(F 20) I lost my virginity to my boyfriends best friend

Hello everyone! I went MIA for a while but I’m back. Well the title says it all…I am no longer a horny virgin lol. Last weekend my boyfriend and I went to Minnesota to visit his best friend who I have known for about 3 years. He comes by to visit pretty often and has always been really friendly to me. The total opposite of my boyfriend. This guy…I’ll call him Jake..is your typical bad boy who loves motorcycles and tattoos, and my boyfriend looks like what you would imagine to be “Brady who frequents the country club”. How they ended up best friends, I will never understand lol..but it is what it is. We drove up to Jakes place in St. Paul and the second I saw him…omg…he put on some muscle that’s for sure!

Jake walked over and greeted us both with a hug wearing a sleeveless shirt and smelling like a man who was working hard. Which he was actually working on his car at the time. We spent the morning catching up and every time he would look at me, I’d feel myself blushing and the butterflies would come. His eyes would lock into mine so intensely. Or maybe it was just me feeling that…as we talked more we were introduced to Jakes cousin who was going to play some tennis at the local courts. Well my boyfriend loves his tennis and decided he wanted to get in on it as well. Jake stayed behind to work more on his car and I stayed because…well I hate tennis lol.

As I was looking outside of the window, watching Jake work on his car…sweating..dirty, I couldn’t help all the dirty thoughts that were running through my head. I went outside with a glass of water and asked if he was thirsty and of course he was. He drank a little more than half of the glass, and I instinctively took his glass and drank out of the end he had his lips. I felt so embarrassed and didn’t even mean to do it. He smirked and just said “well then…I better get back to it”. I looked over to the right at his motorcycle and told him I always wanted to ride one. He then asked me if I wanted to go for a quick spin. YES I responded.

Jake told me to hop on behind him and handed me his helmet then told me I looked adorable in it. I gave him the flirtiest smile and eye fuck I have ever given…I don’t know what came over me, but something about him just brought it out of me. I think it’s just cause I know how he is with women. He charms them, fucks them, and it’s on to the next. For some reason it excites me…as we rode in his bike, I held him tightly and once in a while rubbing his chest and stomach. Finally at a stoplight he revved up his engine and playfully said the ladies love that….and indeed I did! He then caught himself flirting with me and said “I’m just playing around”. We finished the ride and came back home.

Throughout the day, everything was normal between us all, except Jake and I would make eye contact seductively for a few seconds at a time. Bed time rolled around and I had just finished showering…I felt so frustrated like there was a fire in my body. I wanted tonight to be the night for my boyfriend and I. I wanted him to take my virginity and I definitely tried for it. With every advance, he turned me down due to his religious beliefs and I was getting more and more angry. Eventually we went to sleep. Well he did.

I decided to get out of bed, because I could still see a light under the door coming from the living room. Maybe I could hang out with Jake or his cousin until I get sleepy I thought. I walked out and to my pleasant surprise, Jake was laying on the couch watching tv and drinking a Heineken. He had his shirt off and was wearing a pair of Soft gray gym shorts. I was wearing a long plaid shirt and small shorts with no panties. Jake saw me and said, “ hey you. Can’t sleep?”…I told him no and walked over and sat in the edge next to his waist. He then offered me a sip of his beer which I decided to take a drink.

We had a little small talk about the day and all the funniness that happened and then I started to look at his tattoos. His chest tattoo caught my eye…it was a portrait of his dog that passed away. I thought it was soo sexy…I tough biker dude with a soft spot for his doggy ❤️❤️…I started rubbing the tattoo and he rested his arm on my thigh slowly changing it to rubbing and grasping my inner thigh. I couldn’t believe it and neither could he! He asked me if this was okay….I said to him “if this is okay”, as I slowly rubbed his chest neck and shoulder. At this point I felt so damn guilty but at the same time so good. I leaned over and slowly kissed him. We made out for about 2 minutes when finally I stopped and stood up.

