FabSwingers.com forum: Confessions of men: first anal experience.

By *uayside Glory Hole OP Man
over a year ago

Gateshead Quayside

Perhaps a cheeky finger up the bum when the wife was giving you a blow job. Maybe safely in the privacy of your own bedroom all alone. Possibly a strap on or for the more sexually adventurous an actual cock….

How were you introduced to the pleasures of anal and where has it taken you. Time to confess

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By (user no longer on site)
over a year ago

D*unken experinece and now I love it

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By (user no longer on site)
over a year ago

Started alone with a finger whilst on family holiday ever since tried everything I possibly can

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By *illloganMan
over a year ago

Essex

An ex tried to stick a finger in during a blowjob.

Eventually let her do it as she was persistent, never got any pleasure from it personally.

Feel like I'm missing out!

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By (user no longer on site)
over a year ago

Fingered myself in my teens. Never looked back so to speak...

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By *ikilovesCCouple
over a year ago

village life, closest main town inverness

Can't remember tbh, butt it probably was the cheeky finger lol

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By *batMan
over a year ago

Alicante, Spain. (Sometimes in Wales)

In my late teens, a girl pushed a finger in my arse as she blew me. It did nothing for me.

Gbat

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By *oungNfun1997Man
over a year ago

Bristol

Started with playing in the shower, always felt amazing so kept exploring and now have a big fetish for all anal play

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By *omRachCouple
over a year ago

Wirral

Rach was the 1st to ever visit my bum hole many many years ago and since then it has been on the receiving end of tongues and toys also.

It has also been introduced to a couple of guys too and both got to get their cocks inside it.

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By *irginLad32Man
over a year ago

Catford

A friend i had oral fun with, had a go at putting it in me. It didn't go well and never again.

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By (user no longer on site)
over a year ago

Some body on fab messaged me and just thought why not. He lubed me up and gently slid in. Got to say I rather enjoy it lol

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By *issy_sub_rTV/TS
over a year ago

Near Thatcham

As an experimental teenager, the fingers went in and it was found to be good. So then I've continued to explore and enjoy over the years with toys and cocks.

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By *ust RachelTV/TS
over a year ago

Horsham

My first time anal was with a vibrator, I had been dressing for a while and fantised about a bloke fucking me. It was a bit of a let down, as it didn't do anything for me.

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By *lexV16Man
over a year ago

Welling

Got along with a couple where wife after few meets wanted me to fuck her hubby. Through few meets when they become bi mmf I don’t remember how but I end up rimmed and fingered by her and eventually with her hubby cock up my bum

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By (user no longer on site)
over a year ago

Started as a teen with whatever was safe to stick up there. Coincidentally this was the time I started dressing too.

Progressed from there to actual guys and girls fingers at uni and then a cock (and never looked back).

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By *mizhereMan
over a year ago

Thame area

First time receiving was my first experience

First time giving was a few years later with a husband and wife encouraging me to fuck him hard

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By *ecky and justCouple
over a year ago

Godalming

Other than normal experimenting as a youngster, at age 19, an 18 year old best friend asked if he could blow me and that then led to us fucking each other.

Was an amazing experience even if he was huge.!

Been bi ever since.

It’s just sex and sexual attraction. I don’t get hung up on it.

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By (user no longer on site)
over a year ago

Wife’s vibrator & then many cocks lol

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By *artytymemeMan
over a year ago

Mansfield

An ex was giving me a blow job then went further down and stuck her tongue up my ass.

Best feeling ever!

Now my fwb always rims and fingers me.

We need a strap on!

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By *ewsexycplCouple
over a year ago

Staffordshire

Literally tried this Monday for the first time. Missus put four fingers up whilst wanking me. First time she's ever done it, mind blowing. We did try to get a dildo up but it was too sore!

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By *irginLad32Man
over a year ago

Catford

I love oral bi experiences. But that's my limit. Message me if interested.

