I had four [f]irsts in the sa[m]e night

* five

It’s also my first here and I hope you’ll enjoy!

We met up shortly after texting for a week.

Before that, we spoke on the phone. He made me laugh and I felt like I could talk to him forever, it just never gets boring. I was almost completely over someone else and thought it’d be good to get to know someone new. He knew I was a virgin (although I had a dildo, so not much hymen left).

Upon meeting up he was very nice and authentic. I’ve never met someone like him. We talked for a few hours and I was adjusting/trying to relax.

Anyways, we went out along with a bottle of white wine to a historical building surrounded by fields. This place had a balcony and we were completely alone. We were making jokes, teasing each other and drinking. Both started to get tipsy and he started putting his arm around my waist while I leaned on the balcony. After some more talking, he put our wine glasses away, looked at me, ran his hands over my neck, breasts and waist, said he liked me and kissed me. I am super sensitive and kissing is enough to make me wet. I started moaning almost immediately, he said he liked how I kiss.

He then pushed my tank top down and got to my breasts, massaging and sucking on them. I was defenceless, threw my head back and continued moaning, very aware that someone would see us instantly if they walked by.

He was losing control and I love when I make a man lose control. It’s just very flattering. He started rubbing my clit over my jeans and after a while, undid them. Then put his hand in my pants followed by my mouth, I sucked on them enthusiastically. I was a tad reluctant because I hadn’t known him long enough to have an emotional connection, something that I need to feel completely comfortable sexually. He took both my hands and guided me to a more hidden corner of the balcony. My zipper and button still undone.

He opened his pants and wanted to go for it. I stopped him (he’s clean), because we didn’t have a condom and I’m not taking BC yet (will start soon). So I got in my knees and blew him instead. He tried fucking my throat a bit, but I’m not used to that, using my hand to limit the depth. He came after a while and I swallowed the whole thing. He had a very subtle taste, to my surprise.

We continued talking and drinking wine for a while, then went home.

At his place we made pizza together and he made us cocktails. It was overall a very pleasant evening we had together. I started to get drunker than before, but was ok, nothing too dramatic, but the drunkest I’ve ever been.

After eating I went to take a shower and sat on his couch to watch tv. He took a shower as well and only had boxers on. He dialed the tv down, took both my hands and guided me to his bed. He undressed right away, lying next to me. We started kissing and feel each other up all over. He started fingering me, which made me moan loudly. Feeling his fingers inside me was so overwhelmingly good and I felt myself getting wetter.

He wanted to take me missionary style, but he was kneeling between my legs. I reminded that we need to be careful. He entered and fucked me for a while, then got on top for some 69. At first I gave him a blowjob while he fingered me, then I realized he’s into anilingus and went for it, while giving him a handjob. Something I never thought I’d ever do. It wasn’t as bad as I thought it would be and it was hot to see him enjoying it so much.

He started to play with my ass and put a finger in. It felt very intense at first, he fingered my ass for a while and got up. Some position as before, he lubed himself up and tried entering me. At first it was a bit difficult, I was very tight and trying to relax. He finally got all of himself in and it hurt a little bit, but was bearable. He slowly started to thrust, picking up the pace. I moaned the entire time, overwhelmed by everything I was feeling.

He came over my breasts after a while, kissed me and lied next to me. Both sweaty and smelling like sex. He said I have a lot of potential, haha!
I didn’t cum, but that wasn’t the point and I was happy. We also had to be careful about not getting his cum anywhere it shouldn’t be.

It was crazy. I had sex outdoors/publicly, swallowed, gave anilingus, had vaginal and anal sex, got covered in cum for the first time all in the same evening/night. I was a little sore the next day and thought of him when I masturbated. I’m totally wet just by typing this.

We saw each other again a week later and more firsts happened, he’s into kinky sex and I enjoyed to have it with him. I’m planning on posting it soon. :)

Source: reddit.com/r/gonewildstories/comments/c1dqdy/i_had_four_firsts_in_the_same_night

12 comments

  1. loved the story, my gf and i are bi and we have done alot of things together

  2. Hot story! Thank you for sharing! I’m looking forward to reading more. Have lots of wonderful adventures. ?

  3. I thought the title said fists and I thought this was gonna be wild. Wasn’t disappointed.

  4. wait i’m confused based on the beginning it sounds like you had oral before your first kiss?

  5. as a girl I love this kinda stuff but I just felt it was my duty to clarify that your hymen doesn’t go away or get torn just because of penetration! The hymen *can* break, yes, but in normal circumstances it shouldn’t! so just because you’d already used a dildo before all this doesn’t mean you don’t have still a hymen :)

  6. Wait, am I understanding this correctly? Twice you told him you needed to use a condom and he still penetrated you without one, both vaginally and anally? If I’ve got that right, that’s disturbing on several levels – pregnancy risk, STI risk, and violating your non-consent. The last one, paired with his comment that you “have a lot of potential,” is incredibly concerning to me.

    Also, why is it okay that he had two orgasms and you didn’t have one? Was the purpose of this meeting just to have your firsts, or to meet a longer term sexual and/or romantic partner? I’m not judging, I’m genuinely curious. If it’s the latter and you decide to see this man again (please don’t – he comes of as incredibly unsafe!), enforce the need for protection and, good heavens, you deserve to get off, too!

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