FabGuys.com forum: Losing your anal virginity

By *ayd100 OP Man
24 weeks ago

bb7

How was it for you, did you prepare or were you seduced.

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By *onstant.Man
24 weeks ago

Middlesbrough

Always wanted a cock inside me

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By *ayd100 OP Man
24 weeks ago

bb7

Did you get what you wanted

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By *heo6SGMan
24 weeks ago

Lincs

tried but didn't enjoy it

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By *inkycokMan
24 weeks ago

Walkden

In still looking for help with that, surely someone will love to take it

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By (user no longer on site)
24 weeks ago

Been a top for a long time fancy being more versatile and get fucked

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By *ittleguy61Man
24 weeks ago

Andover

I’d like to try it

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By *ewBrumBiMan
24 weeks ago

Birmingham B15

Was my first ever meet with another guy.

Arranged to meet at his flat, but hadn't done any preparation.

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By *olin44Man
24 weeks ago

houghton

Stopped at my mates one nite wen we had a few drinks both got in same bed he got up went for a pee came bak nude his cock was massive uncut jumped bak in bed asked me to turn over on my side pulled my boxers down rimmed me and then put sum of his cock up me cudnt take it all 2 fat and long he put half in ne and gently rode me I cum half way through it hands free then he cum up me in about 5 mins cuddled me and I felt his cum in my bum and rolling out ova my legs and bum cheeks then went to sleep together was great I was 27 then he was 31

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By (user no longer on site)
24 weeks ago

Need to try it but id like a much older guy to do it

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By *bedient bitchMan
24 weeks ago

travel essex-london

Well to a dildo let's say I found mmumms stash long before I should have

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By *ature nudistMan
24 weeks ago

south

Many many years ago!!!

Still remember it like yesterday, first try I thought he was gonna fuck me with a red hot poker,ouch!!

After a while I eased and had my first cock empty in me

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By *uriousguy1960Man
24 weeks ago

Westmalling

I'm not brave enough was fingured once he was rough so put me off

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By *elshguy86Man
24 weeks ago

Cardiff

i was 18 spoke to a middle aged guy in his 40s online he said we would meet in our cars and drive to his when we got to his he was gentle and i loved feeling a cock in me for the first time

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By *kigaiMan
24 weeks ago

Northampton

Don't remember much about it on account if what ever it was they put in my drink. It was pretty miserable for a few days after.

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By (user no longer on site)
24 weeks ago

Very painful and it put me off anal for the longest time.

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By *KBiMale2023Man
24 weeks ago

WEDNESFIELD

First time was painful but u get used to it. Can still hurt now if the guy doing the fucking is new to topping so u need to teach them

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By (user no longer on site)
24 weeks ago

"Well to a dildo let's say I found mmumms stash long before I should have "

I dont feel so guilty now!

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By (user no longer on site)
24 weeks ago

I took a time getting up the courage to ask my gay wanking partner. He didnt push me into it at all. I gave myself to his instructions, he was gentle and very caring. The result was no pain but i wasnt ready for the intense emotional effect it had on me at the point of first penetration.

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By *iExCuckMan
24 weeks ago

Lowestoft

I was 24 in a public toilet. Lots of old pensioners in there most of the time. Had been playing in there for a while and instructions etc written / drawn on the walls etc. so knew to clean. One day a few of them took me into a large cubicle. Had me bend over and they lubed me with Vaseline and fingering me open. One of them then started to push his cock up me but was sore so the others encouraged me and he eventually got all the way in. Took his time and the encouragment etc made me relax and enjoy it. Became a regular thing after that.

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By *antasistMan
24 weeks ago

Nowhere

Back when I was only curious and didn’t know what I wanted. A vers guy started messaging me on fab. He was willing to show me the ropes and let me fuck him if I wanted. He was friendly and easy going, so we arranged a meet at his place.

When I arrived I was really nervous, like actually shaking, but he was very reassuring. We went to his bedroom where we kissed and fondled each other on the bed, gradually undressing. He was already hard and started sucking me, but I was really struggling, the best I could manage was a semi. I was embarrassed and apologetic. Again he was very calm and reassuring and suggested trying something different and proceeded to fondle my bum. I didn’t know what to expect but played along and soon he was rimming me and then gently fingering me.

I just thought to myself “well I’ve gone this far, let’s see what happens”

A few minutes later I was sitting on his cock and mine was getting stiffer. I totally hadn’t planned on taking cock but I was glad I had.

