What's the biggest regret of your life.

[thaibeachlovers 32,336]

Just now, BritManToo said:

I called it normal female behaviour.

No woman wants a guy whose balls she carries in her purse.

I was indoctrinated into thinking that women were special, and they both made sure I had a lot to lose if I left them.

I eventually saw the light about them being special, but too late to not lose too much.

 

One of my fond memories is of sitting in the back of a Chiang Mai red songtheaw with a load of Brit youthful men and women off the train telling them how my ex wife screwed me over and the guys sympathising with me while the women all gave me the evil eye.

[Silencer 354]

This regret probably fits in with this crowd. As a teenager I lived in Barcelona, Spain (70's). A friend and I took the ship to Ibiza (before it was the in place to party) accompanied by my mother who stayed at a separate hotel with her friend. One day my friend and I (we were aged 13-14, tall and lanky) went down to the hotel pool, which was packed with middle-aged women from Scandinavia on a tour, most having been drinking for awhile it seemed. After 10-15 mins a group of women sitting near us struck up a conversation. They pressed in closer and closer as we talked and laughed about our lives and theirs. Eventually, bathing suit tops began falling away, with pussies and thighs pressed against our legs. We were both uncomfortable and aroused at the same time. We were invited up to one of their rooms for "drinks" and were given the room number and time. We agreed. I don't think I moved from that lounger for at least 30 minutes, less my arousal be on full display.

 

Anyway, to make a long story short, we arrived, we drank and my friend ended up in one of the bedrooms with one of them, with a second one spending some time with him as well, while I remained in the living room, too shy to proceed beyond some fooling around with the two others that remained with me. They even showed me pics of their teenage daughters (thinking I might want a younger ride I suppose) and said I was welcome to visit anytime. Anyway, I had a chance at a story worthy of the old Penthouse forum section and I gave it a pass. Sigh. Thank God I discovered Thailand a bit later in life to create a new story every night. 

Edited October 30 by Silencer

[Odysseus123 12,975]

No major regrets....except for marrying Sylvia..

[BritManToo 43,902]

1 minute ago, dunroaming said:

At least that is what she told you!  

 

I knew quite a few student teachers when I dated one, but never came across a virgin one.  But marrying a virgin is always fraught with danger anyway. At least if they are older than fifteen.  Most girls at that age can't wait to get laid!

You can feel them tear ......... to put it bluntly.

I had 3 maybe 4 ....... one of them the tear wasn't obvious, so she might have been lying ..... the other 3 were.

[sammieuk1 18,959]

I have a top 3 that I shuffle on a daily basis    1) Not whacking the geezer harder who broke into my house in 1994 resulting in 15mts at HMP for me first offence.

                                                                                2) Trusting sultan Erdogan to run the Turkish economy in favor of the people instead of himself result half my money gone.

                                                                                3) The clamatious pickel of biblical proportions covid has dropped on my head and now relying on generals and Boris to get me out of 

[thaibeachlovers 32,336]

3 minutes ago, Silencer said:

This regret probably fits in with this crowd. As a teenager I lived in Barcelona, Spain (70's). A friend and I took the ship to Ibiza (before it was the in place to party) accompanied by by mother who stayed at a separate hotel with her friend. One day my friend and I (we were aged 13-14, tall and lankly) went down to the hotel pool, which was packed with middle-aged women from Scandinavia on a tour, most having been drinking for awhile it seemed. After 10-15 mins a group of women sitting near us struck up a conversation. They pressed in closer and closer as we talked and laughed about our lives and theirs. Eventually, bathing suit tops began falling away, with pussies and thighs pressed against our legs. We were both uncomfortable and aroused at the same time. We were invited up to one of their rooms for "drinks" and were given the room number and time. We agreed. I don't think I moved from that lounger for at least 30 minutes, less my arousal be on full display.

 

Anyway, to make a long story short, we arrived, we drank and my friend ended up in one of the bedrooms with one of them, with a second one spending some time with him as well, while I remained in the living room, too shy to proceed beyond some fooling around with the two others that remained with me. They even showed me pics of their teenage daughters (thinking I might want a younger ride I suppose) and said I was welcome to visit anytime. Anyway, I had a chance at a story worthy of the old Penthouse forum section and I gave it a pass. Sigh. Thank God I discovered Thailand a bit later in life to create a new story every night. 

That reminds me of the time I went to a two day nursing conference. I passed on the dinner as it cost more than I wanted to pay. The next day I found out that it was all on after the dinner, and I'd missed out. I never did get to go to another conference to see if it happened every time. I guess that's a regret right there.

[Captain Monday 1,671]

20 minutes ago, OneMoreFarang said:

It would have cost a lot of money before possibly making money. Or possibly losing everything.

People who started packing boxes at Apple ended up extreme multimillionaires.

In the 90s they were going nowhere by the way. 

[Kelsall 4,931]

We had a saying in the US when I was young: "Never turn it down."  Well, in two cases I regret not turning it down.  One, unbeknownst to me, had just done a 30 day stretch in a psych ward and ended up making my life hell.  The other was bad news as well.  But in my defense, if I had known what both were all about, I would have not gone near either of them.

Edited October 30 by Kelsall

[thaibeachlovers 32,336]

I've been expecting someone to come up with the ultimate LOS regret

"I spent most of my money on booze and women, but the rest I wasted"

[dunroaming 8,512]

3 minutes ago, BritManToo said:

You can feel them tear ......... to put it bluntly.

I had 3 maybe 4 ....... one of them the tear wasn't obvious, so she might have been lying ..... the other 3 were.

The lack of a hymen doesn't  mean the girl wasn't a vaginal virgin.    Most of the virgins I encountered in my youth had lost theirs through various means, either sport or enthusiastic self pleasuring.

[thaibeachlovers 32,336]

8 minutes ago, BritManToo said:

You can feel them tear ......... to put it bluntly.

I had 3 maybe 4 ....... one of them the tear wasn't obvious, so she might have been lying ..... the other 3 were.

I have many regrets, but not bonking a virgin is not one of them. With my luck she'd have got pregnant and my life would have been over before I had a chance to experience anything decent.

Not having children is likewise not a regret. If anything a cause for celebration.

[BritManToo 43,902]

Just now, thaibeachlovers said:

I have many regrets, but not bonking a virgin is not one of them.

Yes, I agree it wasn't worthwhile, but I didn't know any better at the time.

[thaibeachlovers 32,336]

3 minutes ago, dunroaming said:

The lack of a hymen doesn't  mean the girl wasn't a vaginal virgin.    Most of the virgins I encountered in my youth had lost theirs through various means, either sport or enthusiastic self pleasuring.

That's correct. The days that a virgin necessarily had an intact hymen ended decades if not a century or more ago. However, in certain countries there is apparently an opportunity for a Dr to do well financially from ensuring new wives have something resembling blood on the sheets from the first night.

[dunroaming 8,512]

7 minutes ago, BritManToo said:

Yes, I agree it wasn't worthwhile, but I didn't know any better at the time.

We all start out of virgins and many girls must truly regret breaking in virgin boys as well. Come on guys, be honest, your first time was pretty pathetic, wasn't it?  I know mine was. 

[expat1010 149]

I bought about $33,000 in Apple stock back in 2001. I sold it all a few months later for $40,000.