Finger in the Ass
 

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.

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!

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

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.

thumb in her ass
 

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.

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.

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.

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”!

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.

Bummer
 

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.

Fingers and thumbs
 

This is a regular for us. It took a while to get my wife into anything anal. However, she is now into all sorts. When I'm going down on her, a finger or thumb in her ass pushes her over the edge, particularly if I move it back and forth slowly.

I was seeing a married woman who was a good friend of my ex wife's. She would tell her husband she was going shopping and come to visit me , or else wait until he went to his third shift job. She loved having her pussy eaten but wouldn't suck cock , which would eventually lead to the end of our relationship. Anyways one time when I was performing oral on her , I stuck my index finger about an inch up her ass , and I swear she jumped at least ten inches straight up in the air . After she landed she told me in no way was her back door open for any type of play.

Personally I enjoy a finger in my ass during a hand job or blow job , but have found very few women who would indulge me that way .

Sorry for the lack of updates.

Things have definitely progressed. She really seems to like like a finger playing with her asshole and popping in and out a little as I finger her. She cums quicker and more intense.

Nit sure if she realises how much this turns me on but at times I have to muster all my energy to not instantly cum as she strokes me off, as Im fingering her pussy and ass.

My wife and me started the same way into our recent anal adventures...

Next steps: Buy some lube, it helps.

Buy an anal vibrator. The ones that are small on the tip and get wider the deeper you put them in...I like to use the vibrator when licking her or when shes riding my dick with her pussy. When having the vibrator in her ass, it also gives me a good vibrating feeling for my dick in her pussy.

After a few minutes, her ass gets relaxed enough so that she wants my dick in it.In the past few months I fucked her ass inn doggy, cowgirl and missionary. Its even better for her when she continues fingering her clit while I fuck her ass.

Since we normally use a condom for not getting pregnant, this is a highlight for me to put off the condom and fuck her ass bareback and fill her with an enormous load of cum :-)

Still, wen have it only on special occasions but its worth waiting for it.

That moment...
 

Similar to many of the posts above, my wife is only agreeable to a finger in her ass if she's in the mood. To be in the mood, she has to be either freshly showered or fresh from a swim or hot tub.

When it happens, there is a moment where she relaxes her ass and accepts the tip of my finger in. That's my cue to slowly build up to however far she wants to go. The most she's had is three fingers deep in her ass, with the other hand fingering her gspot, and my tongue on her clit.

I wrote another story about this in another thread a while back here is that story. https://forum.oneclickchicks.com/sho...0&postcount=41

Here is a new story from this past weekend. This past weekend it was a cold rainy Sunday. I told my girlfriend I wanted to have sex so we went to the bedroom I left the window blinds and curtains open. People could have possibly seen in but with the rain, I do not think anyone even looked. I started by licking her pussy and clit. Sucking her lips into my mouth and gently sucking her clit and tonguing her. I started putting my finger into her pussy and gently finger fucking her and rubbing her G spot. She loves having her asshole licked and tongue fucked so she lifted her ass off the bed to force me to lick her asshole. When I did, she gave out a small moan.

I didn’t plan on this but the moment just struck me. I stuck my finger in her ass as I licked her clit. It didn’t take long until she had an orgasm. At that point, I decided to flip her over and fuck her from behind. She got on her knees and backed up to me and I fucked her good. I was looking down at her asshole and I stuck my thumb into her asshole and fucked her more. She was getting into it and her asshole was loosening up. I probably could have fucked her ass at that point because she does love that but I was too caught up in the moment.

After she had an orgasm I asked, did you like that? She said I loved it. She was lying on her stomach breathing hard catching her breath I was laying beside her rubbing her ass cheeks. When she said yes I loved it. I reached down and stuck my index finger into her ass. She gave out a soft whimper and she pushed her ass back into my finger. So I started finger fucking her asshole. She was getting into it and I slipped a second finger into her asshole she was getting into it and said harder, harder. I started to give her a third finger but she had a screaming orgasm and fell onto the bed and pushed my hand away.

We just cuddled and talked as the rain and cold outside kept us in bed all day until we eventually fucked again. Here is a picture of her pussy and asshole.

