May 032015
 

I downloaded tinder and it started becoming so addictive. So many single guys just ready for whatever. I’ve had boyfriends and hookups before, pretty much had only done everything besides penetrative sex. So I set my age range 22-45, idk why I put such a large age range but I did. I happened to match with “Z” who was 44. He messaged me and called me sexy and beautiful and I was flattered. I decided to meet up with him at his hotel. We had drinks and we’re making out and I was getting horny so we decided to go back to his room. We ripped off each other’s clothes he layed me down in bed and start to massage my whole body. I was already wet by that, then he went down on me and it was so amazing he was using his tongue and fingers. He then told me to sit on his face which I gladly obliged and I swear he was licking my vagina for at least 10 minutes. In the back of my mind I knew I was probably going to have sex that night, but after all that time he spent taking care of my needs it was the least I could do. He went for it but I immediately realized he didn’t have a condom on so I stopped him and asked if he had cummed in me, but he didn’t know. He put on a condom then thrust so hard into my vagina. It seriously hurt so bad, it soon started to feel better. The whole time I forgot he was twice my age, it was so good. Two days later we fucked again and this time it didn’t hurt and I gave him head this time. He also let me sit on his face leading me to orgasm multiple times. He was that good at oral. I took a Plan B after our 2nd sex encounter for just in case but I don’t regret the sex because it felt good, I’ve never told this story because it was a random hookup and he was 44…

  • Gender: Female
  • Age of Virginity Loss: 22
  • Current Age: 24
  • How would you categorize your story?: Stranger
  • Country: Canada
Sep 202014
 

I had reluctantly joined the dating app, Tinder this past summer. One of my very first “matches” and I really hit it off and started seeing each other quite often. He lived in another state though and was only down for an internship. We hadn’t had sex when he left at the end of summer. Fast forward to the middle of the semester and he said he was coming back to visit me and already booked a hotel room. I was thrilled but still unsure if I wanted to have sex with him, considering he didn’t know I was a virgin. As we were making out (and then some..) he said he brought condoms, that’s when I confessed I was a virgin.

He said he had never slept with a virgin before and always was curious, but no pressure to do it with him. After sleeping on it, and realizing I’m only getting older and my standards are just getting higher, I said fuck it.

IT WAS A BLOODY PAINFUL MESS. But I am so happy and relieved I did it with someone who I cared for rather than a drunken random. As we were leaving the hotel, I said, “Hey, I think I’m missing something. I think I lost my virginity, can you help me find it?” After pretending to look under the bed and in a few drawers, he said, “You know, I think it’s gone. You have lost your virginity.”

  • Gender: Female
  • Age of Virginity Loss: 19
  • Current Age: 19
  • How would you categorize your story?: Corny