I just stared off into nothing not believing what I was doing. Then I looked down at him and noticed the bulge coming from his shorts. We made eye contact again and he moved my hand towards his dick. It felt amazing, warm, and thick. I took my hand off, looked at him again, and slowly pulled down my shorts exposing my wet pussy. So wet you could see the string of wetness holding onto my shorts. I was ready. I wanted him inside me. He had another idea. Jake took his shorts off and I could see his nice thick cock. He was shaved smooth and made his dick jump a little. I said omg and smiled.

Jake pulled my legs over to him, licked his lips, and made me straddle his face while his cock was staring me in the eyes! His warm and soft tongue gliding on my lips and inside my hole. It felt amazing. I don’t think I’ve ever been so wet..I was worried I’d get too wet all over his face, but he loved it. I started to stroke his dick and suck on the top softly like I was eating the tip of an ice cream cone. He started pressing my head down gently with his leg and made me gag a little. My tears coming out, I started sucking on his cock as hard as I could spitting out when I got the chance. He made me cum 4 or 5 times while I was sucking him off…licking and sucking on my clit with one finger in my ass. Omg I loved it and I’m so fucking horny thinking about it right now.

He then sat up and put his back towards the back of the couch while I was still on him. We were doing 69 while I was upside down and he was sitting on the couch. It was such a rush…finally he lifted me off and made me straddle him. The shaft of his dick right under and between my pussy lips. I started grinding his shaft while he unbuttoned my shirt and started sucking on my right tit. He whispered to me…”you want this?”…I told him “yes…but you should know I’ve never done this before”. He smiled and told me not to worry and to just keep grinding on his shaft. So I did…and just when I thought I couldn’t get any wetter, I kept getting wetter! I took longer strides when grinding and the tip of his dick would enter my pussy and come out each time. Finally he picked me up holding me like a child. Jake started walking to his room with me hanging onto him!

We entered his room and he slowly put me on his bed staying on top of me. Jake reaches over to his nightstand and pulls out a condom to slip on. I was happy he did this but at the same time disappointed, because I wanted to feel him. All of him. I waited and closed my eyes with my legs on his shoulders. I could feel him spreading my lips apart with his tip and omg it was unlike anything I’ve felt. I’ve masturbated before, but this was intense. I started to hurt and told him to slow down. At this point he had only gotten the head of his dick in me. I looked up at him and he looked so sexy. He moved in and out slowly just fucking me with the tip. With each thrust he went in just a little deeper until it got to the point where I couldn’t handle him going deeper.

Jake rested his body on mine, kissing my neck and lips. I felt his muscles laying on my body and wrapped my legs around his waist. Omg I was cumming again…this time with a real dick inside of me! Jake being so gentle with me continued to fuck me with only the amount I was comfortable with then stopped and leaned back to look at himself inside me. He told me there’s a little bit of blood and asked if I was okay. I told him yes..reached down to his cock and slowly pulled the condom off of his dick. He couldn’t believe it and somehow his dick became even harder. I assured him I had been on Bc since I was 16 to control my cycle….he slowly started to enter me again, and I almost came just by him going in. Now I was finally feeling the warmness of his dick. The skin…my pussy while grabbing him. He was able to go in a little deeper and started thrusting a little harder. I could tell he was about to cum and I could feel myself building up as well! We both came at the same time. I felt his load leaking out and sliding down my ass. It was pooling the bed and made a wet spot.

At this point we both came…well me for the idk how many times. I could see in jakes eyes that he felt horrible about what had just happened. I told him not to worry. No one will know about this I got up and started to clean myself off in his bathroom and he did the same. As I stood in front of the mirror he came up behind me and gave me a hug and told me we can’t do this again. I turned around and got on my knees and started to suck on his soft…but still thick cock which started to get hard again. He lifted me up fast and started kissing me. That night we had sex two more times before I took another shower and went to bed next to my boyfriend. We left the next day to visit his family who also lives in the area.

Jake and I have been texting everyday since then.

Source: reddit.com/r/Erotica/comments/hd8y2o/f_20_i_lost_my_virginity_to_my_boyfriends_best

4 comments

  1. I’m Jake…. not actually, that’s just my name lmao. But what a a story, I wonder what will happen because of it. Keep us updated and keep up the excellent post!

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