When I was 18 (24 now) I was propositioned by a man much older than me. I was horribly awkward and shy and didn’t really know what to do with men coming onto me.
Throughout high school, I wore big baggy clothing, and this night was no exception. I was likely wearing a heavy metal sweater since that’s what most of them are, and jeans that hid my ass. At the time, I was this shy little metal girl who hid under black hair and didn’t even touch make-up. I don’t think it’s a stretch to say I was a tomboy.
So this man hitting on me was a shock. Not that I’d never been hit on before, I just usually scared them off when I was so quiet and awkwardly giggling at everything said. He was persistent… and I have daddy issues. I gave him my phone number and we started to text.
It all started off innocent enough, but he started to send me shirtless photos by his pool and I felt obliged to send him stuff as well. God, I used to just SHAKE with nervousness whenever I got a message from him. When things became more intense I had to decline meeting up. That’s when he propositioned me with five hundred dollars.
I was really offended at first, disgusted even. So I ignored him for a week, maybe two. The offer went up at some point to seven hundred and for the most part, there was just silence between those messages. I think I was embarrassed to admit I was a virgin to anyone, especially since I was trying to act like a sexy experienced girl in our talks. But he was on my mind a lot during that radio silence.
One night I was drinking with friends and I got a bit of courage in me and messaged him, “If you want my virginity, it’ll cost you a grand.” Part of me thought he would just scoff at the idea, and I felt proud that I valued myself at such a large sum. I was weirdly flattered when he offered me five hundred for sex since I didn’t think I was worth fifty.
“Sure, you busy tonight?”
And that’s how I ended up getting picked up by him half an hour later (telling my friends my dad was coming to get me). The next thing I know, I’m given another drink and the money to hang onto.
He started kissing my neck and rubbing my leg and I was just awkwardly letting him do whatever he wanted to me. He slowly undressed me, while remaining fully dressed, and eventually, I was totally naked and vulnerable on this man’s couch. He tasted like tobacco and mint as he kissed me deeply with his fat tongue in my mouth. He wasn’t my first kiss or first blowjob, but I was shaking the whole time.
By the time I was on my knees and sucking his cock, i think it’s safe to say that I was wetter than I ever was masturbating at home under the covers. His dick was like steel, even harder than the boy I sucked off at a party when I was hammered a year earlier. Turns out he took a blue pill just so he could give me his full attention.
His dick wasn’t very big, maybe 5-6″ but it still hurt like hell when he took my virginity in his spare bedroom. I wish I could say this part was fun, but I spent most of the time crying in pain. He let me stay the night however and in the morning we tried again with much more success. A night with an ice pack wasn’t enough to completely heal but the pain had mostly subsided and I felt far more pleasure.
I called him daddy, I was spanked for being a slut and he made me pose for a few photos. I had never felt sexier and more like a woman than I did with him, and he regularly fucked me for free after that. I used to go to his house and hang out in his pool while he worked in the garage and occasionally pull me into the house to have a go at me. Stopped seeing him after a year but it was a lot of fun when we did see each other.
Six years later, I’m far more popular with men, all it took was wearing makeup and clothing that showed off my body. I’m still a little socially awkward but sex has become a great outlet for me to feel confident and in control (even if I am very submissive, sounds strange but it’s true).
Hope you liked the story! If you wanna send a dick pic, I’ll always take a look but may not respond! Thanks! Bye!
Source: reddit.com/r/gonewildstories/comments/t7sjtm/i_f18_sold_my_virginity_to_a_man_3_times_my_age_fm
Fuck that’s hot 🥵
Damn thats a nice one..would love to see how you look now 😃
Feeling confident as a Sub isn’t a tautology. Quite the opposite. In a healthy Ds dynamic the Dom is responding to what the Sub needs. Prior communication breeds understanding and trust, limits set boundaries and shake the direction of travel while safewords act as the ultimate lever of control for the Sub. Everything the Dom does is ultimately for the benefit of the Sub and in that sense the Sub is the one in control even if they choose to pass that control temporarily (and within the limits above) to the Dom.
Thankyou for sharing your story, it sounds like you’ve turned what could have been a negative situation into an empowering one.
M