I (20 m) as a kissless virgin had my first time with a 35(f) year old and was on her onlyfans

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Let me preface this by saying if you have an idea of what your first time should be, you have every right to wait for that opportunity to present itself. don’t let anyone pressure you into doing anything too fast. it’s your life not theirs, they don’t have to live with the consequences of your decisions, you do. i passed up on so many opportunities to get my first kiss and even have sex because i knew in my heart i could make my first time something really good and special.

and i did just that.

onto the story. it starts when i was 19 working as a cashier at a supermarket. i had just heard some advice about women to “just say anything, even if it’s just hi.” and i took that to the extreme lol. i had no confidence whatsoever but i started by faking it. initial successes in flirting gave me a gigantic boost of real confidence and from there i was set. i was doing this as their cashier btw, i was fucking hitting on these gorgeous women while i was ringing them up for their groceries i was nuts.

i eventually started getting instagrams and this one particular woman had an onlyfans in her bio. after some time in her dms i said if she ever needed a filming partner for her onlyfans she should hit me up. mind you i’ve never kissed a girl let alone fucked one. she said that she only filmed with her man and that if they ever broke up, she’d consider filming together. i’m saddened by the rejection but it definitely boosts my confidence.

flash forward a year and she dms me. she’s ready to take me up on my offer. i’m over the moon but i found myself in a predicament. she thinks from my confidence that i’ve been with at least a few girls. i never lied and said i did but my attitude and ability to flirt left the question answered in her mind. she had no reason to question it. i didn’t know whether to continue with the idea i created or tell the truth. i figured it would show that i had no experience so i decided to be honest. and it was the best decision i could have ever made.

she was blown away that i was a kissless virgin. but she was incredibly cool about it and even turned on at the idea that she got to take my virginity. she promised to make it a special experience and asked how comfortable i was filming my real virginity being taken. i was open to being on her onlyfans but i opted to have my true first time off camera so that it was truly special. we ended up filming later that night and she titled it my first time so that it would sell more. which was my idea i know the fans would never know the difference lol.

the sex was amazing. after a little kissing i started to finger her and it was so hot to rub it and finger it getting it more and more wet. she was loving it and eventually threw me on the bed so she could ride my cock which she proceeded to cum on as i came inside her (with a condom on). it was amazing. her pussy was so warm and wet by the time she got on top it was like i was in heaven.

she truly gave me a time to remember and i will at all times be thankful for it. i mean shit i basically lived out the biggest male fantasy. i’ll never forget it.

NSFW: yes

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