....I have found that there is a big difference between having anal women vs. men. Guys tend to like to get down to it, very animalistic. Generally, women like romance, love, and tenderness, porn movie anal sex from my experience does not go over well.
I like to make sure they are relaxed, soft music, candles, warm hot tub, and lots of foreplay. I do not surprise them with anal sex by moving from puss to ass unannounced. Before I have anal with a women I discuss it with her in advance, before we get together for sex. I have found that my female partners when first approached with the idea are very weary about the prospect of taking my huge dick up their ass. We talk it through and discuss how it will be done. I often have them discuss it with other women that I have had anal with. When another women shares her experiences of anal with me with my new partner they become ready to try it.
Once the you and your partner agreed on having anal, select a location together, and discuss on the atmosphere that she wants you to set. Some people may like to set the mood with some wine, even drugs; I would advice against it. Alcohol and other substances dull the senses and will reduce your communication with each other. Get her relaxed and at ease, use lots of foreplay, worship her body. Don't get rough with her. Your usual vaginal intercourse my get rough, you might have a tendency to get pounding her hard, maybe you like to push her head done on to your cock to gag her while she is giving you head; DO NOT DO THIS. You do not want to do anything that will break the mood and break her relaxation. Take is easy on eating her pussy, be gentle, go slow, easy, and passionate screwing her puss, it is all about the romance and passion. Remember passion for her may be different than passion for you. It is all about her.
When screwing her pussy fuck until she orgasms, but do not continue till you cum, save it for her ass. If you cum several times before you have anal your cock may be too desensitized to cum quickly; nothing will break the mood as screw her ass forever until you cum for the third time.
Finally you are ready for anal. Start with some ass play. Her puss needs foreplay, so will her ass. Go slow, use lots of lube, lube in her ass, on her buttock, and all over your cock. I suggest having her on her back looking up to you. Face to face is more intimate, she will trust you more if she can see your eyes. It will also encourage communication, anal is not something you do to her, it is something you do together. In this position she may be able to rest her feet on chest and hands on your hips, this will allow her to help control your penetration.
Slowly work you cock in, slow and easy, a little in, a little out. Add move lube to your cock to keep it well lubricated. I prefer to use KY Jelly in her ass and KY Ultra Gel to relube my cock, if you are pool side you may need to use another lube as KY is water base and will quickly wash off. Be patient. When you get to a point where there is significant resistance have she push, or bear down to open her sphincter muscles. You will be amazed how easy you move deeper when she does this. Take your time this can take a while. When I have anal with a partner for the first time it can take me more than 25 minutes work my big dick balls deep into their ass. After all these years it still takes me about 10 minutes of fully penetrate my wife's ass the first time in an evening, and she takes cock anally several times a week.
Once you have fully penetrated her ass you can now start to slowly fuck her ass. She will be very tight and you will think it feels great. I have partners that can cum just from anal penetration and having my cock move in and out, most can not.
Continue to add additional lube as you work your cock in and out of her. Now start to stroke her clit, she will need to have some stimulation for her to really enjoy this. She might want to use a vibe on her clit and puss as you screw her anally. I enjoy laying down forward on top of her and having my pelvis rub her clit, suck on her nipples, nibble on her earlobes, whisper in her ear how sexy she is and that she is a incredible lover. Before you know it you both will be cumming.
PS. another tip is to assign your hand exclusive jobs. Have your left hand only work her ass and touch your cock after you have started anal. Keep your right hand away from the ass, use it to stroke her clit and finger her puss. Never move you hand, fingers, or dick from her ass to her puss without first throughly cleaning them with soap and water, showering is probably the best idea. Giving her an infection will not make her very respective to doing anal again, no matter how good of an anal lover you are.
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