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By *uayside Glory Hole OP Man
over a year ago

Gateshead Quayside

Loving the variety here.

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By *dventurousCharmerMan
over a year ago

Kilsby

Initially wasn’t sure what the fuss was about until I had a ex gf who was wild about all things anal. I was hopeful that I may be introduced slowly to it, my first experience happened on my birthday where I was cuffed, blindfolded and put on all fours. I kept feeling the slightest of touches hit below my balls and cock making me drip until I felt something I’ve never felt before.. two hands spreading my at the time tight ass making it open, she was very vocal and exclaimed that it was a lovely tight smooth hole before slowly licking around the area causing me to twitch and throb. It continued with a slow but sensual tonguing, which was incredible.

It’s safe to say our anal play escalated, and now I am a huge fan of it all

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By *ang Average guyMan
over a year ago

Farnborough

Like many, ex girlfriend with a cheeky finger and then progressed.

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By *oding1Man
over a year ago

marlow

Found a vibrator inserted caused huge precum flow then orgasm. Been addicted ever since.

Rod x

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By *umblebiMan
over a year ago

ayles

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By *ilfCrumpet9Man
over a year ago

Wirral

First time was receiving oral from this girl. Saw her put her finger in her mouth and felt it on my bum hole.

Then felt it go in must have had it in up to here knuckle lol. She just fingered it along with the motion of the blow job it was really nice explosive orhasm

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By *ilfCrumpet9Man
over a year ago

Wirral

"First time was receiving oral from this girl. Saw her put her finger in her mouth and felt it on my bum hole.

Then felt it go in must have had it in up to here knuckle lol. She just fingered it along with the motion of the blow job it was really nice explosive orhasm

Orgasm

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By *iking67Man
over a year ago

BP Auckland

Still waiting to experience (and hoping

)

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By (user no longer on site)
over a year ago

For guys that don't feel anything do you get any feeling of anykind of pleasure when you are full and it feels good to be empty?

Toilet wise that feeling.

It's a similar feeling.

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By *inkyfun2013Couple
over a year ago

lewisham

Can't remember the first time a woman fingered me during a bj but I love it. Various butt plugs are nice and I've got two awesome prostate vibrators. Rimming is nice occasionally too.

Taken a cock a few times - I like it because it's transgressive, but tbh the actual sensation is a bit dull. If anyone has a cock that vibrates, please message!

Love giving women anal but never really fancied buggering a bloke. I've inserted a cheeky finger in a fella whilst other hot stuff was happening, to see if I fancied it, and will probably do that again.

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By *ooleyMan
over a year ago

preston

[Removed by poster at 04/02/23 13:58:31]

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By *ooleyMan
over a year ago

preston

I wrote about my experience in the forum: https://www.fabswingers.com/forum/stories/1358617

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By (user no longer on site)
over a year ago

When i felt his bulge grind against me. I couldnt resist

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By *penbicoupleCouple
over a year ago

Northampton

It's not a confession in the slightest, as it's no different to anything else.

Started exactly as you say, with a finger. Has been two fingers when the woman was a little tipsy (and me too!). That was great, but not something I'm rushing to do.

Now, I'm happy for a guy to fuck me, if he's got the patience to go in slowly.

And Alice gets VERY turned-on watching me with her vibrator up there.

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By *utlongjohnMan
over a year ago

Same as most, ex gf rubbing my ass hole whilst sucking my cock. That led on to her putting it in and from there using small toys very much to my liking

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By (user no longer on site)
over a year ago

Rimming, fingers and toys with my wife and love it. Really want to move onto a strap on. Only tried once but found it uncomfortable. We'll get there.

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By *illloganMan
over a year ago

Essex

"For guys that don't feel anything do you get any feeling of anykind of pleasure when you are full and it feels good to be empty?

Toilet wise that feeling.

It's a similar feeling.

