FIRST TIME ANAL

Hey, I’m a guy and looking into trying anal with my girlfriend. She’s definitely interested, but neither of us want to force it and cause her any pain that can be avoided. She said she would be ready for a little pain when push comes to shove, as it might take time getting used to the sensation, but we want to minimize it if at all possible. Can you give me some tips to help start us off and maybe give me, as a guy, some tips to really help soothe her and help her out?
– Anonymous

GO. AS. SLOWLY. AS. YOU. POSSIBLY. CAN.

That’s numero uno. The first time is always the hardest and it does hurt in the beginning and she will be sore as hell afterwards, but if you do it right, it won’t hurt nearly that much and after the first time, it gets easier. I’m glad you’re asking about it because that really shows that you want to do the best you can for your girlfriend. 🙂

Here are some basic guidelines to anal. I’m going to direct the tips to girls and what they can do. You can either have your girlfriend read this or suggest these things to her.

1) RELAX. Spend a few minutes relaxing your mind and your entire body. You can also relax your anal muscles – which would help you so much! Try tightening them by squeezing your butt muscles and hold for a few minutes, then release. Do this a few times and you’ll start to feel more of what it is you need to relax.

2) LUBE, LUBE, LUBE, AND MORE FUCKING LUBE! You seriously cannot use too much lube when it comes to anal. You don’t have any natural body juices helping out here so this is extremely important. The more lube you use, the more comfortable and enjoyable it will be. Use a water-based lubricant. The skin naturally absorbs and it dries up a little more quickly than the others, but that’s why it’s the safest form to use. You don’t want to risk infection because cleaning out the ass is more difficult. So water-based lube and lots of it!!! Keep it close by in case you feel like you need more during!

3) Before going right to it, start off by using a finger to get your anal muscles to relax and open to the intrusion. Slowly insert more fingers as it becomes more comfortable for you. Rimming is also a good idea (tongue fucking your ass). The anus has a concentration of nerve endings and can be an erogenous zone for some women. So the more gentle finger play and stimulation you have there, the better intercourse will feel.

4) Communicate! Talk to your partner about your fears or desires for anal sex. Continue to communicate when first trying anal sex by letting your partner know if it hurts or if you would like him to move more slowly or more quickly. It is important that you feel comfortable so don’t be afraid to talk to them about it! Just biting your pillow is NOT going to help you here. If you’re willing to try this in the first place, then you need to be in a position where you feel comfortable directing your partner in exactly what you need. Never force anything. This is all about easing into it at the pace that YOU need.

5) Women—you stay in control! Especially the first time you are trying anal penetration, it is good to be in control of your man’s dick so that you can guide it at a pace and pressure that you are comfortable with. Take your time in getting it in. This is also good because the lining of the anus is very sensitive, so pay attention to your body and stop if it is too painful. Some good beginning positions for when trying anal sex are missionary, doggie style, and laying on your side with your partner behind you on his side. These positions are the best because your anal muscles relax more easily in them. Men, you need to be on your toes and listen to your partner. Follow their cues without question. If you don’t listen, you risk hurting them and causing real damage to their body. So be extra aware of everything that you’re doing!

6) It WILL be uncomfortable at first, though the pain should not be overwhelming. If it is, stop, and keep using foreplay until you’re ready to try again. Real pain, pinching, intense discomfort, are all signs that you haven’t fully prepared your anus for penetration so you need to keep working on it. Don’t hold your breath when you feel the discomfort – breathe through it. Men, you can help to remind your partners by gently encouraging her to breathe. Whisper it in her ear, be reassuring, touch her, talk to her – just stay in constant communication so she doesn’t feel like she’s in this place of discomfort alone and you’re just there to fuck her ass.

7) Be safe! Shower before and after, taking extra care to clean down there. Do not go from ass to pussy, it can lead to infection or complications. Always use a condom! (That’s not even just about safety, it’s provides extra lubrication and it’s easier to slide in and out…) If you try anal and want to switch to pussy again, discard that condom and put on a new one to minimize the risk of infection.

8) Stimulating both your ass and your pussy will maximize your pleasure. Either have him finger your pussy or maybe even bring a vibrator in and use that while he’s playing with your ass. It feels great for BOTH partners! It’s important not to forget your clit and your pussy in general just because you’re focusing on anal sex. It all works together! Most women can’t climax just from anal so that’s why you need both.

9) For those receiving, it’s ideal to make sure you use the bathroom to empty all contents before starting. It’s rare, but it happens, so try to avoid any messy situation with a quick trip to the bathroom.

