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SW-User
@Harriet03 this ^^ oh what i wouldn't give to do a lot of things again for the first time <3
Harriet03 · 41-45, F
@SW-User Indeed. Both!!!!!
Harriet03 · 41-45, F
@SW-User Aww thankyou for BA.
More than 10 years ago, fishing for rich dude on the dance floor

SW-User
@YukikoAmagi did you find one? 🙃
@SW-User yea, they pay for my drinks and stuff 😁

SW-User
@YukikoAmagi sweet <3
NotJamieM · 46-50, M
First time getting walked in on by a friend of my sister... and realizing it was a turn on being caught exposed.
R5000 · 41-45, M
kissing a stranger on a dancefloor
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abe182 · 51-55, M
Taking off the first bra

SW-User
@abe182 i wish you could play with my boobs with the that look <3
abe182 · 51-55, M
@SW-User I would LOVE to!
😘
😘

SW-User
@abe182 hehe yay :P <3
Crossdresser4Fun · 56-60, M
Crossdressing! Putting on a bra and panties for the 1st time.

SW-User
@Crossdresser4Fun nicee :) did you model out for her, walk like a diva or maybe go out somewhere ever as a girl?
Crossdresser4Fun · 56-60, M
Yes we walked arounda park. I had on black flats and a black dress@SW-User

SW-User
@Crossdresser4Fun nice and chic with a lil black dress <3
MrGoodbar · 51-55, M
I'm going to show my age but getting my hands on a playboy magazine for the first time !!!

SW-User
@MrGoodbar hehe i would've loved to join you on your first time - maybe even model out a few poses until we really made it your first time <3
MrGoodbar · 51-55, M
OH My the thought of losing it to you puts a big smile on my face, and puts me at full attention for you

SW-User
@MrGoodbar 🙃
Mordi · 31-35, M
I don't even remember last week. 🤔

SW-User
@Mordi okay.. we'll have to tone down a little 😅
Mordi · 31-35, M
Okay. 😟
A nap with american football gear on for safety.
A nap with american football gear on for safety.

SW-User
@Mordi i guess we can risk it now then 😋
Jakey75 · 61-69, M
giving a guy "head"

SW-User
@Jakey75 nice <3
Harriet03 · 41-45, F
@SW-User F-F head?
Crossdresser4Fun · 56-60, M
Lucky... lucky guy amd lucky you. @Jakey75

SW-User
It would raise some eyebrows if i say it out loud. Lmao 😂

SW-User
@SW-User 😧 now i am curious 😯

SW-User
@SW-User 😬 im shhyyy

SW-User
@SW-User 🤗 aww alright :)
Mrjingleswilly · 51-55, M
Hmmm. Probably better if I take the fifth in this one.
DragonFruit · 70-79, M
Not that it was actually wrong, but it felt so wrong (yet so right) the first time I had sex with another guy.
Crossdresser4Fun · 56-60, M
Yummy @DragonFruit
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SW-User
@Pianist1234 Yes
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SageWanderer · 70-79, M
I grew up in a time of sexual repression, in other words missionary position and in marriage only was sex tolerated. Then with the sexual revolution of the late 60's I still remember my first forays into oral sex.
dommagic · M
Peeking at an aunt while she was changing, I was way too young to be thinking about stuff like that

SW-User
Cue 'first time masturbating' responses.

SW-User
@SW-User wow you're a genius 😯 lol well yeah that's a given, but still i think it would nice to share a little too. So what's been yours? :)

SW-User
@SW-User I just wanted to get that out of the way so that people would come up with something better for your post. 😊
Playing footsie with a teacher in high school.
Problem was, she was less 'enjoying' it and more 'oblivious' to it. 😓
Playing footsie with a teacher in high school.
Problem was, she was less 'enjoying' it and more 'oblivious' to it. 😓

SW-User
@SW-User awwwn sweetie 🤗 that was still very gutsy <3 🍻
Prisoner619 · 26-30, M
Fucked a girl while she's on phone with her boyfriend

SW-User
@Prisoner619 whoo - wicked one <3 did he find out?
Prisoner619 · 26-30, M
@SW-User no but I felt embarrassed later. Never talked to her again

SW-User
@Prisoner619 aww you're sweet - you're a player but not a hearbreaker <3 nice :)
mysteriouslion · 31-35, M
Fucking a married lady..and I love it till now...