I get the feeling of something in there, but zero pleasure from the feeling, its just like "OK now what"

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By *heltenhamBiGuyMan
over a year ago

Cheltenham

Many years ago I was enjoying a 3 some with a married couple where I was balls deep in the wife in the missionary position...... felt my bum being lubed followed by the hubbys cock entering me, not painful at all and thoroughly enjoyed it...... Not looked back since!

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By *owestoft ManMan
over a year ago

Lowestoft

I was introduced to it many many years ago lol Loved it then and still do.

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By *penbicoupleCouple
over a year ago

Northampton

I wonder if those who don't feel anything are not having their prostate massaged. Pretty much a male g-spot and very pleasurable in my experience.

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By *ubcdverykinkyMan
over a year ago

Bourne lincs

I had my 1st meet with a tv. About 20 yrs ago and now I just love being fucked. Love it

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By (user no longer on site)
over a year ago

"Perhaps a cheeky finger up the bum when the wife was giving you a blow job. Maybe safely in the privacy of your own bedroom all alone. Possibly a strap on or for the more sexually adventurous an actual cock….

How were you introduced to the pleasures of anal and where has it taken you. Time to confess

Mr had a cheeky finger from an ex while she sucked him, he's always enjoyed anal since, despite being straight, then about 6 years ago despite not being turned on by anything mm based, he started living big cock / cuck porn which developed an interest in bi fun, which he has enjoyed ever since. But not kissing, caressing etc. Just wanking sucking and fucking.

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By *gentlemanMan
over a year ago

liverpool

A d*unken night and a ex using her buttplug on me, when it hits the right spot it does feel good

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By *ocky82Man
over a year ago

Watford

Finger from a gf whilst having sex when I was 16 was first time then ……..

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By (user no longer on site)
over a year ago

Mine was with J, she was giving me head and put a finger up there, pretty much instantly came!

Now we’re here with her wearing strap on’s and pegging

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By *erts_CD71Man
over a year ago

Chiltern Hills

Away on business in a hotel. I was cross dressing and feeling sexy in my lingerie.

Organised a meet with a guy. He came over. A BJ start went further and he gently took my virginity. Lots of lube eased his BBC inside me.

Loved it. Quickly organised another meet on my next business trip

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By *ang Average guyMan
over a year ago

Farnborough

"Mine was with J, she was giving me head and put a finger up there, pretty much instantly came!

Now we’re here with her wearing strap on’s and pegging

Living the dream

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By *iM4kinkMan
over a year ago

San Antonio

My first time was outside in me and my friends elaborate for. We really did get extremely filthy for young boys experimenting. i was only a little older when i took my first adult cock in my ass. And by that time i had fantasized about it so much i had crazed desires to used and fucked.

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By *ams12345Man
over a year ago

london

first time i got fingered was on holiday by a masseuse 10 years on i’ve taken fingers, dildos and dicks lool

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By (user no longer on site)
over a year ago

I’m starting to get curious about receiving…

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By *uayside Glory Hole OP Man
over a year ago

Gateshead Quayside

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By *igbiukMan
over a year ago

Gerrards cross

I love a finger in the ass when I am getting sucked. Had a guy fuck me once before after he fingered me for my first ever time.

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By *igbiukMan
over a year ago

Gerrards cross

Still don't think it's been done right yet though

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By *ddfellowMan
over a year ago

Newferry, wirral

Mine was with a much older man in my teens was a bit of a shock tbh as he said he just wanted to rub his cock on my ass.

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By *zlakMan
over a year ago

Lowestoft

When i was in my 20's a mate after a few beers told me he was bi, i told him i had thought about it and it turned me on. We want to his and after some play he asked if he could try it on me.

Lets just say i have not looking back since.

Even better if a wife is watching

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By *uayside Glory Hole OP Man
45 weeks ago

Gateshead Quayside

Keep the confessions coming. Post yourself or DM me and I can post anonymously.