Okay, so some particular advice for guys…

Don’t do what you’ve seen in porn. NEVER. I beg of you. Porn is the worst model you can use for sex. In most porn, you see a guy just ram it home in one shot. NEVER DO THIS. It will not only hurt your partner, but it’s also a mood killer and major turn off. You need to gently ease into her. If she tells you it’s too much, either stop where you are or pull out completely (depending on what she’s asking).

– When it comes to anal, you’ll be pushing in a little, then stopping, pulling out, try some fingering again, then go back and ease in a little more. It can be frustrating for you, I know, but you will hurt your partner if you do anything overzealous in the beginning. You can cause tearing and bleeding and your partner will NOT want to try it ever again. So patience is your best friend. Think of this as fun, not as some frustrating thing where you can’t just get into her already! Play around with it, enjoy the new sensations, listen to your partner, and you’ll be making both of your experiences very enjoyable!

– The best way for women to enjoy anal is to orgasm at least once before trying it. So try getting her off with oral sex (you can also start slipping your digits up the other way to begin preparing her – massage her anus first and then gently insert a finger). Women also prefer having regular intercourse before switching to anal. So have sex, make sure she orgasms, and then for the next round, that’s the best time to try anal. She’ll be aroused, ready, and relaxed – which is key! Jumping straight to anal without anything else is a bad idea and you’ll likely be rejected.

– I can’t stress this enough, listen to your partner. Do what they ask you to do. If you get too eager and go too fast before they’re ready, you’ll hurt them and the chances of them wanting to try anal sex again are slim to none. So do what you have to do to mentally prepare yourself to be patient and understanding. If your partner doesn’t enjoy it after the first time, then you need to respect that. Anal sex isn’t for everyone. Some people love it, others do not. Never pressure your partner into doing it again if they don’t want to or make them feel guilty for not wanting it. Respect their wishes. There are many…many…many different ways to explore and have fun with sex that doesn’t involve anal. So don’t be so disappointed! You’ve got plenty more to try!

Hey, I’m a guy and looking into trying anal with my girlfriend. She’s definitely interested, but neither of us want to force it and cause her any pain that can be avoided. She said she would be ready for a little pain when push comes to shove, as it might take time getting used to the sensation, but we want to minimize it if at all possible. Can you give me some tips to help start us off and maybe give me, as a guy, some tips to really help soothe her and help her out?

GO. AS. SLOWLY. AS. YOU. POSSIBLY. CAN.

That’s numero uno. The first time is always the hardest and it does hurt in the beginning and she will be sore as hell afterwards, but if you do it right, it won’t hurt nearly that much and after the first time, it gets easier. I’m glad you’re asking about it because that really shows that you want to do the best you can for your girlfriend. 🙂

Here are some basic guidelines to anal. I’m going to direct the tips to girls and what they can do. You can either have your girlfriend read this or suggest these things to her.

1) RELAX. Spend a few minutes relaxing your mind and your entire body. You can also relax your anal muscles – which would help you so much! Try tightening them by squeezing your butt muscles and hold for a few minutes, then release. Do this a few times and you’ll start to feel more of what it is you need to relax.

2) LUBE, LUBE, LUBE, AND MORE FUCKING LUBE! You seriously cannot use too much lube when it comes to anal. You don’t have any natural body juices helping out here so this is extremely important. The more lube you use, the more comfortable and enjoyable it will be. Use a water-based lubricant. The skin naturally absorbs and it dries up a little more quickly than the others, but that’s why it’s the safest form to use. You don’t want to risk infection because cleaning out the ass is more difficult. So water-based lube and lots of it!!! Keep it close by in case you feel like you need more during!

3) Before going right to it, start off by using a finger to get your anal muscles to relax and open to the intrusion. Slowly insert more fingers as it becomes more comfortable for you. Rimming is also a good idea (tongue fucking your ass). The anus has a concentration of nerve endings and can be an erogenous zone for some women. So the more gentle finger play and stimulation you have there, the better intercourse will feel.

4) Communicate! Talk to your partner about your fears or desires for anal sex. Continue to communicate when first trying anal sex by letting your partner know if it hurts or if you would like him to move more slowly or more quickly. It is important that you feel comfortable so don’t be afraid to talk to them about it! Just biting your pillow is NOT going to help you here. If you’re willing to try this in the first place, then you need to be in a position where you feel comfortable directing your partner in exactly what you need. Never force anything. This is all about easing into it at the pace that YOU need.

