So my girlfriend and I would really like to get into anal sex, but no matter how well we try to prepare for it, we can't seem to get around it that her asshole is just too tight to accommodate my dick. I'm just over 6 inches in circumference, which can already make it difficult to get in her pussy without proper foreplay sometimes. I eat her asshole out to help her relax, and use well-lubed fingers to prep her slowly, but since it's so difficult to get more than one finger in her ass without causing her significant discomfort, we just never seem to get to the point where I could dream about inserting my dick. It's a bit frustrating because I have had anal sex with another girl before, and she didn't seem to have any trouble with it. She was experienced though, and said she had taken it in her ass many times. It's almost like her asshole was a completely different model though, and I basically managed to slide into it without significant resistance. So what's the trick for that?? Buttplugs?
Before you try and insert your huge dick in her ass, the first thing is to get her to LIKE anal stimulation. The more she likes it, the easier it will be for her to relax and dilate her anus. If even your finger is hurting that means she is no where NEAR arousal. Try sticking your tongue in while she rubs her clit. Get her use to anal pleasure, then you can move to fingers, and then butt plugs. For a dick your size you will need an anal trainer kit where the final plug is about your width. You got lucky with your first girl who was an anal whore. Now you have to spend time getting her accustom to receiving pleasure from anal. With a penis your size you will have to do a lot of work. If you just try to stretch her out, it won't work unless she's aroused. The minute you try your dick she'll get scared and tense up and it'll hurt. The only way it will work is if on an autonomic level you get her to associate pleasure with anal stimulation then her secondary anal sphincters will dilate. After realizing I love anal I was glad I am normal sized. Most girls can't take a big thick cock in the ass, hell a lot of girls can't take a regular dick. Most women will only give this a few tries before they say no more. So make sure you progress slowly or you'll permanently shut her back door. Getting your dick in her ass is far in the future, think about her pleasure and you'll get yours trust me. Women are real givers once they see how generous you are. The tongue is the key that opens the backdoor, start with that. Good luck bro.
I can totally empathise with you, as I have the same sort of problem. Length is pretty much average (6½"), but girth is certainly above average (also 6½"). In many ways it can be said that "Size Doesn't Matter", but I find that it can - detrimentally. Having an oversized girth can not only make it nigh on impossible for Anal Sex, but can often make it uncomfortable for Vaginal Sex as well.
When you're a kid, every boy wants a big fat cock, until you get in the real world where your girl has a gag reflex and a normal sized anus and vag. Finding girls who like dick in the ass is rare, finding girls that like big dick in the ass is like a winning lotto dick for guys with big cocks. There are girls who love anal but will absolutely not do big cocks and it's understandable that's a really tight hole. My wife says she's glad I'm not bigger because sometimes I can really tear her ass up. She said if I was bigger she couldn't take me pounding her pussy and ass the way I do, which she likes. Sometimes I can see I am pushing her to her limits when she puts her hand back to block me from going deeper.
It's a blessing and a curse. Of course it's great to be able to put girls in complete ecstasy with your cock, and give her countless orgasms. However, it's hard to have quickies without proper foreplay. I often wish I could just insert my cock in her vag and pound away. But that only works very rarely, when she is extremely aroused to begin with. It also complicates things for oral and anal. Of course, there are anal whores and deepthroat queens that are able to take it all. The first girl I assfucked took it in her ass like a pornstar, and suffice to say, she had been practicing it. But that's far from everyone. Anyway, we are making progress. I managed to get my cock in her ass last night. It still wasn't easy for her and we have to keep practicing if I want to properly fuck her ass, but it's a good start. I sort of figured out what I had been doing wrong all the time. Quite simple really, I hadn't been patient enough. Since it often requires good foreplay to be able to have vaginal sex comfortably with her, I have treated cunnilingus as a chore, and usually tried to make her orgasm as fast as possible, just so I could get on with fucking her. This time, I took all the time in the world and slowly ate her out without even attempting to make her cum - only to get her more and more aroused. I ate her pussy and ass, and after a while I started fingering her ass while licking her clit. Eventually, after keeping at it for a good while, I was able to insert another finger. Finally, as her asshole started feeling sufficiently relaxed, and I lubed up my cock and carefully inserted it in her ass. She said it did hurt a bit and advised me against trying to go deeper, but since that is pretty normal for the first time, she is willing to take the chances that it will feel more comfortable the next time around.
