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Search Results for: anal sex

Anal 101 for Heterosexual Couples

Over the years, quite a few friends have asked me about anal sex. What does it feel like? What are my tips for trying it out? I am obviously very open about my sexuality, and I view myself as an Anal Ambassador of sorts. So, I developed an Anal 101 Spiel for my friends. Several […]

Posted in Breast Cancer, Love, sex, Stef Woods on February 2, 2009 by admin. Leave a comment

The Pain of Anal

Question: My boyfriend is very big. I started to try anal, but it really hurt. What should I do, City Girl? Answer: Communication and patience are your friends! This is why I don't recommend having casual anal sex. If you are in a relationship with someone, you should be able to talk about things openly […]

Posted in sex, Stef Woods on June 7, 2012 by admin. Leave a comment

Is it sex?

How do you define sex? I’ve written about this topic before, and I acknowledge that my definition has been very heteronormative. I’m a straight female who has only had sex with male partners. I consider it sex when there’s penetration vaginally or anally, but I don’t consider it sex when I give or receive oral […]

Posted in sex, Stef Woods on April 1, 2012 by admin. Leave a comment

The Anal-Loving Joneses

You don’t do anal sex?!? All the girls do it now. — Statement made to a recently divorced woman from a guy she had started dating When a friend of that woman relayed that comment to me, I rolled my eyes and shook my head. Me: I hope she responded that ‘All guys aren’t going […]

Posted in dating, Love, sex, Stef Woods on November 3, 2011 by admin. Leave a comment

The intimacy of anal

I have been frequenting L2 Lounge quite a bit recently. When people ask what I do (which is usually the first question that people in DC ask of each other), I mention that I'm an attorney and a blogger. The following is representative of the conversation that ensues: Q: What do you blog about? A: […]

Posted in Love, relationships, sex, Stef Woods on February 3, 2010 by admin. 1 Comment

Anal play for the straight guy

An Arlington Boy Guest Post: Months ago, I emailed City Girl with a burning question. I read some of her comments about anal sex and, as a result, was honestly curious about anal self-pleasuring and wanted some good advice on going about trying it out for myself. She gave me some absolutely incredible tips, and […]

Posted in Product Reviews, sex, Stef Woods on January 6, 2010 by admin. Leave a comment

Sex in the shower tips

A comment from one of blog friends got me thinking about how I have sex in the shower…logistically. Yes, there are space constraints, running water and slippery surfaces to contend with, but sex in the shower can work. In fact, sex in the shower can be incredibly hot and a welcome change of pace from […]

Posted in sex, Stef Woods on January 3, 2010 by admin. Leave a comment

An anal query

One of my favorite bloggers sent me a great question via comment in response to my Anal 3.0 post: I am a man and have no interest in anal sex. Does this make me a prude? How should I discuss this with a woman who really enjoys it? His question made me think about the […]

Posted in sex, Stef Woods on November 24, 2009 by admin. Leave a comment

Anal 3.0: The Back Story

After writing my previous posts about anal sex, I've received several questions about the topic. Here are some of my thoughts to those questions, as we delve into the back story about anal:* 1. Will it hurt? Yes, of course. It's not exactly like putting a square peg in a round hole, but there's a […]

Posted in sex, Stef Woods on November 18, 2009 by admin. Leave a comment

When sex hurts

Two friends recently approached me with almost identical questions about what to do when sex is painful: I have endometriosis and having sex hurts. I don't even really like having sex because it's so painful, but I try to do so every now and then. If I don't keep my husband happy, I worry that […]

Posted in Love, sex, Stef Woods on October 28, 2009 by admin. Leave a comment

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