I love seeing, toying, teasing, and playing with a woman's naughty little (forbidden!) puckered bumhole. So erotic. But I didnt venture with any kind of penetration into that hole until I was once dating a smokin' hot divorcee. I was in my mid-30's and she was a few years older than me. The first time we 69'd, we were in her bedroom with enough of the lights on that I found myself enjoying a delicious view of her pussy and her ass. Being an ass-man I couldnt help but test the waters by groping her cute cheeks, and spanking her ass while licking her pussy... hoping I got no resistance. It was fabulous when I didnt! So the intensity of my groping and my spanking of her cute cheeks increased. All my groping, spanking and teasing licks of her feminine sex rewarded me with the wonderful sounds of her pleasurable moans as she licked, stroked and choked on my cock. As she was getting SO wet from all the action, I took it a step further by sticking my fingers into her wet sn*tch, knowing I was not only wanting to tease her futher, but to use the lube on that puckered little bumhole of hers that was just inches from my face. I went to stick just the tip of my index finger in, and did it slowly and gently enough so as not to shock her. So now I had my tongue working in overdrive on her slit, my left hand squeezing her bum cheek and spanking it, and my right index finger just outside her bumhole, teasing it and with just the tiniest of penetrations, but so wanting to go into a full entry. We played around like this for a while until, I felt her starting to buck her hips more and grind her sex down onto my face... her moans getting louder, and her rythme a little more disjointed as it was clear she was on the edge. I pulled my tongue out for just enough time to ram my 2 finger into her sn*tch, lube them up one final time, and as my tongue returned to pleasureing her, (and she almost sufficated me at this point, grinding that sweet pussy onto my face), I slowly pushed my one index finger into her ass as she just exploded into a loud orgasm. Her lips came off my penis as she moaned and bucked, and my finger pulsed into her bumhole further and further with each new penetration. Just the sight and sounds had me going over the edge and fortunately she was quick to catch on to it, instinctively using her sexy soft hands to grab my shaft and pump me as I too exploded streams of cum into the air.. totally turned on my her wet pussy, her moaning gasps.. and seeing my finger plunging into her ass. Was incredibly memorable for both of us, and she could always count on a finger in her bum during forepaly, while being spanked, or when having sex thereafter.

Before my wife and I meant my then girlfriend and I went to a bonfire and she got pretty hammered (I drink drink much because I was driving.) one the way home, she wanted taco bell.

We got home and she started getting frisky. This girl loved getting ass fucked when she was drunk. So one thing leads to another and soon I’m fucking her in the ass.

The next thing I know she nuts, and when she does she lost control off all that Taco Bell… and could feel it on my dick, so I yank it out of her ass and it was like the floods gates opened. I literally puked on her.

Imagine the combo of feces and puke on the bed… she broke up with me the next day. Lol

I love a finger in my ass as my guy eats my pussy - occasionally. Its more when its a surprise or he does it as I am close to cumming. When he does it as I am close to cumming it will often push me over the edge. I don't like it forced in, but using the lube of my own pussy wetness is plenty of lube for a single finger tip. There is nothing wrong with a little exploration! LOL.

Pretty much exactly as my wife likes.

Fingering and Oral
 

So way back I shared about my relationship with "E", <https://forum.oneclickchicks.com/showthread.php?p=2322919#post2322919>

Late 1993 we took a long weekend break in Kent, England. We visited Silverleigh spa, but also spent a night in a B&B near Bromley. At one point on the Saturday afternoon, "E" was lying naked on the bed anticipating sex. I positioned myself with my face to her quim. I fingered it for a while, then, when my right index finger was moist, I removed it from her quim and slowly pushed it all the way into her rosebud.

Then I gave "E"'s quim a thorough oral seeing to while I finger fucked her arse. I started slowly at first but gradually picked up speed. Meanwhile my mouth worked her quim from her perineum to her clit, drinking her juices as I passed her vaginal opening.

When "E" came she writhed violently, her anal orifice gripping so tight it was almost crushing my finger. Her sexual convulsions made it difficult to maintain contact with my mouth. Afterwards she described her orgasm as mind-blowing.

See earlier post
 

Our relationship ended in 1994.

My wife likes lube out of a bottle more. Massage oil dripped on the top of her arse crack when she's on all fours, and waiting as it runs down to her arsehole, before sliding my finger deep in her arse, and then cock on her pussy.

I wud fuck my lover doggie style and spit on her ass and let it run down over her asshole. Then as I grasped her ass cheeks and fucked I' work my thumb up her asshole.

one in the pink
 

and one in the stink

double barrel lol