I (21F) Begged My Crush (32m) To Take My Virginity [MF]

This may be a little long. This happened almost two years ago. A little about me, at the time I had just turned 20, I’m a bit of a homebody and I have had no dating experience. Growing up I was super shy (still am), with a bit of social anxiety and I only participated in female dominated hobbies. I grew up doing ballet, jazz and even so modern dance. As well as a little bit of horseback riding and some gymnastics. I grew up with a mom and a sister and all three of us are as girly as can be. With my mom running and managing a small chain of salons.

So I was never really in an opportunity to meet boys. Sure, I could have taken to Tinder like so of my friends did and hooked up but I’m a hopeless romantic and I wanted my own love story full of romance and passion.

One night in early 2021, me and my Bestie really hadn’t seen eachother since the start of the pandemic. She wanted to know if I wanted to go hangout at this coffee shop in town. She was planning on meeting another friend there, who happened to be a boy and her friend had another friend with him. I was kind of nervous but at the same time, was sick of staying home all of the time, so I agreed to go. I put something cute on and she picked me up.

We get to the coffee shop and she introduces me to her new friend and his friend. Well his friend is honestly, one of the cutest and most handsome men I have ever laid eyes on. He’s tall, kind of latin looking. He looked different than most of the other guys in the coffee shop. Honestly, he didn’t really look like the type of guy that hangs out in a coffeeshop. He kind of looked like a rock musician for lack of a better term. Even just the way he spoke was more confident and more masculine than the usually coffee shop crowd.

Though I’m shy, he does well to break the ice and we slowly get to talking. For the next almost 3 hours, we talk non-stop. We talked about everything from hobbies to travel to his job to his experiences. I come to find that this man is an ambitious and adventurous gentleman. On top of being cute, he’s smart and driven.

I end up giving him my number. However, as we are leaving I’m surprised to learn he’s 30! He does not look it at all. I assumed he was 23 or 24 or even younger. His friend is only 23 but yeah he’s 30.

A few days go by, he does text me. We do begin texting and talking regularly but nothing romantic happens. I do try to play coy and ask about his love life to find out if he likes me. I ask if he’s dating anyone or seeing anyone. He simply mentions know and that he’s just focuses on work and his hobbies at the moment.

Part of me felt defeated and disappointed that he wasn’t interested but part of me wondered if it was just due to the 10 year age gap that he was being a gentlemen and not taking things further. We frequently texted several times a week for the next few months.

Well a couple of months later, my sex drive had a sudden spike. I think every girl gets days or even weeks like these, were out of the blue and for no reason, your hormones just go crazy and you just need sex. It seems like no amount of self pleasure will make it go away. Yeah, that happened to me. I could not get sex off of my mind and every single thought/day dream or fantasy was about sex with him.

So I decided to become bold and I was going to get him to take my virginity! Problem was I had no idea where he even lived! While we were texting, I planned on calling him and telling him that I wanted to see him. I remember I kept hitting call and before it started dialing, I kept hanging up. I probably did this for a good hour. Finally, I hit call and it rang and he answered. I still remember him saying “Hello?” “Hello, DancingBowlofBerries are you there?” nervously I said “yes.” He said “what’s up?” I told him that I needed to see him and I needed to see him in person right away. He asked if everything was ok and I told him, I just really need someone to talk to. He said ok and texted me his address.

I was home along and decided to dress to impress. Normally, I dress fairly conservative but I wanted to seduce, so I decided to have a little fun. I wore a short black skater skirt, a tight corset style top and over it a cropped faux-leather jacket. I put on a full face of makeup and curled my hair. Underneath the skirt was a cute black lacy number that barely even counted as a thong. It was the kind of panties that good girls are not supposed to wear.

I hopped in my car and began to drive to his place. He lived 20 minutes way. I wanted to say that I felt confident and sexy during the entire drive but honestly, at every stop light I wanted to turn around and go home. I was so nervous, I think I was shaking. I was also afraid of getting pulled over by the police!

I arrive at his place and spend a good five minutes just parked outside. I honestly, almost left but I saw him open his front door. So sure enough, I get out and walk to great him. I’m so nervous, I almost trip walking to the door.

