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Unless the stars align in a very fortuitous way, your first time is likely to be a bit awkward. But with the Guyliner's advice and points to consider, you'll have the best version of a formative experience. Driving lessons, cooking a meal, karaoke — practice makes perfect.

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Losing your virginity is a big deal for some people. Not just the idea that they want to lose it at the right time, but even the idea that they need to lose it in the first place. But when exactly are guys really losing their virginity?

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Despite what you see on TV and in movies, having sex for the first time is rarely romantic, pleasant, or sexy. Sure, it can be—in theory. It was with my boyfriend on our one-year anniversary.

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Does it have to be vaginal? But by any definition, I must be a supervirgin. Even hand holding this is what they mean by doing the sex, right?

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I suspected that a world of sexual pleasure existed just beyond my grasp and if I could just lose my pesky virginity then I could revel in its carnal delights. Was this going to hurt? Should I put towels down?

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Below, comedians, entertainers and other funny people on the web share the funniest things that happened during their first time. We went to his dorm, I got my cherry popped, it was fine, mission accomplished. Leaving his dorm the next morning I realized I had no idea what his name was and had to try to find it using the campus directory for that building.

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Your first time having sex can be the subject of a lot of excitement, but it can also carry feelings of fear or anxiety. Mostly, though, it's hard to imagine what it will actually be like when it happens. For many of us, the only conception we have of our first time is what we see in the movies, but those portrayals don't very often get it right — especially when it comes to the first time.

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It is up to each individual when they would like to have sex or not! What is wrong is when your opinion of when to have sex is forced on someone else'. You ask.

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But does that still hold true when you lose it at a shockingly young age? And how does doing so affect the rest of your life? We asked three men it happened to.

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Yet for most of us, the first time is, well, awkward emotionally, logistically, spiritually, etc. It ended up getting out of hand with over people showing up. Since it was her first time, she bled everywhere.

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