Virgin needs your help

[jakobb123]

Hi all. I'm 20 years old virgin and I want to have sex for first time with my boyfriend which I trust a lot. We've been both tested and we are all clean, so we decided not to use a condom. The problem is it hurts me every time we try.

we tried again today, my bf has a big cock (not the biggest, but its long) and we couldn't do it

I tried to ride him with lots of lube and fingering first, but as as soon as his head is about to enter me, it hurts me so much and we stop. We've tried doggy and missionary, but nothing works. Don't know what's wrong with me. I try to push out and other techniques, but its still hurting me. I've inserted buttplugs shaped objects and 2-3 fingers, but not his dick. He is gentle and slow but we both get frustrated from the situation. What else can I do? We love each other and start very slowly with fingers and everything, but we can't do it

 

[cocksucker4use]

hey jakobb, sounds like you have done everything that I would have advised. If you can get a buttplug and 2-3 fingers in, then the dick should work. Length of your bf's big dick doesn't sound like the issue. In fact, I have taken LONG DONGs pretty easy. Fat one's or ones that are too short, like 5 in actually hurt more cuz they are always poundin at your hole...It's going to hurt. Period. It may even hurt like hell gettin it in. Honestly, I often have this issue. Try bearing it til he pops the head of his dick in; just hold there and get used to his dick inside...once that happens, the sliding of the shaft in and out should feel pretty fucking awesome...Do you jerk yourself and try to sit on it? Just rubbin the dickhead on your hole should feel pretty good if you're jackin and then you want MORE and well, before ya know it, you're fucked. Just try to hang with the initial pain and it should pass in a few seconds. Also, silicon lube is more expensive, but it's the best....

 

[DeadRussianSpaceMonkey]

Get yourself a few different sized Dildo's?

 

[KaraBulut]

If you've been able to take buttplugs and your boyfriend is lubing/loosening you up before taking the plunge, that leaves two possibilities:

1. You're tightening up out of anticipation that it's going to hurt.
2. You have sensitivity to the lube or to latex.

A couple of details not to miss:

1. If you're an inexperienced bottom, it usually does hurt to be penetrated- at least at first. It takes some time for a bottom to learn to relax the sphincter muscles and enjoy the moment. However, what sometimes happens is that it burns when the top tries to put it in and this causes the bottom to tighten up in anticipation of the pain. This can be worked through but it takes time and patience.
2. The other mistake that inexperienced couples make is believing that just because you took a dildo or a dick in the past, that it doesn't take any foreplay to prepare the bottom. Unless you've been throwing your legs up in the air on a regular basis, you should always have your partner insert lubed fingers and toys until you're relaxed. It just takes 5-10 minutes of preparation to prepare an inexperienced bottom and this can be done during a blowjob. By the time you get fucked, you should be well-lubed and nicely relaxed and ready to take anything that comes your way.

 

[jmadaf]

Too bad your under age, a couple of drinks or weed, helps to relax. Try sucking his cock with a butt-plug in your ass, or may be closing your eyes. I used kissing me while he penetrated, I guess thats why I love tongue-kissing more whenever I get fucked. PS. thry try the nipples too. Good Luck.

 

[Samwyn]

Hey, I had something similar to this problem when I lost my virginity and when my bf went away for a month.

Initially you'll find that it's really painful when he puts his dick inside you, but like the others have said, if you're able to take dildos etc then it's not that you can't, it's just how you take it.

Personally, I have one 'direction' that his dick has to go in order for it to feel good, and that's pointing towards my front and entering near the bottom of my ass. I know it sounds weird and complicated, but that's the only way I can describe it. So find out which direction your used to taking something up there and try that. Especially when I'd gone without sex for 5 weeks (rough I can tell you) we put it in, took it out, put it in again until we found my 'channel'.

Ultimately, you've tried everything you can, so just keep experimenting, it'll happen for you eventually, don't worry. But for now, just make the most of everything else...sex isn't just penetration!!

xx

 

[Samwyn]

Also, I would suggest using a condom!!

Not just for the safe sex side of things. But anal sex is messy, especially when you're not used to it. So to avoid your first time being tarnished by having to 'clean up' your bf and you feeling embarassed, use a condom, then you can just take it off and throw it and the mood shouldn't be ruined.
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