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By *ogk9Man
45 weeks ago

worksop

Can’t say on here lol

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By *race_cpl6665Couple
45 weeks ago

Solihull

Anal dildo whilst wanking

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By *uayside Glory Hole OP Man
45 weeks ago

Gateshead Quayside

Confession submitted by DM:

My first anal experience was being told that a finger in your arse makes wanks better and so I tried it the next day told my mate he was so right! First rim job was as a laugh from a mate as a forfeit n first time being nailed was when me n a mate were messing about n he showed me a video of a lass taking a huge cock in her n said bet you couldn’t do that n so to prove him wrong I took his huge dick.

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By (user no longer on site)
45 weeks ago

Had a finger in the arse a few times likes it n ever the same if you do it to yourself, tried being pegged this year and not looked back what an experience

Would recommend to anyone

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By *uayside Glory Hole OP Man
45 weeks ago

Gateshead Quayside

Confession submitted via DM:

Me and the Mrs saw a MMF threesome at a club night last month. At one point one fella was fucking the other as he was busy with his tongue on the lass. Me and the Mrs both found it a huge turn on watching. We talked about it a few times over the next few days and she decided it was her mission to get me ready for our next visit where she wanted to see me get fucked. We’ve used her toys to help me explore and get used to it (with plenty of lube!). I came home from work one day a couple of weeks ago and she was looking very naughty. When she came into the bedroom wearing a strap on that night I knew why. To be honest I’ve been loving it all. I’m nervous about our next club night but get super hard thinking about being in my back, a guy between my legs fucking me as my lass is sat on my face. I hope the fantasy lives up to the reality.

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By *ill.willMan
45 weeks ago

Cheeky finger up the bum in the shower as a youth. As got older the wife gave a fingering and once had a vibe up there and have been rimmed.

Glad I tried them all but wouldn't rush back for more

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By *llie1974Man
45 weeks ago

Pyle

Had wank fun with a friend and as I got older I tried a few things brut 33 bottle, toothpaste pumps. Food etc.

Wife fingered once or twice a while back

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By *unmatt888Man
45 weeks ago

Duns

Spitroasted by an older gay couple.

Hope that counts as “adventurous”!

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By *llie AssMan
45 weeks ago

South Yorkshire

Hah. I knew that if I wanted to have pornographic sex, and realised that I wanted to be the one being fucked. So I practised with a dildo until I met a guy and... I realised that the psychological thrill of *being* fucked is something special.

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By *ocky82Man
45 weeks ago

Watford

Girlfriend when I was about 16/17 fingered my bum I still haven’t stopped I’m. 41 !

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By (user no longer on site)
45 weeks ago

I was getting a fantastic blow job from a good friend of mine when I felt her finger making its way up my bum. She was a touch too foreceful and I asked her to take it out. I recently bought her a surprise Christmas gift--a medium size clear glass dildo. She was very happy with the results she got fucking my ass with it and so was I. We are on a journey and we will finally get to the point where she and I will be riding a double-sided didlo stuck up our asses while her pussy is impaled on my cock.

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By *angOnBunnyCouple
45 weeks ago

Ipswich

In a gay sauna. I was giving a guy some head and somebody impaled me. Felt awesome and I bought myself toys the next day to explore further

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By *ister_EMan
45 weeks ago

Hayling Island

Cuckold husband rimming me while I was licking his wife out

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By (user no longer on site)
45 weeks ago

Self exploration, finger in bum whilst wanking

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By *ontWannaMissASwingCouple
45 weeks ago

Bristol

Self exploration.

Saw it in porn and wanted to try it so tried a finger.

Then have explored with plugs and other butt toys.

Now it's more when we decide to play together, either with a prostate vibe or plug.

Sometimes Mrs will slip a finger in, and has used the strap on (though that is rare)

I would do it more, but more than anything I can't be bothered with the prep

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By *ongandharderMan
45 weeks ago

Rotherham

I have self explored once but not for me

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By *oupleus30Couple
45 weeks ago

Minster

Experimenting with the mrs with double strap ons. Cock doesn't interest me

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By (user no longer on site)
45 weeks ago

Was fucked by a very pleasant guy who took his time about 5 years ago...enjoyed it and have been fucked a few times since.