5) Women—you stay in control! Especially the first time you are trying anal penetration, it is good to be in control of your man’s dick so that you can guide it at a pace and pressure that you are comfortable with. Take your time in getting it in. This is also good because the lining of the anus is very sensitive, so pay attention to your body and stop if it is too painful. Some good beginning positions for when trying anal sex are missionary, doggie style, and laying on your side with your partner behind you on his side. These positions are the best because your anal muscles relax more easily in them. Men, you need to be on your toes and listen to your partner. Follow their cues without question. If you don’t listen, you risk hurting them and causing real damage to their body. So be extra aware of everything that you’re doing!

6) It WILL be uncomfortable at first, though the pain should not be overwhelming. If it is, stop, and keep using foreplay until you’re ready to try again. Real pain, pinching, intense discomfort, are all signs that you haven’t fully prepared your anus for penetration so you need to keep working on it. Don’t hold your breath when you feel the discomfort – breathe through it. Men, you can help to remind your partners by gently encouraging her to breathe. Whisper it in her ear, be reassuring, touch her, talk to her – just stay in constant communication so she doesn’t feel like she’s in this place of discomfort alone and you’re just there to fuck her ass.

7) Be safe! Shower before and after, taking extra care to clean down there. Do not go from ass to pussy, it can lead to infection or complications. Always use a condom! (That’s not even just about safety, it’s provides extra lubrication and it’s easier to slide in and out…) If you try anal and want to switch to pussy again, discard that condom and put on a new one to minimize the risk of infection.

8) Stimulating both your ass and your pussy will maximize your pleasure. Either have him finger your pussy or maybe even bring a vibrator in and use that while he’s playing with your ass. It feels great for BOTH partners! It’s important not to forget your clit and your pussy in general just because you’re focusing on anal sex. It all works together! Most women can’t climax just from anal so that’s why you need both.

9) For those receiving, it’s ideal to make sure you use the bathroom to empty all contents before starting. It’s rare, but it happens, so try to avoid any messy situation with a quick trip to the bathroom.

Okay, so some particular advice for guys…

Don’t do what you’ve seen in porn. NEVER. I beg of you. Porn is the worst model you can use for sex. In most porn, you see a guy just ram it home in one shot. NEVER DO THIS. It will not only hurt your partner, but it’s also a mood killer and major turn off. You need to gently ease into her. If she tells you it’s too much, either stop where you are or pull out completely (depending on what she’s asking).

– When it comes to anal, you’ll be pushing in a little, then stopping, pulling out, try some fingering again, then go back and ease in a little more. It can be frustrating for you, I know, but you will hurt your partner if you do anything overzealous in the beginning. You can cause tearing and bleeding and your partner will NOT want to try it ever again. So patience is your best friend. Think of this as fun, not as some frustrating thing where you can’t just get into her already! Play around with it, enjoy the new sensations, listen to your partner, and you’ll be making both of your experiences very enjoyable!

– The best way for women to enjoy anal is to orgasm at least once before trying it. So try getting her off with oral sex (you can also start slipping your digits up the other way to begin preparing her – massage her anus first and then gently insert a finger). Women also prefer having regular intercourse before switching to anal. So have sex, make sure she orgasms, and then for the next round, that’s the best time to try anal. She’ll be aroused, ready, and relaxed – which is key! Jumping straight to anal without anything else is a bad idea and you’ll likely be rejected.

– I can’t stress this enough, listen to your partner. Do what they ask you to do. If you get too eager and go too fast before they’re ready, you’ll hurt them and the chances of them wanting to try anal sex again are slim to none. So do what you have to do to mentally prepare yourself to be patient and understanding. If your partner doesn’t enjoy it after the first time, then you need to respect that. Anal sex isn’t for everyone. Some people love it, others do not. Never pressure your partner into doing it again if they don’t want to or make them feel guilty for not wanting it. Respect their wishes. There are many…many…many different ways to explore and have fun with sex that doesn’t involve anal. So don’t be so disappointed! You’ve got plenty more to try!

i want to ride my bf but i am a little bit scared because i don’t know how to make him penetrate in me ://

Grab hold of him with one hand while you lean forward with your other hand on his chest to support yourself, line him up, and then sit down. It takes practice to find a rhythm where he’s not always slipping out of you, but you’ll catch on quickly! 😉

Don’t be scared. Remember, he’s had to do this for you and you have more knowledge about where things go and what feels good for you than he does! He went in blind, but you have the advantage here. Own it!

This is what you want so woman up and do it! This is one of those moments where you need to jump in with both feet instead of torturing yourself by going down the ladder step by step.

Get up there and stop overthinking it! It’s all going to come together. I promise.