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By *ohnshawMan
24 weeks ago

Medway

It was about 1980. I was single, early 20s, slim and had recently moved to London from East Anglia and was living alone in a bed sit. My girlfriend stayed on the coast but would come up to London and stay with me some weekends. I considered myself to be wildly heterosexual and was always looking to bed other women when the opportunity arose, which it often did and have lots of tales about those times too. There was a big BUT too. The but was that although I thought of myself as completely straight, I did have fantasies about guys and cocks. Sometimes, on a night in, I would pick up a gay porn magazine from the top shelf of the newsagents on the way home. I would then spend the evening masturbating furiously about the pictures and stories. The following day I would feel really guilty and throw the mag away on the way to work. I was nervous about doing anything more about this but began to realise that underneath the surface there was another world which fascinated me without delving into it. My job involved lots of travel around London. I found out by accident that if you went to the Gents toilet on Victoria station there were lots of guys standing at the urinals when I came in but were still there when I washed my hands and came out. I started to go there occasionally after work as I was working close by and watched guys discretely wanking. On one occasion I stood next to an attractive guy in a suit at the urinal and was amazed that as soon as I looked down at his hard cock he ejaculated hard with his spunk shooting out onto the porcelain, this was a huge for me. Other times I would walk in and a guy would wink at me. It was obviously a pick up joint too but I was too nervous to do anything about it at the time. I also went to the men only sauna at the Burlington Arcade at Piccadilly. In those days I was happy to go along, realise that older men were staring at my naked body and were turned on by it. Sometimes I would start to get an erection as they looked at me. I would open my towel and show my erect cock. I would then feel nervous or guilty and head straight to the private shower cubicle where I would masturbate and then quickly leave.

In those times the London Evening Standard had a small "Health" section and would run adverts for massage in London. The ads were not explicit in any way and were usually aimed at men who wanted to be massaged by women. I assumed these were brothels but never visited one. I had plenty of contact with women anyway and was probably bedding different birds I picked up in local pubs at least once a month on top of the weekend sex with my girlfriend.

The Standard had one advert that caught my eye. It said quite simply "Chinese male massage" and gave an 01-828 - telephone number which meant it was in the Victoria area. I rang a couple of times to find the price and location without committing myself to making an appointment. Then one day I took the plunge and made an appointment. You could book an hour at what seemed a reasonable price which included a shower before and after the massage and it was located in a basement flat just behind Victoria Coach station. I booked the first appointment of the next day which was 12.00 midday. I had no idea what to expect but was greeted at the door by a young oriental guy dressed in a loose-fitting white top and bottom outfit you would expect to see a judo person in. He was about the same age as me. He showed me to the room and he told me to shower & lie face down on the massage table. I followed his instructions and when he started the massage he loosened the towel leaving it hanging gently across my bottom. I was the first time I had ever been touched by another guy and after massaging my back, arms and legs he rubbed oil into my buttocks which was a complete turn on. When he asked me to turn over I could not avoid the inevitable hard on as I lay flat on my back. I heard him take a deep breath, I was embarrassed and just closed my eyes as covered up my middle area. I think he was new to this too. After having most of my front area done he started doing my feet and working his way up to the top of my legs. I was super turned on and rock hard as he lifted the towel up and just cupped my bollocks with his hand and held it there for at least a minute. It was heaven and he removed the towel completely, looked at me lying there and then wanked my cock till I shot over my own tummy and chest. He gently cleaned up. As soon as I had cum I felt completely guilty, I showered and couldn’t leave soon enough.

After a few weeks the guilt subsided and life continued as normal. My curious side re-emerged soon after and I decided to book another massage. Everything was as before except this time, to my surprise it was a different masseur. He too was oriental, slim, longish dark hair and very attractive. He too was in a judo outfit. The massage followed the same pattern though he was a little more adventurous when massaging my arse with fingers gently running over my arsehole and sometimes pushing a finger into it. It was heaven. When he turned me over he didn't bother covering my middle. His oily hands were everywhere over my body including my stiff cock and it was amazing. I didn't know what to do but I reached out and felt his cock which was hard too under his outfit. I pulled the bottoms down and saw his cock which was stiff and lovely. For the first time ever I leant forward and started to suck his cock. I couldn't believe what I was doing and it tasted and felt amazing. After a while he stepped back and pulled off his top leaving us both naked. He then told me to lie back down on the massage table but move my bottom further down the table. I had no idea what was going to happen but he then poured massage oil over his hard cock and with me lying on my back lifted my legs up while he pushed his cock up my arse. He then started to fuck me hard and forcefully and as he did so he started to wank me off at the same time. It was pleasurable but painful simultaneously. None of this was planned, I hadn't even fantasised previously about fucking with another guy. It was crazy and amazing and we both came at the same him. He clearly knew what he was doing. He spunked up my arse with my legs up in the air and I shot over my own tummy. It was the first and only time I had unprotected sex with a man.

As soon as he pulled out and cleaned me up I went for a shower. He came in and asked me if I was ok. The guilt came on quickly again but I left soon after and I never saw him again or even knew his name.

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By (user no longer on site)
24 weeks ago

Had done stuff with guys before but the encounter I had wasn’t planned or anything but I guess I was ready to take a guy

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By (user no longer on site)
24 weeks ago

"It was about 1980. I was single, early 20s, slim and had recently moved to London from East Anglia and was living alone in a bed sit. and I never saw him again or even knew his name."

I think Marc Almond wrote a song about you! Seriously that was a wonderful story of self discovery and I enjoyed reading it.

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By *earblokeMan
24 weeks ago

Bury

Was very young. Was very sore.