He quickly gives me a big tight hug and asks me if everything is ok. I nervously say yes and we go to his couch. He asks what I wanted to talk about and I blurt out “I want you to take my virginity!” It’s dead silent. I want to tell you that right then and there, he began kissing me and we had the most passionate movie inspired sex scene right there on the couch. However, that was not the case. After a good minute, while it was still silent, I got up and attempted to run for the front door. I tried undoing the locks but I was so nervous, I couldn’t get it open. To make things worse I was crying too.

He calmly walked over, put his hands on my wrist and told me to relax. He has the most calming and dominating voice. He gently guided my head into his chest and tightly wrapped his arms around me. He began caressing my back and for a good five minutes we just stood there with him holding me. He took my hand and lead me back to the couch. He asked if I said he wanted me to take his virginity. I shrugged my shoulders and meekly let out an “I don’t know.”

He put his fingers under my chain, guided me to look up at him and kissed me on my cheek. He told me he would be more than happy too but also said we could do it another day or we could go out for coffee that I didn’t need to rush. That sounded sweet but deep down, I know I needed him to take it. I told him, I wanted him to take it right here and now. He smiled and kissed me on the lips. He stood up, took my hand and lead me to his bedroom. I nervous asked if I should undress and began talking fast. He told me sure but we are going to start with a massage.

He told me to undress until I was comfortable. I had never been naked in front of a guy before and was nervous. I couldn’t face him while I dropped my jacket and slowly undid my corset top. I then let my skirt fall to my ankles and stepped out of it. I still wore my thong and laid down on my stomach. Soon his hands found his way to my back. His touch felt good. He had strong hands and that only made me hornier. After about a good hour, he began kissing my back and to this day, when I think about I can still feel every kiss. He worked his way up to my neck and whispered in my ear if I could turn over.

Sure enough, I did. We began making out, while he began touching and caressing my body. Sure enough his hands found there way to my chest. His touch felt sooooo good! Soon his hands worked their way down to my stomach and to my waist. All while he kept kissing me! His one hand was one my neck, his other feeling the design and position of my sexy thong.

Next thing you know he reached under the band of my thong and gently placed his hand on my pelvic region. I almost jumped when he first did as no hand other than my own had ever been down there. He left his hand there for a good moment while he kept kissing me. It felt really sensual and erotic, it turned me on even more.

He thing took his fingers to my lower lips. I was soaked, I had never been this wet or turned on before in my life. When he first ran his finger along my lips, I remember he said “Someone’s a little turned on.” I could feel myself blushing and the only words I could muster was “maybe.” He laughed and smiled.
He kept kissing me and began touching my clit. It felt so good and like a much needed relief! Like having a bad knot in your neck and it finally getting worked out!

After a few minutes, he stopped kissing me and reached over me to his night stand, he grabbed a condom and a small bottle of lube. He put the condom on and poured some lube to my lips. He returned to kissing me and entered me. I want to tell you that as soon as he entered me, I was sent to a quick orgasm and it was amazing. No, it still really hurt. Even with my hymn broken from years of dance, even with being naturally wet and the lube it still hurt! I actually teared up a bit.

However, he was so sweet, he kissed me by my eyes and asked if I was ok. That turned me on even more. He continued and honestly, it was amazing. It hurt but felt really good at the same time. I was surprised by how much I enjoyed it and it was like something out of a romantic movie. He kept kissing me the entire time and everything was so passionate and sensual. I loved every second of it!

After he finished, we were both out of breath and drenched in sweet. I started to get up and told him I should get going. He grabbed my arm and pulled me back into him. He told me to stay and he wanted to cuddle for a bit. We ended up cuddling for almost two hours!

He even asked me to stay the night but I told him I wanted to get back home before my mom and sister got suspicious. Three days later, we went on our first date. He took me ice skating. Almost 2 years later, we are madly in love and living together. It has been an amazing journey.Our sex life is wonderful but that first time, is still the time that I reminisce about. Sorry I wrote a novel but a lot happened and a lot needed to be said.

TLDR: I was a 20 year old virgin that asked a 30 year old friend to take my virginity. He happily obliged. It was romantic, it was passionate, it was a little naughty and a little dirty like all good sex should be!

Source: reddit.com/r/gonewildstories/comments/y0h3m7/i_21f_begged_my_crush_32m_to_take_my_virginity_mf