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Should I wing it for my first time?

Tagged as: Online dating, Sex, Virginity<< Previous question   Next question >>
Question - (1 May 2012) 8 Answers - (Newest, 4 May 2012)
A male United Kingdom age 30-35, anonymous writes:

I am a 21 kiss less virgin (For an idea on my looks, I am a Mixed Martial Artist (so, fit), 65kg, 5,11. And my face is average if not better).

I have met this girl online (she is 25) and she is really into me, but I haven't said I have never even kissed a girl... she assumes I am some kind of player and really wants to sleep with me... I don't know if I should tell her I am virgin... I think that maybe I should wing it, maybe I don't perform so bad and she doesn't need to know she was my first...

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A female reader, So_Very_Confused United States +, writes (4 May 2012):

So_Very_Confused agony auntif you go visit her for a weekend you do not have to have sex.... just visit and get to know each other.

tell her you want to take it slow...

the second visit you can talk about it...

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A male reader, chris-tier04 South Africa +, writes (2 May 2012):

Bear with me I live in 3rd world country, fml.

Dude that's cool, but do you wanna go?

And do you want to do it with a girl you chat to on the web?

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A reader, anonymous, writes (2 May 2012):

This is verified as being by the original poster of the question

We do more than just type now, we talk and video chat over skype, and yea if I went to see her it would be a whole weekend affair, as in more a date than just going to have sex.

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A male reader, chris-tier04 South Africa +, writes (2 May 2012):

Well that sucks cause social networking and chatting with instant mesaging doesn't really "exist" at all if you know what I mean. You'll say things over instant chat that you would NEVER say in real life.

I guess just meet the girl first over coffee and see if you can face her and talk to her. Though I still advise not to sleep with some random girl.

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A male reader, anonymous, writes (2 May 2012):

Doc H

The "your first time should be special" argument I hear now and again is really boring to be quite honest;

The only 'right way' to lose it is the way YOU think will help you most.

So if you think you need to 'wing it' to fix you problems, you ARE probably right, and can THEN move onto figuring out what the 'right way' is, or what 'special' is to you.

(and yes, that means if you think sleeping with a prostitute or fling first will solve your problems, it probably can)

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A reader, anonymous, writes (1 May 2012):

This is verified as being by the original poster of the question

Thing is I suck at meeting girls in real life... I have no confidence face to face, I get really shy and don't know what to say... Online I have non of that, I am good at being flirty and everything...

I haven't ever been near a girl in any kind of romantic way in real life

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A male reader, chris-tier04 South Africa +, writes (1 May 2012):

Don't you want to get a girlfriend, be in a relationship and make your first time something special with someone special at least?

If you just want sex go fly right in. IF you already have someone special and you tell them your a virgin it means more to them an they will be more accepting and understanding.

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A male reader, CaringGuy United Kingdom +, writes (1 May 2012):

The question isn't so much whether you want to wing it, but whether you really want to lose it this way to a girl you met on the internet. Don't forget, if you've hidden something, she might have hidden something too.

For what it's worth, you'll probably be okay so long as you don't worry so much about your first time performance - as the more you worry, the worse you'll be.

But do think twice about whether you want to lose it this way.

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