Mar 232011
 

Evoë under coverNo matter how sexually experienced and jaded I may get, there is one taboo I’m likely to hold onto. Anal sex. I don’t have any problem doing anal play on someone else. I’m not squicked out. It doesn’t seem weird. However I generally freeze up over the thought of anyone touching my asshole. Yet there’s still this deep sexual longing. Yesterday, I just wanted to take it in the ass.

My reservations about anal sex have to do, in part, with negative experiences early on in my life, but that doesn’t really explain it. I’ve had bad experiences with oral sex, but I love to suck cock and it feels totally normal. No, anal sex has the feel of a taboo to it – forbidden and shameful. I’m one of those people who can’t even poop in a public restroom, let alone permit my lover to lick my asshole. Anal sex is just dirty! And doing a dirty sex act is pretty fucking hot.

I guess yesterday I was just in the mood. I wanted Harold in every way possible, to be filled, to give myself and to be thoroughly taken. I needed to be bad, to push myself past my comfort zone. Asking Harold to fuck me in the ass felt so wanton and wild. Of course, I had to talk him into it. He couldn’t believe that I would really want anal sex. I’m a wicked woman.

We made it part of our love-making, mixing bits of anal play in with oral sex and crushing Harold’s balls in a vice and making out and generally grunting and pushing at each other in an animal way. Despite my taboos, it started to feel pretty natural. I like the feel of Harold’s lubed finger sliding in and out of my asshole. And then the vibrator. It’s no different than anything else we do.

When we reached the point in our love-making where penetration would normally happen, we fumbled around a bit, but finally managed to get Harold’s lubed cock into my ass. He hasn’t done a lot of this, so I needed to ask him to slow down. I had a brief moment on the brink of freak out where I wasn’t sure this was going to work. I relaxed and made myself think about being open and receptive. And then everything was fine. Better than fine! Harold held onto my hips and fucked my ass. It felt amazing. Fantastic. And soooo dirty. Harold was rubbing my clit at the same time, but the angle was difficult so I offered to take over. The erotic charge was building. I was so close to coming and I could tell that Harold would come if I did. But I couldn’t quite get there. My cunt felt empty and lonely. I clearly need double penetration!

Do you take it in the ass?As good as the anal sex felt, I wanted to be fucked in the usual way. The problem with going from anal to vaginal is that you don’t want fecal matter near the vagina where bacteria could cause infections. So we cleaned up with what we had on hand – which, I am embarrassed to say, was Windex and paper towels. The important thing is that we were able to continue fucking.

This was maybe the 5th time in 10 years that I’ve had anal sex, the second time ever with Harold, so it’s clearly not a huge part of my life. I’m happy to be working through any issues I have with anal penetration because I hate having artificial limits. I don’t mind anal play staying taboo. It’s fun to play with that energy and so few things truly feel taboo for me any more. I want to be able to be a dirty girl from time to time. But I still wouldn’t let him lick my asshole. No way.

  • http://www.missmaggiemayhem.com Maggie Mayhem

    I’m going to jump in and say that if you want to explore ass-to-pussy play, you must check out the “female” condom. The brand name is “The Reality Condom” and it is a condom that you wear inside a hole rather than on top of a pole. They are non-latex and made out of my favorite material in the world: polyisoprene. The older version was made out of polyurethane but a few years ago polyisoprene was introduced to the condom market and it is going to blow everything else out of the water. I, along with tons of other people, developed an intolerance to latex over time. I can’t even blow up a balloon with my mouth anymore without getting itchy and red around my lips. Imagine how my pussy or ass feels with latex. I was super bummed when this happened because I also knew that my only other option, polyurethane pretty much sucked every which way it could. I had tried out the Reality Condom once before in its older polyurethane form and pretty much dismissed the whole idea because it was so terrible and uncomfortable.

    The Reality Condom v2.0, on the other hand, is one of my favorite new sex toys. I can put one in my ass so that my partner can alternate between holes without stopping to clean up which allowed me to realize a fantasy I had. I once had a 3some with a man and another woman and everyone involved wanted him to alternate between the two of us but no one knew how to make it happen until I busted out a couple of female condoms that we could wear allowing everyone to keep their fluids to themselves. My favorite thing about the Reality condom for anal is the fact that I can stop worrying that my partner is going to pull out of my ass to find a dirty dick. We can fuck away to our heart’s content and I can head to the bathroom when we’re done to remove the condom myself and throw it away. Sometimes when getting dressed up for a swanky drinks and dinner, I will slip a Reality condom in my ass while putting on my jewelry because it can be worn internally for hours before use. Sometimes I just need to get ass-fucked in the bathroom of a fancy bar while maintaining my “lady like” appearance.

    I never thought that a condom could be a sex toy, but when you’re a pervert the possibilities of those tool are endless. It takes a lot of practice to get used to them and I have one important tip: there is a ring inside the Reality condom designed to anchor it in place in the back that you can remove if you feel uncomfortable. The ring is handy for getting the damn thing inside of me but I always hook my finger in and pull it out because the only thing that really bothers me about the Reality condom is that ring. It takes a lot of practice to figure out how to use a Reality condom well but it is soooooo worth it in regards to fulfilling certain fantasies of mine like ass-to-pussy, improptu anal when I haven’t had a chance to clean myself out, etc. It isn’t just for STI’s or pregnancy; it’s for reality.

