caress her. I start massaging her back and she responds instantly. I massage her neck and she starts going ooooh. This was unexpected. I went to kiss her and she said no I don't kiss. Fine, so I massage deeper. She moans and tells me how good it is. Up and down her back, she becomes very sweaty. I lean in for another kiss and she kisses me like mad. It was like I was gone for months or something. I can only get so far, she gets way too hot and says she has to go. I try to lure her into the office, but she wasn't going. So fine, I left it at that.
We talked a few times during the week. We didn't really talk about sexy stuff. Just talking as more friends then anything. Friday morning she invites me to her house jokingly again. I say I'll come, but she backs out. We talk again friday night, and she invites me to come see her by the pool, but I can't. She seems real interested all of a sudden. I flirt with her saturday (today), she responds. I'm busy with work, when all of a sudden she messages me out of the blue. Do you want me to visit. Normally this would not work, but everybody had left for the day again. So I say sure. This rarely happens where I'm alone but I got lucky I guess. So she pulls up. She's all made up, dressed hot, smells nice, etc.
I tell her lets get out of here (last time we just sat in the parking lot). She wants to go get drinks! Score! What girl picks up a guy and wants to get drinks? So we hit this little bar. We have a drink but it's dead in there, so we move on to TGI fridays of all places. At least they have a more lively crowd sitting there. We talk, we hold hands. We actually have some sort of date, which was awkward. She is actually out drinking me. Looks like she needs to blow some steam. I thought of trying to get her drunk, but she had to drive home, so I didn't try. She kept telling me I was sweet, handsome, at some point she got this look in her eye and told me I was so sexy.
So we finish our drinks, she buys me dinner to go, and we sober up. I keep trying to kiss her but she still says no. She takes me back to work. I'm thinking, now or never! It was dark, quiet, and a perfect night. She doesn't park, which is a bad sign. She wants me to get out. I lay on her shoulder, and start feeling her. She responds. I start to massage her back, which is her weakness I knew from before. She really responds. I tell her park the car. She parks and I get out and go to the driver door like before. I start the same massage I did before. This time since it's dark, I really get into it. She moans so loud. Lower back, upper back, neck, she really gets into it. She starts yelling outloud and tells me that it feels like an orgasm the way I'm massaging her. I'm barely even trying, this lady must be ready to explode!
We did not get naughty last time, so I wonder where this will go. I start inviting her inside again. She declines. She tries to stop, then I massage her deeper, and she responds more. She puts her legs out of the door and faces me. I dive my face into her huge chest. She responds well. I move my face around and make sure that my chin hits her nipples through her shirt. She keeps moaning super loud, it's kind of funny. I tried to go up her shirt a couple of times, but she kept pulling it down. Finally I distract her with massaging the lower back and get her shirt up. For big breasts, she has small nipples. I take it into my mouth. I thought she would get mad, but she instantly put her arm around my head and pulled me in closer. I massaged her neck and back, while I sucked her nipple. She was gyrating herself, moaning, I thought she was going to cream her pants for a minute. I pull back and invite her inside. I'm thinking by now, she must be ready to do something. She declines, and pulls down her shirt. Damn. She tries to leave, but I hit her spot again. She arches back, I get her shirt back up, and suck again.
Now, ladies like this, do not do bad things, usually. I got away with the nipple, but can I get in her pants? Unlikely. However, it's worth a try by now. I look into her eyes, and kiss her. She kisses me really deep. I say a bunch of romantic things, then get back to her breast. I reach in between her legs (she has jeans), and go in for the kill. I thought I would get slapped. But no, she let me start rubbing her. She responded with twitches and such. I rubbed her for a good while, I could tell it was wet in there. The panties were probably soaked. I invited her inside. She said that if we went inside, we would go too far. So at least she knows what is going on. I know she doesn't want to have sex, but I thought by now I should be able to get her inside and get something going.
She keeps leaving, but every time I touch her, she stays longer. This goes on an on for like 30 minutes. I finally decided to let it go and see her off gentleman like. I kissed her hand on one knee and said see you again. She melted and almost tackled me with a huge hug. I told her come back to me, and she agreed.
So place your bets! Will this woman give up the goods or not?
I think something will happen orally, but probably not fucking.