So, this is honestly one of the craziest things that's ever happened to me. I enjoy a lot of the stories on this forum but assume most of them most be heavily embellished or made up. The idea of a nice girl/woman with a huge rack being convinced to basically let me casually use her boobs as toys seemed so farfetched to me. But anyway...
I have a woman clean my apartment every 4-6 weeks, and the lady I've used for a few years (an older Colombian woman) stopped working once the pandemic started. So a few months ago, I asked friends for any suggestions for a replacement and one of my colleagues spoke highly of an Indian woman who used to watch his young kids and do housekeeping work. That sort of recommendation was good enough for me.
So a few weeks later, this woman arrives at my house to clean. She is very nice (late 40s), and wore a mask the whole time, so I didn't really get to see her face. Since I've been working from home for more than a year now, I was home the whole time but didn't really interact with her much. Looks-wise, she is a pretty "average" mom-body type - small belly, flat ass, about average height. She wore a zip-up dress that came to below her knees and was fairly loose - enough to show me that she probably had a D/DD bust under there, but that's not the size that really attracts my attention these days. Very much a typical Indian "auntie" type.
The first couple visits were really quite professional. We chatted briefly about her background - she mentioned her grade-school son, and that she has been divorced since coming to this country, so is sometimes lonely. Pretty normal stuff. I usually exercise at home and sometimes have a mat and weights lying around, and she remarked once "oh, so you are working out! That's why you must have such a nice body". Again, this felt like typical "auntie" stuff to me, since she's probably about 10-15 years older than I am.
It was on the fourth visit that things totally changed. Like most guys that have to sit in an office chair all day, my back is usually pretty tight, and I'll often use a roller/exercise mat to try and loosen things up. When I had a break in meetings, I did some stretches while she was cleaning the kitchen a few meters away. She seemed to notice and said in a motherly tone, "oh dear, does your back hurt? I can give you a massage. I used to do for my husband all the time."
While this seemed a bit strange, I said yes immediately. I mean, I usually get professional massage about once every couple months but hadn't done anything since COVID, so this seemed incredibly convenient.
So once she is done cleaning, she asks if I have any lotion, and a towel, and tells me to change. I had asked her if I should pay her for this but she just said "just give me extra tip" and smiled. Like, I said, I have been to professional spas before, so I do the typical routine and strip down to underwear, wrap a towel around my waist, and lie down on the couch. She starts on my back and I'm instantly surprised - she is really good. Not the best massage I've ever had, but she clearly knows what she is doing. So far, everything is totally normal.
Then she starts to massage my legs and moves the towel onto my back. Again, totally normal, and she actually takes the time to crack my fingers and toes. When she is nearly done she asks "do you want thigh massage too?" and given the quality of everything else, of course I do. She then puts her hand on the edge of my boxers and says "ok to take these off then?" Now, this request honestly hit me as a little strange, but not totally out of left field. In professional spas they usually give you these disposable briefs that barely cover anything. So this kind of seemed similar. The boxers come off (she turns away while I do so) and the towel goes back on right away. She continues the leg massage and honestly, it's pretty normal. She grazes my balls a few times, which causes my dick to stiffen a bit, but I figure it's a mistake. Or maybe she is just being a tiny bit playful.
Now, I'm sure you guys all know where this is going. But for me at the time, this unfolded so slowly that I was totally surprised at everything that happened next. Maybe I'm too naive, but I was in disbelief about what was going on.
After the leg portion, she asks me to turn over, towel still covering my bottom half. She then starts in on a chest massage, but her touch is little bit lighter, and she is grazing my nipples with every few movements. At this point, I kind of know something is up, and the "will she or won't she" excitement starts to take over in my brain. Again, my dick starts to get hard under the towel. I honestly didn't think she had noticed, but a few minutes later, she places her hand on my semi-erect cock (over the towel) and says "here is ok too?" You know what my answer was...
She immediately lifts the towel, puts more lotion on her hands, and begins "massaging" my dick with a flat palm, a technique that gets me rock hard. At this point I place my hand on her chest and she lets out a soft giggle (still under her mask) but says nothing. In fact, she isn't even looking at me or my dick, she's kind of staring up at the ceiling, maybe keeping the illusion that this is all "professional".