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By *yeSureMan
45 weeks ago

Glasgow

It’s a one way system, exit only!

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By *hastityPleasureGiverMan
45 weeks ago

Rotherham

First anal experience was first year of being cuckold and had just got used to being in chastity full time my gf inserted a plug and stated this is part of your uniform you'll be wearing this whenever my bulls visit from now on

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By *razytimesinloveCouple
45 weeks ago

SW Scotland

Started out with Mrs rimming me, she’s used a finger or a toy a few times but I enjoy being rimmed more than penetration

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By *r K and Mrs LCouple
45 weeks ago

Leicester

Started with wife rimming me then pegging me, I enjoy both.

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By *oveprettyfeetMan
44 weeks ago

Banbury

Mine was a meet via Craigslist, met an older guy when I was maybe 19 and he was 50’s.

Had nowhere to meet so met outdoors, it was really underwhelming lol

I got him hard and rolled on the condom, lent against a tree and he slide in. It felt amazing if a little sore, he started to fuck me and after maybe 3-4 pumps he was groaning and cumming.

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By *efinitelymaybe6996Man
42 weeks ago

Yeovil

Older guy, met online and agreed to meet. He was very forward and had me naked in about 5 mins from arriving. Thrown on the bed legs spread and being sucked I just let him do his thing. He very quietly slipped on a condom which I noticed when he walked to the bedside table and got lube. Daft at the time I didn’t put the dots together what he was doing as a bj from another man was pretty new to me. He then teased it around my hole and started pushing in. Really fucking hurt then eased of massively. He came in about a minute.

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By *uayside Glory Hole OP Man
11 weeks ago

Gateshead Quayside

Confession submitted via DM:

My first time was with my army buddy I had seen he was close on fab and he had winked at me, i recognised his tattoos, dropped him a message and he said to come over to his room which was on the other side of camp, (I was a little d*unk and honry) I let myself into his room and he was there bent over jockstrap on lubed up, he said he had already been taking loads all night, dunno why but the thought of him being used and full of cum just sent me crazy I dropped to my knees and rimmed him he was cleaned shaved and I could see the cum start to drip out of him and on to lips and tongue, I then slid my cock deep into him and fucked like crazy I had never had my cock in a guys ass before it felt amazing, I came so hard and deep inside of him. He told me later that time he took 3 more guys cock that night. All army!

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By *tuvyMan
11 weeks ago

bedford

I was a late teen he was late 60’s and a dirty pervert

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By (user no longer on site)
11 weeks ago

Fingered by a fwb about 2 years ago whilst being given a BJ. Thought that was the hardest I'd ever cum but......then trained myself with butt plugs and she pegged me a few weeks later...then it was the hardest I'd ever cum when being wanked off at the same time

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By *outhessex14Man
11 weeks ago

basildon

Started seeing a guy from the older version of fab ie cottaging, started with meet up and oral only and one day he slowly fucked me and loved it ever since! Never cum so much the way he fucked

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By *utlongjohnMan
11 weeks ago

It started with a finger as you described whilst getting head from an ex many years ago, from that it led to a d*unken night where she ended up using her dildo on me.

From then on i openly state to future partners i enjoy anal play, rimming, fingering, toys etc.

The next move would be to be full on pegged

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By *izzyRascal69Man
11 weeks ago

Honley

I was at university and had managed to pull a girl on a night out, I was fucking her missionary and she just licked her finger and slid it in my ass. At first I was unsure, but she started making loader moaning noises and telling me to fuck her harder as she was going to cum. Made me shoot so fast

I think I fucked her another 3 times that night and she loved fingering me

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By *tagvixen40Couple
11 weeks ago

Sheffield

One of the first nights after me and Jess met she took it hard up the arse, she absolutely loves it, and so do I.

