My First Time Was Really Awkward. Now What?

Dear Heather,

My boyfriend and I attempted to lose our virginity today… and it was a little rockier a process than we had initially anticipated! When he tried to go in, it wouldn’t go in past the tip and even then it’d keep slipping out. In addition to not getting to really feel it that much, I became distracted by trying to help him get it in that I couldn’t enjoy it much.

I felt really embarrassed about this and although he reassured me that he loved it anyway, and the reason for the difficulties was probably due to the lubrication on the condom and the cramped position the couch put us in — I’m not really convinced. I was also confused because I was super wet when we did it and the condom was lubricated… yet that only seemed to worsen the slipping.

I can’t help but feel like I screwed up our first time somehow and it’s made me kinda depressed. Also I’m not even sure to consider myself a virgin or not cause it didn’t go in all the way…

It sounds like your first time was really, really — normal! Even though sex looks easy and awesome in the movies and on TV, in real life, it can be awkward, confusing, and pretty messy. It’s all part of the fun, and it’s totally okay.

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You should really accept and believe that not having the “perfect” first time is not at all your fault. I’d actually say this was a much better experience than a lot of gURLs have. Think about it: you wanted to do it; you used a condom and were safe about it (yay!); you were with a person you felt comfortable with who didn’t make you feel pressured, and who later reassured you that everything was fine (he sounds like a great guy, by the way); and it didn’t hurt. Be proud of yourself, not depressed, about what happened!

For more success next time around, try relaxing yourself as best you can, especially your pelvic muscles. A cramped couch might not be the best place if you require a some space to get cozy — find someplace private and comfortable for the both of you. This will help him get inside of you easier, and will allow you to enjoy the experience. Even though the lubrication can make things slip and slide, it’ll make things feel great once he’s inside of you. You could also use a non-lubricated condom — it just might make things a little painful if you’re not wet enough. Go slowly, communicate before and during the sex, try out different positions, don’t just focus on “getting there” and instead keep your energy and thoughts on how amazing it feels to be intimate with your partner.

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Feel free to giggle and laugh at the situation — it’s totally allowed during sex. If you find that you’re still not ready when you try again, take some time off to build up your confidence. This won’t be the last time you get to have sex in your life. The more pressure you put on the situation, the more likely you’ll let yourself down.

And as I’ve said before: Virginity is a state of mind. There’s no real definition of it. If you still feel like you haven’t officially done it, then sure, consider yourself a virgin. Totally up to you.

Let me know how it goes, okay?

WDYT gURLs? Was your first time anything like this? How did you make it feel better the next time? Share your stories and advice below!

take care,
heather

What’s on your mind? Heather can help! Send her your question at heather@gurl.com.

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Posted in: Help Me Heather, Love Advice, Sex, Sex, Virginity
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70 Comments

  1. avatarsxyangelbabe says:

    LOL, its always awkward the first time. yes that can be a problem. I lost my virginity when I was turning 13.He was a lot bigger. THICK! and he was worried it might hurt me. He used a whole load of lube, squirted some inside me and also on his penis. To stop the slipping which kept happening, he put a pillow under my butt and asked me to hold it in position and he made me keep holding it like that till he forced it in and kept pushing it in deeper. It didnt really hurt because i was so horney by then and I was so turned on. I did feel myself stretch, I kept rubbing my clit while he was doing it. It was fantastic. I was a bit sore later but not at the time he was pushing it into me.
    So yeah it can be awkward but it will get better with time. Dont be too anxious. Being relaxed helps.

  2. avatarBETH WRIGHT says:

    HI MY NAME IS BETH I HAVENT HAD SEX YET BECAUSE I DONT KNOW HOW TO. AND I LIKE WOMEN AND NOT MEN. I ‘VE BE IN A GOOD RELATIONSHIP WITH THIS GREAT PERSON FOR ALMOST FIVE YEARS NEXT MONTH. AND WE HAVE TALKED ABOUT HAVING SEX WITH EACH OTHER BUT SO FAR WE ANT HAD IT YET WE BOTH ARE WAITING FOR A GOOD TIME TO DO IT.

    P.S JUST A LITTLE REMINDER TO ALL OF THE YOUNGER GIRLS AND BOYS OUT THERE DONT HAVE SEX TIL U ARE READY TO. U REALLY HAVE TO BE READY TO FACE THE REAL WORLD SO DONT HAVE SEX AT A YOUNG AGE WAIT TO U ARE 18 YEARS OLD SO THAT U ARE OLD ENOUGH TO MAKE YOUR OWEN CHOOSES TO HAVE SEX AT A YOUNG AGE OR WAIT TIL U ARE OLDER K.

  3. avatarGwen says:

    I had sex for the first time with my boyfriend recently, and it’s exactly how the person above described it, minus the couch. We were both actually laughing that we failed at our first time, but it was still great. Anyways, I’d listen to Heather’s advice- which is how my first time was more on the positive side than the person who wrote the above letter.

  4. avatarEmily says:

    How do sex feels

  5. avatarChyna says:

    Ok so ive been diggin a hole for myself with this lie tht im nt a virgin when infact I am ive been telling it so long everyon beleives me but nw I want to have sex with this guy and im scared that it will hurt or it will be akward and I just dnt knw wat to do I need advixe

  6. avatarfrierson says:

    hey how do you have sex anyway it is so strang

  7. avatarShayene says:

    I have sex with my boyfriend dated back last 2009.. At first, I became nervous and makes me feel discomfort.. But when we did, oh noh I feel like im in heaven.. I do wana finish that evening.. (though we keep on hiding because my boyfriend’s mother might arrived).

    That incident happened again and again and again.. I just soon realize that Im being addicted to him.. oh noh.. am i that too addict? or its just natural to have sex because Im madly deeply in love with my boyfriend.

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