I don’t know who else to go to about this so I hope you don’t mind my asking you. I have had sex. Several times. I have a really high sex drive but… I think there’s something wrong with me? It hurts… a lot… Every single time. Nothing helps. Lube, additional prep, nothing. And it doesn’t feel good. At all. It just hurts. In fact, I’ve only ever been able to orgasm through masturbation and even that has to stay external. What’s wrong with me? Do I need to see a doctor?

I would definitely see a doctor. I would say maybe your partner(s) are being too rough with you, but you said that even when masturbating, it has to remain external, so yes, book an appointment with your doctor ASAP to figure out what’s going on!

The sooner the better so figure out the problem, fix it, and you can start enjoying sex!

I’m an 18 year old girl and I’ve gone down of guys before but we always get interrupted before he finishes. But I don’t even know what to do when he does cum. Do I spit or swallow or? I just need some advice.. Thank you!

That’s your choice! Think about what you’d be comfortable with. A lot of guys prefer it when you swallow because they like being in your mouth until the very end and it’s also really hot for them to watch you.

You can swallow, you can take it and then spit (some of it does accidentally go down your throat though and you actually taste more of it because, with spitting, it swirls around in your mouth for a longer period of time), or you don’t have to take any of his cum at all!

If you’re not comfortable with it then DO NOT SWALLOW. You don’t have to, it’s not a requirement, and your guy will be perfectly fine with it.

Just discuss it with him before you start and make sure that he knows to pull away and finish himself off (or you can do it with your hand) into a tissue or somewhere on your body, whatever you want.

Test the waters. Try actually getting the point of climax with him (no swallowing, he jerks off onto something else) and after you’ve seen it the first time, decide whether or not you would mind having him cum in your mouth the next time. If you don’t want to do it, don’t do it. It’s that simple. Just communicate that with your partner and make sure he’s on the same page so there are no “surprises”…

How do you masturbate using a pllow? I tried it once and I never climaxed.

Both anons…try something else.

I’m a virgin and i’m always horny. I’ve been masturbating since i was 14 and now i’m 17. I’ve never had a boyfriend nor any guy that i can mess around with. After masturbating, i’m still horny. What should i do about this?

Being horny is a part of life. You can’t just not be horny. You have an active sex drive, all your hormones are working just right. Keep masturbating. It’s only a means to help with horniness, it usually doesn’t satiate you completely.

When you find a boyfriend, you’re going to be extremely happy to have the sex drive that you do. 😉 Just hang in there!

Okaay, so. I need some advice. I’m on my period, and im seeing my boyfriend tomorrow. I use tampons, but I tend to leak sometimes. (I use pantie liners, but sometimes it STILL bleeds through.) We plan to make out like a lot, like we usually do. (Usually me straddling him, you know) but I’m reallyy scared that it’ll bleed through. And that would be really embarrassing. Am I just over thinking? or what should I do?

You’re overthinking. It’s really not that big of a deal.

However…you can wear an actual pad instead of just thin panty liners for extra protection to make you feel more secure. For your tampon, I suggest you use size Super Absorbency or Super Plus if you have problems with bleed through. Change it right before you start making out with him. If you’re bleeding through a pad AND your tampon within 4 hours, then you might want to discuss this with your doctor. ‘Cause that’s not typical.

Do you consider receiving oral sex as losing your virginity

It depends. I think oral is a very intimate sexual act that someone is performing on you. It really all comes down to what you feel and how you look at it. Personally, I don’t think penetration is the be all, end all defining sex act that means you’re no longer a “virgin”.

If having a penis inside you is the only way to end your “virginity” then there are a HELL of a lot lesbians out there that are still virgins despite having multiple partners for years… It’s all in your personal perspective. What line would you need to cross to no longer consider yourself a virgin?

And is it really that important to make the distinction? Virgin, not a virgin, half a virgin, whatever! You’re engaging in sexual activity. That’s all.

ohmygod. my bf just came home from vacation a few states away yesterday and today we were making plans to hang out and have some fun,only now that today has started&our plans arent until the afternoon,i can feel my period cramps coming on&i feel like its about to start. i dont know if it will,because im not usually due for another 2 days but at the same time periods arent really an exact science. fuck! and i just got some new cute lacy undies&bra for tonight.. :( &the worst part? theyre white-.-

Definitely forgo the new lingerie – save them for another time when you’re not risking destroying them. It’s not worth it.

Do you use a condom when you have sex? (I hope you do!) If you do, then go right ahead with the plans for today. Getting cramps doesn’t mean it’s going to happen tonight and if it does, the worst thing that could happen is that you’d have to stop.

Is it you or your boyfriend that would be opposed to have sex while on your period? Might be a good time to talk about it?