Now, when I touch her breasts, I notice two things - 1, they appear to be under some thick sportsbra-like fabric, and 2, they feel a lot meatier than the D/DD I had always estimated. Since she didn't seem to object to my touches, I start squeezing and exploring them a bit more while she palms my cock. She reacts to this almost immediately, and lifts her dress (it's like a cotton beach dress, so pretty light) over her bra to give me better access.
Now, at this point, I really see her body for the first time. She has a bit of a belly, but it's tucked in to some spandex exercise shorts. And she is wearing one of those granny "minimizer" bras, which squash and flatten boobs so women can appear a few cup sizes smaller. I mean, I'm not sure if you guys have ever seen these bras but they look terrible. They have super thick padding and cover almost the whole chest, and there is ZERO sex appeal to them. Of course, my next question is an obvious one - "um, can you take them out for me?"
She pauses for a second and gives me a look as if I'm being naughty, but at this point I think she knew where this would end up. I can't really tell if she is faking surprise as part of an act, or if she's in the same state of disbelief that I am. She pauses for a second and then begins to pull down her bra, saying "you can't tell ANYONE".
And this is the biggest surprise of all. I am shocked at her tits. They are perfectly symmetrical, with medium sized areola and eraser-tip nipples. Size-wize, my guess is she is something like a 38F. To give a sense of comparison, they look at lot like model Valory Irene's boobs, again with bigger nips, though of course this woman is a bit heavier. I immediately react, saying "you were hiding these" and she laughs right back and says "you can keep them!"
At this point, the rest is pretty predictable. She lets me suck her long nipples while cradling my head, and jerks me off to a satisfying finish. The whole thing was awesome. She kept saying towards the end that she NEVER does this, and it was only because I am such a "handsome gentleman" (lol) and begging me not to ever tell anyone. Well, I doubt this forum counts haha.
I've had her back a few more times since then for cleaning and each time we end with a massage and happy ending while I play with her boobs. I've actually started scheduling work meetings around it, lol
I've been too afraid to ask for anything more but I have a feeling she might be convinced into getting some photos of her boobs since they are really that nice. Will see if that might be possible in the next few months
I have a woman clean my apartment every 4-6 weeks, and the lady I've used for a few years (an older Colombian woman) stopped working once the pandemic started. So a few months ago, I asked friends for any suggestions for a replacement and one of my colleagues spoke highly of an Indian woman who used to watch his young kids and do housekeeping work. That sort of recommendation was good enough for me.
So a few weeks later, this woman arrives at my house to clean. She is very nice (late 40s), and wore a mask the whole time, so I didn't really get to see her face. Since I've been working from home for more than a year now, I was home the whole time but didn't really interact with her much. Looks-wise, she is a pretty "average" mom-body type - small belly, flat ass, about average height. She wore a zip-up dress that came to below her knees and was fairly loose - enough to show me that she probably had a D/DD bust under there, but that's not the size that really attracts my attention these days. Very much a typical Indian "auntie" type.
The first couple visits were really quite professional. We chatted briefly about her background - she mentioned her grade-school son, and that she has been divorced since coming to this country, so is sometimes lonely. Pretty normal stuff. I usually exercise at home and sometimes have a mat and weights lying around, and she remarked once "oh, so you are working out! That's why you must have such a nice body". Again, this felt like typical "auntie" stuff to me, since she's probably about 10-15 years older than I am.
It was on the fourth visit that things totally changed. Like most guys that have to sit in an office chair all day, my back is usually pretty tight, and I'll often use a roller/exercise mat to try and loosen things up. When I had a break in meetings, I did some stretches while she was cleaning the kitchen a few meters away. She seemed to notice and said in a motherly tone, "oh dear, does your back hurt? I can give you a massage. I used to do for my husband all the time."
While this seemed a bit strange, I said yes immediately. I mean, I usually get professional massage about once every couple months but hadn't done anything since COVID, so this seemed incredibly convenient.