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By *idcot58Man
11 weeks ago

Chepstow

Mine was at a swingers party felt great in my arse

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By *heonixrising500Man
11 weeks ago

Barnsley

I been fingered and pegged with slim strap on

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By *inkster seekingMan
11 weeks ago

Ponty

My first time was while serving a Domme. I was in stirrups and she slid a vibrator into me the first time, I absolutely loved it. This progressed in time to being pegged and I have never looked back

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By *ihullfunMan
11 weeks ago

hull

First time giving was with my wife a few years ago, was horny and she was hungover and i was trying to have some fun and at first she wasn’t into it as she was hungover. I jokingly said if you do I’ll bum you and she just said go on then.

My first time with me bottom was years ago, Cannt say what age lol and how

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By *eterinpantiesukMan
11 weeks ago

southam

"First anal experience was first year of being cuckold and had just got used to being in chastity full time my gf inserted a plug and stated this is part of your uniform you'll be wearing this whenever my bulls visit from now on "

was your prepare bottom available to her bulls ?did any take advantage, even briefly to demonstrate their dominance of you both

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By *ravelling ChappieMan
11 weeks ago

Stroud

Many years ago was 69ing a woman when she slid a finger in....was a bit of a surprise, but very pleasant. I returned the favour and went from there

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By *ourbon1Man
11 weeks ago

wales

met a couple who i explained quite new to bi play but very open. as i was fucking her he was rubbing his cock on my arse hole fuck o was rick had and blew so hard now wanna find a lovely couple to take this further.

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By *uayside Glory Hole OP Man
10 weeks ago

Gateshead Quayside

Confession submitted via DM:

My first anal experience was with a tv who just so happened to be someone who had made plenty of porn. I used to wank to her vids a lot so when she responded to a social media message and was keen to meet I had to visit her.

Upon arrival I was asked if I wanted to dress up and so I was dressed in stockings panties skirt and blouse high heels wig and make up which was an amazing experience in itself, I felt like such a slut.

She was all dressed up and looked and smelt amazing. She asked if I wanted to kiss like lesbians and watch in the mirror so our tongues entwined and it made me so horny watching us kiss. I couldn’t help but move my hand up her skirt and couldn’t believe how rock hard she was in her satin panties. It felt massive and as she pushed me down to my knees and pulled it out the sight of her huge cock was so arousing. It looked just as it had in the pornos id wanked to. Huge bell I could barely fit in my mouth.

She moved me to the hall way where there was a long mirror so I could watch myself sucking her. I pulled out my cock at this point and I was covered in pre cum looking at myself sucking this gorgeous porn stars cock. I looked up at her and asked if she would fuck me so she took me to the bedroom and told me to get on all 4s. The bedroom was a turn on too as I had seen vids of her in the very same room.

I wasn’t sure what to expect as I had never taken cock before and hers was 8 inches and so thick.

I asked her to be gentle and she was. She lubed me up and slowly eased her bell into me. She was very good, I didn’t feel any pain it was just pure pleasure as she now started to fuck me nice and slow at first but then she was banging it into me. I was moaning like a slut and could feel the pleasure right through my balls and cock as she pounded me. After a few minutes of fucking me she told me to cum for her as she grabbed my cock wanking me fast as she continued to fuck me it wasn’t long before my spunk was shooting all over the bed, was such an intense orgasm.

Afterwards she thanked me and said that I took her cock well.

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By *ndercoverbos2Man
10 weeks ago

swansea

Recently on a night out with a few guys and one started talking this girl who had pegged him and he loved ass play. Never really tired apart from on myself in the shower a few times ages ago and didn’t really do much for me. Anyway, back to the night out and managed to pull a girl and went back to hers, while she was sucking me off she sucked my balls, spat in my gooch and stuck two fingers into my ass, loved it.

