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Anonymous09/07/26, 17:19No.34900852Why won't it go in???
So I thought I was finally gonna get laid right. I've been chasing this bitch for weeks and she actually seems to like me. She was over at my place again last night and we started taking off our clothes in my bedroom. We were kissing under the sheets for a while and I started licking her pussy when she decided to let me stick it in. Well I quickly discovered this was harder than it seems, no pun in tended. We tried all the different positions I could think of, missionary, mating press, doggy, prone bone, upright, on the table, legs together, legs spread apart. I changed the angle so many times but I couldn't force myself into the hole. She was really patient with me so we went at it for over an hour before we gave up and she said maybe we'll have better luck next time.
She said she was relaxed and she didn't seem uncomfortable or abnormally tense or anything like that. She tells me she had no trouble with much bigger guys before, so tightness shouldn't be the issue. And it was my first time so I got a little nervous because of my inexperience, when I kept hitting a wall I got kinda flustered.
Now I'm worried she'll think I'm less of a man because I couldn't manage to go in. How do I get over my shame and embarassment and fear of disappointing her a second time to try again?
How on earth does sex actually work? In porn it always looks so smooth and I never thought I'd get stuck at this stage. What positions are the easiest for our first time?

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Replies
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Anon09/07/26, 17:23No.34900864
Are you really thick? Maybe she's not relaxed? Did she wince when you tried to put it in?
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Anon09/07/26, 17:24No.34900869
Sometimes you just hit a weird angle and it's far easier if the girl grabs your penis and positions it, since she know right where the hole is.
But that's something that just happens once in a while, in my experience.
I have no idea how you managed to not achieve penetration.
Where you feeling pain or discomfort?
You simply did not know where the hole was?
Is this post bait?
Where you trying to shove your dick in her belly button?
I'm a bit confused, you could just put her in Doggystyle and see what's going on. It's not that complicated.
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Anon09/07/26, 17:24No.34900870
The hell you mean "it won't go in?" There's a hole, did you try sticking it in the hole?
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Anon09/07/26, 18:00No.34900961
Assuming you're in missionary:
- Gently spread her labia apart to make sure they're not stuck together. (I know that sounds goofy, but sometimes it happens!)
- Take hold of your penis between finger and thumb.
- Line up the tip of your penis with her clitoris, just above the vagina.
- Gently push forward with your hips.
- With your thumb, press the top of your penis shaft downwards (i.e. towards your feet), and then the head should just slip in.
But if you're new to sex, it's a lot easier to ask her to do it!
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Anon09/07/26, 18:01No.34900969
Buy lube. My ex and I were able to go from dry to sex in seconds. You should not need to force and if you do you risk causing injury.
Also, be more patient with yourselves. Sex is 10x more fun without any expectations. You're two naked grown ass adults, that's more than enough to have shittons of fun.
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Anon09/07/26, 18:14No.34900999
>You simply did not know where the hole was?
I mean I think I do? I can literally see it when I look down there but my dick misses it every time..
>it's a lot easier to ask her to do it!
I feel like she wanted me to take the lead so I don't wanna let her down lol.
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Anon09/07/26, 18:20No.34901015
>Now I'm worried she'll think I'm less of a man because I couldn't manage to go in.
If she does, then she isn't worth it.
This is not worth spending your time worrying about
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Anon09/07/26, 18:21No.34901022
Use lube
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Anon09/07/26, 18:26No.34901040
>you weren't hard enough
I feel like I was pretty darn hard though??
>You are aware that you have to guide it in by hand, right?
yes I did that!
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Anon09/07/26, 18:45No.34901112
If she actually likes you, it will be fine
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Anon09/07/26, 19:22No.34901257
I don't think she deserves to be called "bitch" for all of the patience she had with you
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Anon09/07/26, 21:06No.34901618
>no trouble with much bigger guys before
kek
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Anon09/07/26, 22:52No.34901931
I always just grab my dick with my hand and go up and down and part the lips and it also naturally lines the head and then on an upstroke just let it slip in. Makes me hard just thinking about the process.
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Anon09/08/26, 02:12No.34902381
actually remember my first tme
it was pretty hard to get it in actually
especially if the girl has hips that angle away
you kinda want to make sure she has her legs spread and kinda rises her hips in that casealso, if she didn't help out by guiding it with her hands then that's just her fault not yours
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Anon09/08/26, 02:56No.34902464
>we always to praise openness and honest communication
Only libtards would say that. Clearly some things are best left unsaid.
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Anon09/08/26, 03:15No.34902506
am girl
so even if a girl is turned on and relaxed, the vaginal opening can be a tight at first. it's a muscle after all, so it definitely can take effort sometimes and especially so if she hasn't done anything penetrative in a while. spreading her labia minora and using a little bit of lube helps a lot. instead of trying to shove your entire dick at once guide the tip with your hand on your shaft and do shallow thrusts to warm her up. or fingers first, duh. if it comes down to it you can ask her to bear down which will help expand the vagina
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Anon09/08/26, 03:24No.34902514
I have the opposite problem OP my girl is really tight at first but after working with my fingers she gets really wet and loosens up, and since I am a dumbass who did deathgrip masturbation for a while my dick is kinda numb so I can't feel a whole lot. Whereas I fucked some black girl who wasn't as wet and I came in 5 minutes. But also her pussy might have a different shape or something. I feel bad because the asian chick I'm dating now I can't cum with her but she's such a great girl. And I could never cum with my ex-gf but she was fat and loose and this skinny jeeta I banged was pretty tight but she made me wear a condom so I couldn't cum.
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Anon09/08/26, 03:53No.34902579
>u wanna fuck
LMFAO.
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Anon09/08/26, 05:43No.34902723
>she had no trouble with much bigger guys before
>our first time
Who's gonna tell him?

