A Very Memorable Experience...

MrBoobieMan03

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Just wanted to share an experience I had back in the day (05-06)...I was about 20 yrs old, and I was living a whorish life...willing to hit almost anything with a vagina, from young to old. I will try my best to recall the events of that day...memory is kind of hazy.

So on one cold, rainy day, I was driving slowly down Gratiot Ave in Detroit, MI (hometown), and I passed a crowded bus stop. The bus stop was crowded, but however, there was this tall, black, big lady that was standing a short distance from everyone else.

I couldn't tell exactly how she looked, but she was wearing a heavy coat (it was very cold and slightly raining). I wanted to get a better look at her, so I made a U-turn to see.

If she was standing among the crowd at the bus stop, I wouldn't have turned around. But since she was a short distance away, I thought I could quickly talk to her from the passenger-side window without anyone being all in my business.

So when I drove up to her, I let down the window. I can't remember exactly what I said to her, but as she bent her head down to see who I was and slowly walked to my car to get a better look at me, I could see she was older than I had thought. She was at least 70 years old. She was no younger than 70, but no older than 80.

As I recall, she was about 5'10..anyone familiar with the sitcom "The Fresh Prince of Bel-Air" (Will Smith)? Anyone remember the episodes with Uncle Phil's mother? Well, she kind of remind me of Uncle Phil's mother on the show, although not quite as heavy. About 10-15 pounds lighter.

Anyway, I ended up offering her a ride to get out of the rain, and to my surprise, she accepted!! And to be honest, throughout that brief correspondence with her, I don't recall trying to see if she was packing or not (boobies). I guess I was so enthralled with her openness and willingness to talk to a complete stranger that I was unable to focus on her physical features (boobies).

So she get in the car and I pull off. We talk about the weather and how cold it was and she thanked me for giving her a ride. She tells me where she lives, which wasn't to far away, and we got there within 10 minutes. She seemed like a sweet lady.

So we get to her place (old, small pad in a typical Detroit neighborhood), and I told her it was nice meeting her...and she thanked me again for the ride and got out of the car..and I drove off.

When I got home, all I could think about was that lady. I was beating myself over the head for not asking her to invite me in, or asking for her number. So I told myself the following day, I would go back over her house, which I did.

So, I drove back over her house the following morning. I didn't know what I was gonna say, I was gonna wing it. I didn't know if she lived with anyone, did she have someone over...or what. As I drove back to her house, BOY, did I have butterflies!!!

So I get to her house, and nervously walks to her door. I knocked on the door. No answer. I knocked again on the door louder. No answer. I knocked again, a little louder, no answer.

As I stood there contemplating on whether or not I should leave, or knock louder, I hear a voice say "Who is it?". I told her my name, saying "Remember that dude from yesterday? I just came over to see how you were doing." And I heard a voice say "Oh, hey".

And I could hear sounds from behind the door, sounds of her attempting to unlock the door..and let me tell you guys, when she unlocked the door and opened it, my mouth DROPPED!!!

There, standing before me, was this black, thick, 70ish year old lady wearing a nightgown, with some of the biggest, saggiest tits you will ever see in a night gown!! She had some serious low-riding tits. If you saw her from a distance, you would think that it was her stomach, but that is how low her tits were to her stomach, to where they were practically overlapping her entire stomach!!! I had NO idea that this woman was packing like that!!

As I spoke to her, my voice literally began to crack...like the nerd who can't keep his composure when the hottest girl in the school is talking to him. Her hair was in a pony tail with streaks of gray hair going towards the back, which made her look even more sexy to me.

I can't remember if I asked to come in, or if she invited me in...but what I do remember is walking through the door. She actually had her bed in the living room. It was a nice, cozy place. In the dining room, she had a reclining chair where she sat to read some magazines that was on a coffee table near the chair.

So as she sat in the chair, I sat on the edge of the bed and we began to talk (I forget about what). All I kept thinking was "how am i gonna get to those tits!!" As she sat in the chair, her tits just rested on her lap...I could barely contain myself!!

But here is where my memory is kind of hazy. I can't remember how things went in chronological order...but here is what I do remember..

We were talking about various topics, and she was expressing her disappointment in her son (forgot why). She also mentioned the fact that she thought someone keeps breaking into her house because every other day she hear noises and voices up stairs. Strange, I know. There were some stairs leading upstairs, and from my vantage point, it was completely dark up there.

While we were talking...I remember thinking "How can I make a move on this woman". Eventually, she got up from the chair to go into the kitchen for something. As she rose to stand, her tits just naturally gravitated right below her stomach!! And she walked slow, the typical "old woman" walk..and I sat there in tunnel vision..it isn't that they were jiggling or in motion as she moved, but they were "there", you feel me? They were "there" as she walked.

When she went into the kitchen...I took off my shorts and shirt, so that when she returned back to the chair, she would see me shirtless on the bed with nothing but boxer briefs on (risky, I know).