  • http://www.missmaggiemayhem.com Maggie Mayhem

    I’m going to jump in and say that if you want to explore ass-to-pussy play, you must check out the “female” condom. The brand name is “The Reality Condom” and it is a condom that you wear inside a hole rather than on top of a pole. They are non-latex and made out of my favorite material in the world: polyisoprene. The older version was made out of polyurethane but a few years ago polyisoprene was introduced to the condom market and it is going to blow everything else out of the water. I, along with tons of other people, developed an intolerance to latex over time. I can’t even blow up a balloon with my mouth anymore without getting itchy and red around my lips. Imagine how my pussy or ass feels with latex. I was super bummed when this happened because I also knew that my only other option, polyurethane pretty much sucked every which way it could. I had tried out the Reality Condom once before in its older polyurethane form and pretty much dismissed the whole idea because it was so terrible and uncomfortable.

    The Reality Condom v2.0, on the other hand, is one of my favorite new sex toys. I can put one in my ass so that my partner can alternate between holes without stopping to clean up which allowed me to realize a fantasy I had. I once had a 3some with a man and another woman and everyone involved wanted him to alternate between the two of us but no one knew how to make it happen until I busted out a couple of female condoms that we could wear allowing everyone to keep their fluids to themselves. My favorite thing about the Reality condom for anal is the fact that I can stop worrying that my partner is going to pull out of my ass to find a dirty dick. We can fuck away to our heart’s content and I can head to the bathroom when we’re done to remove the condom myself and throw it away. Sometimes when getting dressed up for a swanky drinks and dinner, I will slip a Reality condom in my ass while putting on my jewelry because it can be worn internally for hours before use. Sometimes I just need to get ass-fucked in the bathroom of a fancy bar while maintaining my “lady like” appearance.

    I never thought that a condom could be a sex toy, but when you’re a pervert the possibilities of those tool are endless. It takes a lot of practice to get used to them and I have one important tip: there is a ring inside the Reality condom designed to anchor it in place in the back that you can remove if you feel uncomfortable. The ring is handy for getting the damn thing inside of me but I always hook my finger in and pull it out because the only thing that really bothers me about the Reality condom is that ring. It takes a lot of practice to figure out how to use a Reality condom well but it is soooooo worth it in regards to fulfilling certain fantasies of mine like ass-to-pussy, improptu anal when I haven’t had a chance to clean myself out, etc. It isn’t just for STI’s or pregnancy; it’s for reality.

  • http://www.missmaggiemayhem.com Maggie Mayhem

    I’m going to jump in and say that if you want to explore ass-to-pussy play, you must check out the “female” condom. The brand name is “The Reality Condom” and it is a condom that you wear inside a hole rather than on top of a pole. They are non-latex and made out of my favorite material in the world: polyisoprene. The older version was made out of polyurethane but a few years ago polyisoprene was introduced to the condom market and it is going to blow everything else out of the water. I, along with tons of other people, developed an intolerance to latex over time. I can’t even blow up a balloon with my mouth anymore without getting itchy and red around my lips. Imagine how my pussy or ass feels with latex. I was super bummed when this happened because I also knew that my only other option, polyurethane pretty much sucked every which way it could. I had tried out the Reality Condom once before in its older polyurethane form and pretty much dismissed the whole idea because it was so terrible and uncomfortable.

    The Reality Condom v2.0, on the other hand, is one of my favorite new sex toys. I can put one in my ass so that my partner can alternate between holes without stopping to clean up which allowed me to realize a fantasy I had. I once had a 3some with a man and another woman and everyone involved wanted him to alternate between the two of us but no one knew how to make it happen until I busted out a couple of female condoms that we could wear allowing everyone to keep their fluids to themselves. My favorite thing about the Reality condom for anal is the fact that I can stop worrying that my partner is going to pull out of my ass to find a dirty dick. We can fuck away to our heart’s content and I can head to the bathroom when we’re done to remove the condom myself and throw it away. Sometimes when getting dressed up for a swanky drinks and dinner, I will slip a Reality condom in my ass while putting on my jewelry because it can be worn internally for hours before use. Sometimes I just need to get ass-fucked in the bathroom of a fancy bar while maintaining my “lady like” appearance.

    I never thought that a condom could be a sex toy, but when you’re a pervert the possibilities of those tool are endless. It takes a lot of practice to get used to them and I have one important tip: there is a ring inside the Reality condom designed to anchor it in place in the back that you can remove if you feel uncomfortable. The ring is handy for getting the damn thing inside of me but I always hook my finger in and pull it out because the only thing that really bothers me about the Reality condom is that ring. It takes a lot of practice to figure out how to use a Reality condom well but it is soooooo worth it in regards to fulfilling certain fantasies of mine like ass-to-pussy, improptu anal when I haven’t had a chance to clean myself out, etc. It isn’t just for STI’s or pregnancy; it’s for reality.

  • http://WholeSexLife.com Evoe Thorne

    Yay! Thanks for the tip. I just ordered a bunch of Reality to try out. For some reason I’ve never given female condoms much thought, but you really do a good job of playing up the potential. I look forward to having some fun!