A girl I really liked wouldn’t give me the time of day back in school because I wasn’t fun enough, recently I hooked up with an older woman and turns out its the girls mom.

So I (35M) recently found out that the older woman I am freely having sex with (52F) is the mom of a girl i used to want to date in college.

Back in school (2009-2014) I was a decent looking guy but was always busy because of work and going to school. my part time job just hired a new cashier that I was head -over-heels for.

After awhile of just going through her counter like and being cordial/friendly with each other I managed to find my balls and ask for her number and she at first was shy about it but then she said yes!

And damn i was ecstatic because she was drop-dead gorgeous and even though I was always busy though i still managed to find time here and there to text her and see what she’s doing etc and she would always reply but when i finally asked if she wanted to hang out she started becoming distant to the point where she stopped responding to my texts.

I would run into her at parties and i would say hi and stuff but i never had the guts to see where i went wrong until one day I messaged her through facebook (back in the day) and asked her point blank if id ever had a shot.

She said “No, you will never have a chance with me, you aren’t my type, you seem like a nice guy but honestly you seem pretty boring”.

I left it at that and even though id still see her at the store i deleted her number because well, whats the point?

Flash forward to February of this year. Graduated awhile ago, have my degree, have a house, older car but pretty independent. More confident, bolder. Got a relatively stable job whose CEO wanted to start bringing everyone back in the office at least twice a week so that we know the faces of the coworkers we email and also for meetings. Fine. Whatever.

HR had just hired a fresh batch of people for the company, ranging from landscape/maintainance personnel to managers/adminstrators.

I grew up poor and so I always learned to say hi to the gardeners and janitors and introduced myself to this older woman, who i admit caught my eye because she had an AMAZING body ,and i mean like slim waist, massive jugs.

She had a mommy makeover and it looked GOOD. She was older than me, but because of my personality we got along really well to where we would joke with each other and ask why we weren’t married.

Turns out she was divorced and didn’t want anything serious to which i responded by asking for her number. She actually texts me one night after i get off work and without hesitating i ask her to meet up for some coffee (because im old af now) and before she gets a change to get out of her car i jump in the passenger seat just to see what my limits are.

After having an intimate conversation she receives a text message and says thats her daughter is asking her to open the door to her house so she has to go, i don’t want her to go and rush to kiss her.

Idk how it happened but somehow we ended up in the back seat of her car and one of her pant legs is off and im pulling down her underwear while unzipping my pants.

Honestly don’t know what got into me but we did it right there without a condom, i finished inside her and it was amazing.

I text her the next morning asking if she was alright and if she regretted what we did to which she replied with no.

After that we would meet up in hotels or cars to bang pretty regularly, she said she couldn’t form a relationship with me because i was almost as young as her daughter and tbh I didn’t think anything of it until last week, when i was in her bedroom for the first time, she did amazing things to me that ill never forget.

When we were done she turned on the lights to her living room in order to walk me out when i spot a family portrait of her, her two sons and the girl who rejected me back in the day.

I asked her who that girl was and she said it was her daughter. I tried to play it off and began ask her what she does and etc, and she told me that wished she would marry a decent guy like me.

I was in awe at the luck I had struck and am not sure if i should continue this arrangement or if i should cut my losses because eventually i will run into the daughter at the moms house and it will be a shit show.

Anyway i finally got this off my chest! No one knows because she asked me not to tell anyone that she lets me satisfy her but i just felt the need to tell strangers. thanks!

I’m a uni student and I’ve been seeing this guy that I was originally friends with. After about 2 months of being friends, he confessed his feelings for me.

At the time, I was already interested in him and was open to having something more. As a result, we decided to have a talk one day on campus to figure our intentions out.

He stated that he wanted something fully casual with no strings attached, whereas I wanted to pursue something deeper. So, as a result I became set on things being casual, which backfired on me because the guy ended up wanting something deeper afterwards.

Now, this is where the predicament comes into play because now I want to keep things casual and he wants to be in something deeper. But, I’ve been going really back and forth with my intentions now because I was set on keeping things casual after (sometimes hurting the guy).

I am able to give into the feelings but on days there are times that I pull back because of past trauma (addressed later) and the inability to feel emotions.

I recently started to be more popular with girls. Some months ago i met a girl and we got along insanely well. We only met a few times but we did many things together and really bonded. The last days we started making out.

A netizen shared a story about how is treats chubby girls as a form of investment, showering them with attention and waiting for them to slim down so that he can reap the returns of his investments.

Here is what he said

“I had an idea after watching the tv show How I Met Your Mother, about using fat girls as an investment.

So I started swiping right on all the dating apps, on all the girls who are fat but with an attractive face.

Because society is that cruel to them, nobody wants to match with them simply because they are fat.

99% of the time when I swipe right on a fat girl, it’s almost always a match, they are that desperate for attention.

I call them my investments.

But these investments are not monetary investments, they are much better than that.

These investments are guaranteed to end up in bed with me..

Because I shower them with affection and attention, without the kissing or any intimate bedroom activities, they feel the need for my touch, to get intimate with me.

So I keep showering them with attention and affection until when they finally slim down and become attractive, I stop giving them attention.

This will make them desperate to get intimate with me because they will be wondering what they did wrong and wanting to make things right with the person who stood by them when they were unattractive.

That’s when I can and I will finally end up in bed with my investments.”

I broke up with my GF after a 2-year long relationship because of her negativity and trauma.

In Singapore, there are typically two kinds of people. Those who care a lot about brands and how they look, while the other group don’t really care.

A girl shared a story how she had to take a bank loan to make her boyfriend happy.

Here is the story:

I just took a $20,000 loan from the bank to buy my boyfriend a Rolex. He told me that the Rolex is a good investment and I will earn back my money plus the interest if he ever sells it.

It was our anniversary and he is currently in between jobs and I really wanted to brighten his mood and I know owning a Rolex is his dream. It’s been two months since he worked and I have been paying for dates. But most of the time we just eat at coffee shops or foodcourts.

I knew that he wanted a Rolex for a long time and I wanted to surprise him, I went to my bank and took a loan of $20,000 with the following:

• Monthly repayment – S$ 898.00
• Total repayment – S$ 21,752.00
• Interest rate – 3.88% p.a.
• Effective interest rate – 8.20% p.a.
• One-time processing fee (1.0%) – S$ 200.00

As I do not have a credit card, I felt that just paying a single monthly instalment over two years is the best option.

However, my mother somehow found out and she said that I am getting scammed by my boyfriend. I really love him and I know that he is the one. If not I would not have taken a loan for him.

After he received the watch, he was surprised and he was so happy he had tears flowing from his eyes. This further validates that he is really happy and I am even more sure that I have made the right decision to get the loan.

However, my mother and father has been haunting me day and night to get the watch back and quickly refund or sell it off.

I don’t know what to do.