However, to my surprise...when she returned from the kitchen, she looked at me, and continued to talk to me as if I had all of my clothes on!!! She didn't say ANYTHING about me/it lol. So she returned to her seat. So as we sat there talking about nothing in particular, I got up from the bed and walked over to her as she was reading her magazine. I stood on her left size and began to kiss the top of her head, making my way down to her lips.

While I was making moves on her, she kept on talking about (whatever we was talking about), practically allowing me to give her smoochies. As I kissed her softly throughout her head, I made my way to her lips. And as I was softly kissing her lips, she would pause between talking to perk her lips to oblige my kisses!!

Now at this point, of course, I am getting aroused, so I moved my hand towards her chest area. But when I began to make my way down to her nipple area, she would slowly push my hand away. And she would do this while obliging my kisses elsewhere. The more I tried, the more she pushed my hand away. She said "Uh Uh, not that" and continued talking about whatever it was she was talking about.

So I spent the next 20-30 minutes rotating slow kisses throughout her face, head, and lips with the occasional "tit-fondle" attempt, to which she continually denied me.

Here is where things get interesting. After being unable to get to the tits, I made my way back to the bed...and after conversing with her for about 20 more minutes, I began to get sleepy. I found myself laying back, and taking a nap.

From what I vaguely remember, while I slept, I had briefly opened my eyes, and I could have SWORE I saw her walking from the kitchen, but this time in a more "quicker" pace than she had walked prior...but I only saw it for a brief second because I was very drowsy and went back to sleep.

Now, when I woke up, I made my way back to her to see if I can get to the titties, which was another failure. So after talking to her for about another hour, I decided it was time for me to leave. As I put back on my shorts, I checked my pockets to make sure I had every thing before I left. When I checked my pockets, I noticed that my $80 was gone!! I had $80 in my pocket when I got there, and now it was gone!!

I asked her did she take my money, and she said no. And I told her that I KNOW I had $80 in my pocket when I got there..and she said said "I don't know nothing about no $80" which sounded phony as fuck.

She said something along the lines of "I told you, them people upstairs, they might of took it"...I thought to myself "This bitch is crazy"....because even if someone did come from downstairs to take it, YOU WERE SITTING THERE IN THAT DAMN CHAIR, YOU WOULD HAVE SAW THE PERSON TAKE IT!!

So me and her got in a heated argument about the money, and before I know it I was out the door. Not only did I not get to suck those titties, I didn't even get to see a nipple!! And not only that, but I was also out of $80!!!

It was an epic FAILURE...but it was quite memorable. I never saw that lady again. She is probably not even alive, unless she lived to be an even older lady.

It was still one for the ages.
 
Hi, thank you for sharing. Wow that sounds like the definition of frustrating! I wonder if she slipped some Benadryl into some food or water just to get you to fall asleep like that! Then your 80 bucks was gone too, that sucks. I think your story is unique. And the way she just kept continuing to talk for 20 minutes during the makeout time - that had to be the most unusual thing. Wow, just when I thought I'd heard of everything! 8)
 
Didn't you post this story before? Maybe on a different forum? I uniquely recall reading this and thought it was one of the funniest stories I've ever read.
 
antoniorosa said:
Hi, thank you for sharing. Wow that sounds like the definition of frustrating! I wonder if she slipped some Benadryl into some food or water just to get you to fall asleep like that! Then your 80 bucks was gone too, that sucks. I think your story is unique. And the way she just kept continuing to talk for 20 minutes during the makeout time - that had to be the most unusual thing. Wow, just when I thought I'd heard of everything! 8)

Bro, I am 100% confident that I did NOT eat or drink anything over there..that's the crazy thing about it. SMH.
 
ouchboobs said:
Didn't you post this story before? Maybe on a different forum? I uniquely recall reading this and thought it was one of the funniest stories I've ever read.

Yup. I posted this story quite a few years back on another forum. Thinking back on it, it was funny. But at the time, I was PISSEDDD.
 
. . from the cradle to the grave . . women are crazy as hell
 
I work in the Detroit area also in the cable industry.

I remember one time I did a job in an apartment and this attractive girl was renting the place to use to give massages. I was too stupid back then to realize why this girl was telling me all these things. :)
 
Hi, thank you for sharing. Wow that sounds like the definition of frustrating! I wonder if she slipped some Benadryl into some food or water just to get you to fall asleep like that! Then your 80 bucks was gone too, that sucks. I think your story is unique. And the way she just kept continuing to talk for 20 minutes during the makeout time - that had to be the most unusual thing. Wow, just when I thought I'd heard of everything! 8)
Great story. Real life unlike porn contains both wins and losses, hopes, fears, dreams that never come true but some that do. The thrill of the uncertainty makes all the difference.


I must say well done, you dared to take the chance and went a bit out of your comfort zone to chase a dream which almost became true.
 
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