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He had slept with a lot of women in his teens and early 20s, so I loved the idea of doing something with him that he'd never done before.

We talked about it for months before finally going through with it. It wasn't really planned, but one night after we both had a couple of drinks, we started hooking up in my bedroom, and he whispered in my ear, 'Should we try it?

We slathered ourselves in lube—I'd always heard that you need to use way more than you think you do—then had him enter very slowly, like, centimeter by centimeter, in the doggy position.

Within about five minutes, he was pretty far inside, and it felt like nothing I'd experienced before—a fullness that made me feel like I'd never had sex before.

What made the whole thing that much better was how he kept asking if I was okay and the look of sincere and utter pleasure on his face, as if he was having an otherworldly experience, too.

We made a ton of eye contact—I liked turning my head and watching him lose himself to the pleasure—and we kissed a lot as he got close to coming. Despite my nerves, I actually orgasmed, too I rubbed my clit to put myself more at ease.

It was the most intimate night of my life. We did it a handful of times after that on 'special occasions' I have a fear of stretching out, ha , and all were amazing, but none can compare to that first-time feeling.

Speaking of orgasms, there's a lot you might not know about them Fortunately, I enjoyed myself and had a positive experience overall.

I began to realize that I liked the feeling and got pleasure from it. Now in my current long-term relationship, it's one of the activities in the rotation.

Most important, you need to properly warm up. Just like a vagina, it is easier and more pleasurable when the hole is ready to go. Proper foreplay is essential—bring in lube, fingers, mouth, toys, whatever you prefer.

It could take more time than vaginal sex. I think of anal as the second course, because it's better once you're already excited and feeling great.

My advice is to trust your body, and if you feel up for it, go for it! I was incredibly comfortable with him, but using lube would have made it a more pleasant experience for both of us, since there is no natural lube.

I would recommend doing it with someone who you feel comfortable with because it definitely is a much more vulnerable area.

We were in a place where we were comfortable with each other and eager to explore more, so one day, we tried it out of curiosity.

I did some research beforehand just to make sure we would both be safe and comfortable doing it. The first time we did it, we used a generous amount of lube and made sure to prepare first.

It was definitely interesting for both of us and something neither of us had done before. After that we only tried it one more time, and we ultimately decided it wasn't something that we wanted to continue doing.

It was more special doing it with my partner rather than a random hookup, because I felt safe and comfortable throughout all of it.

But if you're not and you do it nice and slowly, it's euphoric. It's different from regular sex because it feels like he's going way deeper. Anal doesn't help me orgasm more easily, though.

We maybe do it once every couple of months. There's nothing fun about it for me. It's not that it's painful, it's just mildly uncomfortable and really not my thing.

The guy I was seeing wanted to do it, and I was resistant but eventually gave in. He tried to put it in, but it just hurt too much. No one is going to force you to try anal, but there are a few compelling reasons to give it a go:.

Just like with any other type of sex, you have to take precautions to keep yourself safe during anal. You can transmit STIs through anal sex.

In fact, transmission rates are higher for anal sex than for most other sexual activities, since anal tissues are sensitive and susceptible to microtears.

The good news is that pregnancy is clearly not a concern. The hygiene factor is one of the biggest reasons people tend to shy away from anal sex.

But the key word here is traces. Here are some steps you can take to keep things as clean as possible:. Most anal virgins are bound to be a little nervous at first, so give yourself plenty of time to get aroused.

Lube is non-negotiable for anal sex. Lube will also prevent painful tugging and tearing of the skin. Put lube directly on the asshole itself, and onto the penis or condom.

Use a lot. Trust us. Dictating the pace and depth of penetration will minimize pain and ease any lingering nerves.

One of the best positions for first-time anal is doggystyle. Johnson and Michaels love face-to-face anal for the toe-tingling intimacy it provides.

Jess agrees. Still want to change things up in bed? Our sex position bucket list has all sorts of moves to try:.

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