So once she is done cleaning, she asks if I have any lotion, and a towel, and tells me to change. I had asked her if I should pay her for this but she just said "just give me extra tip" and smiled. Like, I said, I have been to professional spas before, so I do the typical routine and strip down to underwear, wrap a towel around my waist, and lie down on the couch. She starts on my back and I'm instantly surprised - she is really good. Not the best massage I've ever had, but she clearly knows what she is doing. So far, everything is totally normal.
Then she starts to massage my legs and moves the towel onto my back. Again, totally normal, and she actually takes the time to crack my fingers and toes. When she is nearly done she asks "do you want thigh massage too?" and given the quality of everything else, of course I do. She then puts her hand on the edge of my boxers and says "ok to take these off then?" Now, this request honestly hit me as a little strange, but not totally out of left field. In professional spas they usually give you these disposable briefs that barely cover anything. So this kind of seemed similar. The boxers come off (she turns away while I do so) and the towel goes back on right away. She continues the leg massage and honestly, it's pretty normal. She grazes my balls a few times, which causes my dick to stiffen a bit, but I figure it's a mistake. Or maybe she is just being a tiny bit playful.
Now, I'm sure you guys all know where this is going. But for me at the time, this unfolded so slowly that I was totally surprised at everything that happened next. Maybe I'm too naive, but I was in disbelief about what was going on.
After the leg portion, she asks me to turn over, towel still covering my bottom half. She then starts in on a chest massage, but her touch is little bit lighter, and she is grazing my nipples with every few movements. At this point, I kind of know something is up, and the "will she or won't she" excitement starts to take over in my brain. Again, my dick starts to get hard under the towel. I honestly didn't think she had noticed, but a few minutes later, she places her hand on my semi-erect cock (over the towel) and says "here is ok too?" You know what my answer was...
She immediately lifts the towel, puts more lotion on her hands, and begins "massaging" my dick with a flat palm, a technique that gets me rock hard. At this point I place my hand on her chest and she lets out a soft giggle (still under her mask) but says nothing. In fact, she isn't even looking at me or my dick, she's kind of staring up at the ceiling, maybe keeping the illusion that this is all "professional".
Now, when I touch her breasts, I notice two things - 1, they appear to be under some thick sportsbra-like fabric, and 2, they feel a lot meatier than the D/DD I had always estimated. Since she didn't seem to object to my touches, I start squeezing and exploring them a bit more while she palms my cock. She reacts to this almost immediately, and lifts her dress (it's like a cotton beach dress, so pretty light) over her bra to give me better access.
Now, at this point, I really see her body for the first time. She has a bit of a belly, but it's tucked in to some spandex exercise shorts. And she is wearing one of those granny "minimizer" bras, which squash and flatten boobs so women can appear a few cup sizes smaller. I mean, I'm not sure if you guys have ever seen these bras but they look terrible. They have super thick padding and cover almost the whole chest, and there is ZERO sex appeal to them. Of course, my next question is an obvious one - "um, can you take them out for me?"
She pauses for a second and gives me a look as if I'm being naughty, but at this point I think she knew where this would end up. I can't really tell if she is faking surprise as part of an act, or if she's in the same state of disbelief that I am. She pauses for a second and then begins to pull down her bra, saying "you can't tell ANYONE".
And this is the biggest surprise of all. I am shocked at her tits. They are perfectly symmetrical, with medium sized areola and eraser-tip nipples. Size-wize, my guess is she is something like a 38F. To give a sense of comparison, they look at lot like model Valory Irene's boobs, again with bigger nips, though of course this woman is a bit heavier. I immediately react, saying "you were hiding these" and she laughs right back and says "you can keep them!"
At this point, the rest is pretty predictable. She lets me suck her long nipples while cradling my head, and jerks me off to a satisfying finish. The whole thing was awesome. She kept saying towards the end that she NEVER does this, and it was only because I am such a "handsome gentleman" (lol) and begging me not to ever tell anyone. Well, I doubt this forum counts haha.
I've had her back a few more times since then for cleaning and each time we end with a massage and happy ending while I play with her boobs. I've actually started scheduling work meetings around it, lol
I've been too afraid to ask for anything more but I have a feeling she might be convinced into getting some photos of her boobs since they are really that nice. Will see if that might be possible in the next few months