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Anon09/08/26, 06:13No.34902750
>She tells me she had no trouble with much bigger guys before

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Anon09/08/26, 07:24No.34902793
fuck I didn't even know sex could be this hard I hope I don't manage to mess it up this bad in my first time, I'm trying to get away with pretending I'm not a virgin. I mean I thought I knew what to do, with all the porn I see, but maybe not. fuck guys I might miss the hole.
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Anon09/08/26, 07:55No.34902832
Did she use her hand to try to put your penis in her vagina?
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Anon09/08/26, 10:29No.34903064
she's purposely blocking you.
100% she's trying to play you. you can't have sex with her unless its rape if she's like this there is no point to even try.
hope you didn't waste money on her up to this point because if you did you got scammed.you can't see shit in doggystyle. also it's easy for her to block you by in this pose. usually you have to go out of your way to get her to position herself properly since they always try to be as uncomfortable as possible.
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Anon09/09/26, 07:38No.34905938
Can't believe nobody has asked this yet, but are you circumcised? The foreskin naturally creates movement that makes it easier to go in.
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Anon09/09/26, 21:18No.34907520
if there hasn't been any piv in a while and she doesn't finger herself for masturbation the vagina can become really tight. in this situation you might need up to 30 mins of foreplay to make it easier. but if you have sex the next day again you'd notice it's much easier suddenly.
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Anon09/09/26, 23:42No.34907837
first of all don't call her a bitch if she was patient with you. just the basics.
second of all, sometimes its easier if she gets on top. last time i had sex with a virgin he couldn't get it in either so i had him lay down and got on top. in my case he couldnt get it in because he was a virgin and i was really tense because i liked him a lot.
maybe try some foreplay with her? get a taste of that kitty and put your fingers to use to relax her? maybe get her to come once before putting it in. that usually helps. or maybe try lubricants. have fun.
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Anon09/10/26, 04:19No.34908420
sometimes women can get something called vaginismus, its abnormal tightening of the vaginal muscles! it's involuntary, and maybe she should go get checked out by a doctor
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Anon09/11/26, 05:04No.34911283
Any updates anon?