JackinChat forums are temporarily in read-only mode. Will be back soon!
Message Boards
Page: < prev  of 5  
Unregistered ?



Unregistered's Avatar
Guess ill add my 2 cents. I wonder if anyone else can relate. I was a late bloomer. My first sex besides my hand was at 21. She was the same age. I am not good lookjng or the kind of guy most women want to be with. To this day, andbim 61 ive only ever bern with 2 women. On the other hand ive been with a few more men even going so far as to top one though i consider myself curious. My first time to be very honest was a huge let down. She and i dated for a few months when one day she took me to her house and we fucked. I guess all those years of porn and jacking off and hearing how great it was going to be gave some unrealistic expectations. We dated for about a year and a half and had sex of some kind almost daily. It was never great. I broke it off with her and about two years later i met another woman and sadly got her pregnant. The sex wasnt much better. We are still married after 36 years but i know that if id of stuck to my hand i would have been far happier.
Add a reply Quote this post
User is offline
AKman907 Novice Jackinchatter

3 posts since 2019-02-16
39 year old
AKman907's Avatar
First time was pretty awesome. Late bloomer here also.
I was 19 and she was 23.

I had messed around with several girls but could never close the deal. Gotten few BJ's, played "just the tip" with a GF who wanted to wait until marriage and had eaten pussy more times than I could count (Older girl in high school basically made me her pussy eating slave)

Met her at work (she was customer) get her number, call her and arrange a date for the next night. Fast forward--we're at her house after the date and we get to it.
Smoking hot, nice big tits (D-cup ish) great body. Landing strip on her pussy. Wend down on her like a fucking pro (which I was at this time) made her cum a few times then we get to the fucking. It was like every porn I had ever seen. Loads of dirty talk and a filthy mouth. I was in Heaven!!! "Fuck me with that cock!" "Pound my pussy!" She was loud and screaming and I'm sure I looked like a dumbass with the grin I had on my face.

After some hard fucking I told her I was gonna cum and she looked me dead in the eye and told me to cum on her face.
HO-LEE-SHIT. I'm going to marry her I think to myself.
I pull out, start jerking above her face, shes saying "Cum on my face, cum in my mouth. Cum all over me!!"
So I do. best orgasm of my life.

Anti-climax to the story, we didnt hang out too much after that. I let my brain do the thinking and came to the conclusion that
1. She was way to advanced for me. We werent in the same league. Hell, we werent even in the same sport.
2. (Learned the hard way) Never stick your dick in crazy. She was fucking nuts!
Add a reply Quote this post
User is offline Send Message to User View User Profile
Kindawild68 Novice Jackinchatter

86 posts since 2019-02-01
71 year old curious male from Western washington
Kindawild68's Avatar
It was 52 years ago. My girlfriend was a little older. We parked and ended up getting naked. Put it in her and lasted about two strokes!
I like it all!
Add a reply Quote this post
User is offline Send Message to User View User Profile
staples2287 Skilled Jackinchatter

640 posts since 2011-04-25
49 year old heterosexual from US
staples2287's Avatar
With a farm girl named Candace, Candi for short. I was a virgin she wasn't I was 20 she was 19. She had a beautiful hairy pussy like a playboy playmate from the 80's. She let me cum inside her every time we had sex and spoiled me for all other women in that regard. I'd love to find her again and fuck her one more time and leave a nice warm load of love in her for old times sake.
Add a reply Quote this post
User is offline Send Message to User View User Profile
Unregistered ?



Unregistered's Avatar
14 in Sweden with a friends mother.
Add a reply Quote this post
User is offline
firecrotch55 Amateur Jackinchatter

343 posts since 2011-12-25
72 year old curious male from nys
firecrotch55's Avatar
First was something I should not mention in detail here. PM for details.
Add a reply Quote this post
User is offline Send Message to User View User Profile
SmSzMatters Novice Jackinchatter

41 posts since 2019-02-05
50 year old curious male from Midwest
SmSzMatters's Avatar
Such a romantic! Lol

staples2287 said:
With a farm girl named Candace, Candi for short. I was a virgin she wasn't I was 20 she was 19. She had a beautiful hairy pussy like a playboy playmate from the 80's. She let me cum inside her every time we had sex and spoiled me for all other women in that regard. I'd love to find her again and fuck her one more time and leave a nice warm load of love in her for old times sake.
Add a reply Quote this post
User is offline Send Message to User View User Profile
ChiefH Skilled Jackinchatter

865 posts since 2018-07-30
74 year old bisexual male from Florida, Panhandle
ChiefH's Avatar
I was just 16 and the girl was 18!! She has this thing for younger guys and still does!! We fucked in her parents bed!! She let me cum in her and WOW what a rush!!
ChiefH, love uncut cocks and bald pussies
Add a reply Quote this post
User is offline Send Message to User View User Profile
Page: < prev  of 5