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By *isurreyMan
10 weeks ago

Addlestone

Still desperate to try either being pegged or fucked.

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By *r Mind CandyMan
10 weeks ago

Cheshire

I like the idea, but my bum holio is like a balloon knot, the amount of lube required would make P Diddy blush.

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By *orth_London_Guy100Man
10 weeks ago

London

This is an interesting strand.

My first was a woman I was seeing. She slipped a finger up it - it felt amazing. She must have initially used spit, but moved onto lube. She said we should try toys but never did, unfortunately.

She must have sensed something about me as she said she know I would be into it and that she thought I would enjoy guys doing that to me too.

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By *isurreyMan
10 weeks ago

Addlestone

I can't persuade my wife to even finger me, maybe she senses it might open the floodgates!

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By *ingerie lover1TV/TS
10 weeks ago

Cardiff

My first wase with a finger and a small toy. My first cock was when I was 16.

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By (user no longer on site)
10 weeks ago

I love a cheeky finger up there while I’m getting a bj. It feels so wrong but it’s good.

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By *unny3Couple
10 weeks ago

dunstable

Started with finger then on to toys and strap on with the Mrs but only tried the real thing once but wasn’t very successful but really want to try it

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By (user no longer on site)
10 weeks ago

Started with a vibrator, but not until in 30s. Moved on to a plug. Now really love being pegged

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By *artytymemeMan
10 weeks ago

Mansfield

My fuck buddy brought me a set of but plugs for my birthday.

Go from small to large.

I can get the first three in but the biggest one just won't fit.

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By *EX-SMan
10 weeks ago

Aberdeen

I can't remember when I started getting fucked in the ass. But I love cocks n strapons

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By *ikilovesCCouple
10 weeks ago

village life, closest main town inverness

"Started with finger then on to toys and strap on with the Mrs but only tried the real thing once but wasn’t very successful but really want to try it "

Yup, started with finger, toy and then strapon with us too lol

Not tried the real thing yet though

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By *lice AgainTV/TS
10 weeks ago

Bristol

Decided I wanted to give it a try and met a guy in a secluded outdoor location.

He fucked me hard doggy style and I can with no hands... I was a convert!

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By *annibal_LickedherMan
10 weeks ago

The Side of the Mersey

Played with my arse while having a wank. Enjoyed it.

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By *winfrozrMan
10 weeks ago

Carnoustie

Finger from the wife

Rather liked it

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By *uayside Glory Hole OP Man
10 weeks ago

Gateshead Quayside

Confession submitted via DM:

Anal play started with my ex. She was much more kinky and experienced than me when we met. Started with some rimming, then fingering me while she gave me a blowjob. I loved it. One day she pulled out a small dildo and persuaded me to try it. Again I fucking loved it and she loved pushing me to try new things. She broached the subject of going to a club and convinced me it would be fun. It really was. After a few months of going and having a lot of fun playing with others we found ourselves playing with this lad. Out of nowhere she said she wanted to see this lad suck my cock. He was game and to be honest she was definitely in charge so I went with it. This lad had skills and I was loving it. She was kissing me as this lad sucked my cock and I was teasing her down below. Then she looks down and tells him I love to be rimmed, and tells me to turn around. Obediently I did and bent over the bench I’d been leaning on. He wasted no time and got right in there. It was much more forceful and eager than when she rimmed me. She squeezed in front of me, her back to me and reached down to slide my cock into her and started rocking up and down my length as this guy kept teasing my arse with his tongue. I was in heaven. “He likes a finger in there too” she told him. Next I feel this guy sliding a finger into my wet hole. He fingered me a bit then went back in with his tongue. Then two fingers which felt great. “He likes bigger things in there too” she said with a laugh. “Put a condom on and tease his hole with your cock”. I was on the verge of saying no way to this but then she started really working my cock and turned her head round and whispered that she was so turned on. Next I feel his cock teasing my arse crack and I just go with it. I reached back and felt his cock. A decent size but probably not much bigger than the dildo we’d used. He’d slipped on a condom and lubed it up. I was too far in now so I just went with it. I felt him guide his cock head to my hole and just let out a long “fucccckkkk” as he teased my hole. She stopped riding me and turned to look at me, a very mischievous twinkle in her eye as she watched my reactions. Slowly he kept pushing in a tiny bit until I pushed back a little and his cock head slipped into me. I couldn’t believe I was doing this and just froze. Then she started riding me again as this lad slowly slid his cock into me and started fucking me. A couple of minutes later they were the ones frozen in place as I pushed back and forwards. Back to ride his cock and forward to fuck into my lass. Absolutely incredible. I shot my load a couple of minutes later and pulled off him. He whipped on a new condom and slid into my lass when she invited him in to churn up my load inside her. An incredible night that was definitely a turning point in my sex life. I’m not with her any more but I’ll always owe her for opening my eyes and expanding my horizons.