Hey FitGuy87, have you ever considered trying something like Analeze or another anal sex anesthetic like it? My wife and I have anal sex with a strap-on and I am a bit of a size queen. Lucky for me I can buy the size I like. We tried that stuff once, but it numbed it too much for my taste. I like to feel a big cock in my ass . The only thing we really do different on ass nights is that I will have a cocktail to " grease the passage way" since I'm not a big drinker. It helps me relax (I had a really bad anal experience with a guy many years ago who just couldn't wait until I was ready. It scarred me for over a decade. Really don't rush your lady...) and let things happen and it's really worth it. Don't rely on her lube for her ass it won't be enough with your fat dick and many women don't realize that one of the reasons that anal is uncomfortable initially is that the lube burns. Find a lube without glycerin. They are full of it and that's what constipation suppositories are made of! Coconut oil is nice but can't be used with condoms. Good luck!
Thanks! We don't use condoms (imo, there is no point in even having anal sex if you think it's that dirty) and I'm a fan of the natural stuff so I like the coconut oil tip, the burning sensation is something that she has complained about (even though the lube we're using has no glycerin?), but it seems to dry off quite fast, which probably contributes to it. I would be really hesitant to try a numbing agent - it's probably for the better that she is able feel the discomfort if there is any, and tell me to stop. We have had anal a few times now by the way, it's going easier than I had imagined and I have inserted my cock all the way in her ass (and she commented that it felt like a baseball bat lol) but she's starting to enjoy it, which helps with her relaxing as she is anticipating something that feels good, now I can't wait to try it properly greased up with coconut oil
Don't forget, the botty was designed to firstly store and then push realtively soft stuff out. The sphincter muscles are designed for that: not allowing large relatively hard things in! Human ingenuity (and lube) has made anal sex possible for many of us, but it all depends on getting those fickle little sphincters to relax. That's where the mental part comes in. Face it that sometimes, regardless of how much you both want it, sadly, the subconscious just won't it happen. But keep trying, which in itself sounds like a helluva lot of fun the way you're doing it.
Yes, of course. If you read the updates, we're actually having fun with it, and it's something we're both looking forward to. But we don't plan on doing it more often than maybe twice a week for health reasons, in order to give her time to recover, so to speak. The winning formula here seems to be first having normal intercourse and getting in the mood; then eating her out with a finger deep in her ass until she cums (which seems to make her cum really fast if she is already warmed up); then with two fingers; and after that she can take the cock in her ass without major problems. Just sharing this because it really helped us and perhaps it will help someone else
down side of overly thick penis. Average all-rounder sporty penis beat a huge ones. Bigger isnt always better coz size does matter I find the strength of the erection and the ejaculation and the amount of cum shot is by far way more attractive than just a big penis..im a 7 inch and beautifull (still I wish I just had 2 inches more )
you have to use two fingers before you enter...... you must massage with two fingers until you feel her sphincter muscle relax........
I found out my wife liked it up her arse when I picked her about her friend up once and they were drunk. My wife used to go out with her half brother fir a year before me. Well her friend started talking about sex in her arse and my wife said to her shut up. Then her friend laughed and said what are you on about, you love it up the arse and you've had it loads. Then she went on and said to me that I know lives it. Well I didn't, untill I got her home. Oh yes, she definitely likes it up the arse but apparently the two exs she liked it with had 5 to 6 inch cocks. She said she thought I'd hurt her as I'm longer and curved but I'm not thick. So now we have an extra treat in our sex life. I messaged her friend next day thanking her
I have a very thick cock with a wrist thick head. Only one gal ever had allowed me to have anal sex. The disadvantages to having a very thick cock: no anal and no deepthroats
Play for a long time. Fingers first. Then a toy. Not necessarily a fat one but one that she can take and still stretch her a little. Once she gets used to automatically relaxing and pushing back a little as she lets it in, then use your cock.