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Fingering my bf's asshole

Hey guys, my name's Calleigh i'm new to the forum. I'm 16 and i've been dating my boyfriend (he's 17) for 2 and a half years now. We didn't start having a sexual relationship until a year into our relationship, up to now we've just done the usual stuff, but a few weeks ago i guess you could say we've opened up a new chapter in our sexual relationship...

We had the house to ourselves for a night, we decided we'd take advantage and have a sleepover. By boyfriend and i have always been big on foreplay before sex, which i love. He'd pleasure me a little, i'd pleasure him, just licking and rubbing stuff.. you kno. Then for some reason he layed down on his stomach and told me to rub his back lol. I didn't think it was that sexual, but i figured heck, it's easy. So i rubbed his back (we were both naked at the time...) and i just moved my hand down to his butt and down his leg. I was attempting to reach his balls or sumthin form behind, never really thinking about his asshole... I moved my hand down his crack but when i hit his hole he like moaned a little, kinda like he liked it or something. I never really gave it much thought, to be honest i just thought it was gross. I rubbed his balls a little and i moved my hand back up and wen i hit his asshole again he breathed kinda differently. So i played with it a little with my finger and he turned his head around and smiled at me and said, "yeah"- so i took that as he really liked it. So i just kept pressing, and i kept pushing my finger into his ass until i couldn't go anymore lol. At this point he was moaning a lot and breathing so i tried to push has hard as i could and it seemed the more i did the more he liked it. My arm started to hurt so i pulled out and he looked at me like i ran over his dog... so i just kept doing it. I must have been fingering him for like 20 minutes and he told me "try two" so i did two fingers and he said " i love you so much". Then a few minutes later he rolled over and crawled on top of me and we had sex... probably the best sex we've ever had. He was so horny it was unbelievable. When we were done he rolled back over on his stomach... which he's never really done before.. .. so i just rubbed it for a while before we fell asleep.

I kno it might sound gross, but i kinda liked it lol. It was weird because i never thought about it before, i always thought that's what gay guys did. But my bf is definitely not gay in the least.

A few days after that we were hanging out on my couch (alone...) watching tv. Usually in these situations he would sit next to me and get me to just rub him off or something. But this night he kinda layed down next to me. He was wearing shorts so i rubbed his legs a little and moved my hands to his dick and everything. He seemed to be enjoying it but then i moved my hand to his crack and i could tell he liked it better lol. So i rubbed his asshole and started to finger him and he was really enjoying it... When i pulled it out there wasn't anything on my hand or anything, quite honestly it didn't even smell (yea, i smelled it... lol). He's always been clean, and i knew he took a shower right before, so i didn't mind continuing.

So basically almost every time we've seen each other since, doing something sexual, he's really wanted me to finger him in his asshole... To be honest, i REALLY like it too. I've never seen him so "into" something so simple. He moans and stuff when i jerk him off and stuff like that, but this was different, and it lasted the whole time i was doing it to him.

Is is bad that i love doing it so much? It's just "new" and exotic, idk lol. He really likes it which kind of worries me, he's not gay so why does he like it. I mean i don't mind doing it, especially knowing he likes it so much.

Thanks for any of your opinions!

If you both enjoy it & obviously he does, read through the posts in the beginning of the index. I'll see if I can find it and link it for you. No it does not mean he's gay, there are many nerve ending involved and can be a highly sensual area.
http://www.sexinfo101.com/forum/pleasing-him/19950-playing-ball-how-tips...

Since you have many questions read the info from the index since you may find some of interest or helpful!

http://www.sexinfo101.com/forum/index-sexinfo101-board-topics/22777-begi...

The prostate gland, which is located just inside the anus, has been called the male g-spot. This would explain why your boyfriend likes what you were doing, so much. If my wife were to put her finger in my butt and hit my prostate while giving me a blowjob,( which she has done in the past), she gets more than a mouthful of cum. This prostate massage can bring on one hell of an orgasm. Next time, have him lay on his back with knees up, and fingering him while stroking him. If you put slight upward pressure inside his anus, you will no doubt hit his prostate and he will probably cum like crazy. BTW, a little KY on your finger, might make this a little more comfortable for him and easier for your your finger to slide in.

Nothing weird about this at all. Just remember to have clean hands before, trimmed nails, and to clean up well afterwards. You may also want to consider using a tapered or slender vibrator instead of using your fingers.

Thanks for the replies :)

Would we get the same feeling it gives guys? What would it feel like if he did that to me?

I've said it before and I'll say it again. Being gay is having an attraction to guys, not enjoying anal play. As qcumbr1 has pointed out, the prostate is a source of great pleasure for men and any guy that can get past the homophobia surrounding it will enjoy a better sex life. I give your boyfriend a lot credit for allowing himself to enjoy something that feels good. I give you more getting past your initial hang ups to supply that pleasure. Enjoy.

I can totally understand that as a 16 year old girl you would have the questions you have. You will find, as you get older, that there is not much that is done in a same sex relationship not done in a male/female one. There are men and women who enjoy receiving anal stimulation and men and women that do not. There are also men and women who enjoy performing anal stimulation and men and women that do not.
This is the case in all sexual encounters. The most important thing is to be able to discuss with your partner what you are and what you are not comfortable with. This includes what you are willing to perform on them and what you are willing to have them perform on you. Sex is a mutually enjoyable activity and having that communication will make it so.