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By *limJim35Man
10 weeks ago

chester

My progression was

Fingers

Toys

Pegging

Cocks

Fisting next on my list!

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By *ornado69Man
2 weeks ago

Princess Risborough

Mine was getting pegged by a much older woman mmmmm

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By *use and wolfCouple
2 weeks ago

angus

Until i met my Domme, anyone who tried, even the narrowest of pinkies, couldn't get me beyond the feeling of needing to poo.

One day, while i was tied and gagged, She was engaging in some psychological play and scaring me with a butt plug, and it slipped out Her hand, going most of the way in. Wasn't allowed it as a limit after that because i could handle it

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By *arakiss12TV/TS
2 weeks ago

Bedford

Well I was in Wormwood Scrubs.......

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By *heshireChappyMan
2 weeks ago

Prestbury

A partner suggested trying it so I gave it a go. She wanked and sucked me while inserting a well lubed finger. It was very uncomfortable and I thought she had a whole finger up there but turns out it was up go the first knuckle of her little finger.

Didn't bother again.

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By *ickedwillyCouple
2 weeks ago

Bangor

Bi night in a club I was bonking the wife in a hot tub when I felt someone touching my bum hole next thing he slipped his finger in as I bonked her.

My wife loved me telling her what he was doing.

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By *tu100Man
2 weeks ago

Southampton

Used to enjoy slipping a finger in my ex's ass and one day she return the favour, didn't feel bad so she did it occasionally.

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By *ndyrTV/TS
2 weeks ago

southport

Wonderful story

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By *uayside Glory Hole OP Man
2 weeks ago

Gateshead Quayside

Confession submitted via DM:

In a pensioners flat in Torquay, both nude, laid on my side, he pushed his slim cock up me, then in a burst of energy fucked me like his life depended on it !

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By *eeshellsCouple
2 weeks ago

Reading

I was 26, gf was 46. We were out shopping in Lakeside, she told me she had special plans when we got back to her flat. Nothing was said but I knew what she intended to do.

She tied my wrists to the bedhead with scarves, got out the lube and a vibratory and proceeded to give me a bj while using the toy.

A mind blowing orgasm followed that I've never got close to again. I felt like what I presume a woman feels like after a real bone shaker orgasm.

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By (user no longer on site)
2 weeks ago

It was a long time ago when I had my first anal experience I was still a teenager. I was with my best mate at the time naked swimming in a creek then we started fooling about and it happened and I’ve never looked back.

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By *oiluvfunMan
2 weeks ago

Penrith

A Fabster friend asked me if I’d ever been ‘milked’ before? I said I hadn’t, then on our next play date she introduced me to her 7” vibrator and told me to get on all fours, and just ‘relax’ lol. She definitely knew what she was doing, using lube, fingers then the vibrator (which slipped up there rather more easily than I imagined), and a short while later, omg! The most intense orgasm I’ve ever had, like a ‘whole body’ orgasm, and the biggest pool of my cum ever…..

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