Finger in the Ass

[Toiletboi]

So I've been with the currently girlfriend over 10 years. Solid sex life and no complaints. About 3 months ago we were masturbating each other, whilst we were both pretty drunk, and my technique is to use my middle and ring fingers in her pussy. On a whim I was creaping my index finger closer and closer to her asshole. We've never really explore ass play on either of us as its never really appealed.

As my index finger got closer and closer to her ass she didn't complain. I could feel my finger trying to gentally push into her tight hole but there was resistence. After a minute of two she relaxed slighty and I felt the tip on my index finger slide in, all as I'm still using my ring and middle finger to pleasure her pussy. I should add that we are lay down facing each other as she wanks me off and the look on her face was one of pleasure.

I pulled my finger tip from her ass and went to put it back in, again resistence but less so, back in the tip went. The look on her face and the extra moaning turned me on and it was long before she qas panting out an orgasm and I was firing cum all over her stomach.

That night really stuck with me (its been 3 months) and on a couple of occassions during sex I've played with her ass hole, though no penetration. And then last night I did it again, durong foreplay this time. Im not sure why but it feeel so good to stick my finger in her tight ass amd something Im going to explore more.

I'd love to hear other people's experiences like this if you have them to share.

[ragtoplover59]

Great story, and after ten years it's about time.
Can't wait for you to come back with the story of when you probed it with your tongue for the first time too!

[ozfan]

A finger in the ass after fingering her pussy (or licking her pussy) always gets my wife over the edge!

[Merp]

Mine doesn't like the finger in, but we've done it a fair amount of times. She does really like a "pinch" though when I'm going down on her. With one hand I'll use my thumb put pressure on her balloon knot while having a finger or two in at the bottom of her pussy right as she comes. Sometimes my thumb will go in a little depending on the grip and if there's been a good amount of drip. You can feel her tense up in pulses down there and she's said it's one of the things she likes amongst other things, so it gets worked in the rotation pretty regularly.

[Naddy3]

Loved to fuck gf doggy style and dibble spit on her asshole as I fucked and fingered her hole. Gradually slip my thumb all the way in. Once we finished, she'd make me pull it out.

[4cali]

We haven’t done anal sex since we were younger but I still play with her asshole during sex. When I’m eating her out sometimes it’s all about my mouth but sometimes I slide two fingers inside her pussy. Depends on the flow and how she responds. Sometimes just gentle play and sometimes fully fucking her with my fingers. Occasionally I’ll take my other hand and lube up my finger with her juice and start sliding it around her asshole. Sometimes that’s the moment she immediately comes. And sometimes I slide it in just a bit. Maybe an inch while I continue to fuck her pussy with my fingers and licking her clit. Occasionally I get it all the way in and alternate thrusts between the fingers in her pussy and the finger in her ass. She usually has super powerful organs when we do this but it’s only something we do occasionally. I also like to play with it when we fuck doggystyle and she likes that too.

[captbobwi123]

My wife enjoys a finger up her ass. When we were dating and the first couple years of marriage we enjoyed an active sex life but it didn't include any kind of anal. One night I was fingering her pussy as part of foreplay and let a finger slide over her asshole. She responded with a moan and thrusting her hips up. From this point on I always rubbed the outside of her cute little asshole and she loved it. After a few months, one night I was fingering her pussy and playing with the outside of her ass. My fingers were getting really wet from her pussy and I was using that like a lube on the outside of her asshole. I was having fun and she was getting really turned on. Then I thought, what the hell, and slide my little finger into her cute little hole. She went nuts in the best way possible. She made sounds I never heard her make before and couldn't stop her hips and pelvis from moving. She loved it! As time went by I used other fingers and ass play became a regular part of sex. We tried anal intercourse but she didn't enjoy it. It hurt too much. I didn't mind. At least she tried and I continue to finger her ass to this day.

[ChrSld]

I have been thinking that fingering the asshole is a prelude for an anal sex. It had happened once with a woman I met in a music show. I was in my late 20s and she was about 7 or 8 years older than me. We had sex in our first date, and I realized she was a bit cheeky. Then, in our following encounters, she would sleep in my place, which would give enough time to fuck her and try out new ideas. In our third or fourth encounter, she was lying on my bed, and I started playing with my index and middle fingers close to her asshole, caressing and getting closer and closer. Then, I put my index finger inside her ass. She didn’t complain at all. She even started to scream a lot, without taking too long to reach an orgasm. Early in the morning, she jokingly said something like: “you were very cheeky, sticking your finger up my ass”!

In the very next encounter, we had anal sex. I had played with my finger in her asshole, and then I started to play with my cock, rubbing in her crack and close to her asshole. This time, she simply helped to put my cock in her asshole. So, anal sex would become our “normal” routine. Often, she would quickly reach an orgasm, sometimes multiple. Most times, we would have anal sex in the spooning position, but once I grabbed her hair, and, with my cock inside her ass, I led her to a table next to the bed. We fucked both stood, while she had her hands on the table. She screamed a lot, like always. In the following day, she would text me: “All our dates were great, but this night was probably the best one”!

[mamanrc]

Yea, been doing the finger in the ass for years with all women. When it came to my wife, she told me she'd never do anal. Well now anal is one of her more favorite positions and she loves a good DP.

[Curiouscouple2469]

Well the same can be said for my partner and the past couple.

A little teasing is very pleasurable for sure and if taken slowly you will find they really enjoy i. The pinch technique works well with a finger in the bum and your thumb in her pussy and light pressure and a slow back and forth rubbing of your fingers together.

Also anal was too painful so backed off and enjoy the play instead. A finger in the bum during penetration feels good for her and you as you feel it against your cock too.

My ex wife enjoyed anal but took some time to get her there.