"Playing Ball" and How To Tips for Prostate Massage
This is also an excellent tutorial for people interested in and concerned about the how-to of Anal stimulation as well as play.

Male / Female Sexual Behavior--If I like certain things does this mean I'm Gay?

These links along with many others can be found in the Index:

--BEGIN HERE--w/a Partial INDEX of Sex Info 101 Sex Ed. Topics

I hope this is helpful. Enjoy reading.

[QUOTE=CalleighAnn;224827]Thanks for the replies :)

Would we get the same feeling it gives guys? What would it feel like if he did that to me?[/QUOTE]

This is something you will have to experiment with. While he is giving you oral pleasure, he can try light caresses to your anus to start with, and if you are comfortable with it and it feels good to you, have him work his small finger in. Not too deep, but just enuff to see if you like it. He MUST be slow and gentle doing this, cause if he moves too fast it could send you off the bed !

Calleigh - No, for us it not quite the same as with guys because we women do NOT have a prostate. This is not to say it cannot feel good bu we don't get the same WOW factor that men do.

That's what i figured. I still wanna try it thou :D

How do you suggest i get him to try it to me? I don't think i wanna ask for it, he might think i'm asking in sarcasm or something idk. I might just try what he did lol

Be truthful and just ask. Tell him that you want to know what it feels like. Lay down on your stomach and ask him to repeat what you had done to him. Remember to be gentle, make sure your hands are clean. make sure that fingernails are manicured. One thing to remember do not go from the anus to the vagina without washing or changing the condom.
You can tell him you know you don't have a prostate, so the sensation will not be the same yet you still want to see what it does feel like.

yeahh thats what i think ill do. i don't think he even knows why it feels good to him. He's kinda a homophobe so i was surprised when he wanted me to keep doing it to him. I thought the second i touched it he would move or something, hinting me that he didn't like it- but just the opposite.

I'm afraid i wont like it. If i ask him to do it, and if i don't like it, i don't want him to feel bad. Im afraid if i tell him i don't like it, he'll feel bad asking for me to do it to him.

I don't think so, gives him the heads up. I may like it and I may not. "If I don't like it I'll ask you to stop, and well if I do I won't. I'm sure that if he had not enjoyed it and asked you to stop you would of.

True, but if i told him i didn't like him doing it to me, im afraid he'll feel bad and tell me not to do it to him.

I don't want him to take my "i dont like it" as "i think its gross and i don't like doing it to you either".

I'll give it a try though :) I really want him to try it to me. Is that weird? lol

Just do it to him, let him know that you know he likes it and well you like making him happy. Just because you or he likes something or dislikes something doesn't mean the other has too. From in the bedroom to a favorite color to what foods you like. Each person has their own likes and dislikes and to accept that someone that has different likes and dislikes is what it is all about. Just because he doesn't like shrimp he shouldn't stop you from ordering it if you do, unless of course he has an allergy. Not wise to eat something someone is allergic to if you plan on kissing them in short order.

Look, if you don't like it, you don't like it. You would never dream of forcing him to do anything he didn't enjoy, would you? So why are you assuming he's a lout who would force you to do what you don't enjoy?

Remember: frank and open communication is the basis of a good relationship.

You should experiment with it and see if you like it. When I went there on my wife, she did the same thing and started to really breath harder. So I have done some light fingering and playing with the rim. She really enjoys it. She has done some on me and at certain times, I really enjoy it. We have used some lube which makes it better for us.

All I can say is my wife LOVES anal sex. Some women like it some don't.

[QUOTE=qcumbr1;224808]The prostate gland, which is located just inside the anus, has been called the male g-spot. This would explain why your boyfriend likes what you were doing, so much. If my wife were to put her finger in my butt and hit my prostate while giving me a blowjob,( which she has done in the past), she gets more than a mouthful of cum. This prostate massage can bring on one hell of an orgasm. Next time, have him lay on his back with knees up, and fingering him while stroking him. If you put slight upward pressure inside his anus, you will no doubt hit his prostate and he will probably cum like crazy. BTW, a little KY on your finger, might make this a little more comfortable for him and easier for your your finger to slide in.[/QUOTE]

DW always uses a vibrating anal toy to massage my prostate while she gives me a BJ. Really intensifies my orgasms. Vibrating toys work better than fingers. Toys we enjoy are Anal T, Anal E-Z Bend, Spectragels Vibrating Anal Tool and Vibrating Anal Twister Strap On. The last one can be used either as an anal toy or as a strap on. We like Astrogel as a lubricant. Remember use lots of lube. We have tried anal beads, but we like vibrating toys better.

We graduated from this to role reversal using a strap on. As I mentioned The Vibrating Anal Twister can be used as a strap on. Our favorite is Bend Over Beginner Kit. It has a harness, two interchangeable silicone dildos and a vibrator that fits in the harness to stimulate her clitoris while she does me. She gives me a HJ while she does me. It is so erotic to see her wearing the strap on as she talks dirty about what she is going to do. We usually cum together. Again remember use lots of lube.

We also use a Feeldoe strapless strap on.

All the toys I mentioned are small and easy to insert using lube.

Prostate stimulation is so hot.

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