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By *ayd100 OP Man
24 weeks ago

bb7

No pain, no gain

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By *hroatLadWellsMan
24 weeks ago

camden

I did the seducing but it was a lot more painful in reality than in the fantasy I'd had for ages.

Keep on trying but much prefer a cock down my throat

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By *rainmycockMan
24 weeks ago

Newbury

After years of being fucked, taking can still hurt initially, but love it once it is in.

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By *omtom7Man
24 weeks ago

kerry

You could say seduced. A 3some with a couple when I was in my late 20s. MFM as I thought but turned out to be MMF.

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By *oveitrawMan
24 weeks ago

Birmingham

Was seduced by a guy in his 40s when I was a teen

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By *asculine.bottomMan
24 weeks ago

bath

Guy in his 60s took me back to his when I was 18. Ended up riding his cock after he seduced me

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By *mptyspace80Man
24 weeks ago

Cambridge

Wanted it for years but was apprehensive. Had a few meets where the other guy wasn't into anal and just wanted blowjobs. Finally met up with a much older gentleman online who offered to "Break me in" as it were. He was very considerate and gave me a good fucking. No regrets!

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By *amanthajanefallonTV/TS
24 weeks ago

cobham

Seduced at a party he entered me with my legs over his shoulders no real preparation a bit of lube that’s all

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By *izzMan
24 weeks ago

Wolverhampton

I had put things up my arse since my teens.had no real fun with a man till in my twenties but found my self at an older freinds house we all knew he was gay.

He seduced me and he took my virginity. It was awesome he was very good with me he knew it was my first time .

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By *rishTedMan
24 weeks ago

Manchester

First time was a bit of a shock. I was quite young. The guy knew What he was doing. It was amazing.

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By *hrisSw19TV/TS
24 weeks ago

Sutton

I was very lucky that I went with an older guy who took his time and made sure I was comfortable the whole time, It was not planned and I had not expected it to happen so I was not prepared, I realise he seduced me but he made me feel like it was what I wanted. I felt a small bit of pain as his mushroom shaped cock entered me but after that it felt incredible I was a little sore for a day or two after but not uncomfortable I went back every Thursday afternoon

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By *jh59Man
24 weeks ago

Stoke Golding

I was young Did not hurt as The guy I was with

Was very gentle

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By (user no longer on site)
24 weeks ago

Does using my mums dildo count ??

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By *irralGuy20Man
24 weeks ago

Wirral

"How was it for you, did you prepare or were you seduced."

Fully prepared, we both knew it was gonna be happening at some point over a weekend together and because of this I was able to prepare well in advance with varying sized plugs so that when the moment came I was ready.

There are pics and vids from my 1st time on my profile

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By *rb2017aMan
24 weeks ago

bucks

Mine came in the second meet of the day. All of my meets have only ever been oral except one.

I met a guy on here in his motor home in a wooded car park, he was a top but just wanted oral and didn’t really want to play with me too much.

I was fine with that, I sucked his lovely fat cock until he blew his load in my mouth and on my face.

I dressed and left, walking past people walking their dogs with globs of cum still on my cheek and lips.

I felt so horny when I got back to the car, got back on here, explained my situation and met up with another guy 10 mins away.

We started kissing, and sucking each other.

He had a footstool in the middle of the room, I grabbed a condom from my shorts (always take one to meets)and said I wanted him to fuck me in the ass.

He put the condom on, I sucked him getting his cock all wet.

I lay over the footstool, my back arched and ass up, he wet his finger, rubbed his saliva on my ass, then slid his cock straight in…

It felt so fucking good, he didn’t hold back and just started fucking me fast. I remember looking over my shoulder and begging him to fuck me harder, which he obliged.

I was desperate for there to be a second guy there to spit roast me or d.p.

Haven’t been fucked since. Sadly.

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By (user no longer on site)
24 weeks ago

I tested it last night. I felt extra horny so lubed up my finger and teased my hole.

Pushed the top in a little but there was resistance and felt uncomfortable. I lifted myself off the bed and then sat on my finger and as I did it slipped it nicely. It felt so odd and uncomfortable but as I rocked back and forward on it, I came nearly immediately. It felt amazing! Im dying for someone to show me what a prostste orgasm feels like now.

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By *aturebarneyMan
24 weeks ago

Sale

H2O sauna in Manchester.Young Filipino nurse only had a smallish cock

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By *aul349Man
24 weeks ago

North of the Tyne

Roughly from behind by a guy old enough to be my grandfather.

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By *los slutMan
24 weeks ago

Gloucester

My supervisor took mine I was just 18 and he was 45

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By *udeoutdoorsMan
24 weeks ago

birmingham

i was in my teens when an older guy chatted to me on a bench in the city. we ended up on a canal towpath broad daylight with trousers around my ankles. after a lot of rimming and fingering he entered me, no pain as he knew what he was doing. cleaned me up and i left for home

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By *w123Man
24 weeks ago

Telford

First time with a guy I was defo seduced on the way home from the pub. I was 18 and he was a lot older. I was very naive to his intentions and thought the offer of a drink at his place was harmless. Got back to his and have a drink and chat on opposite sofas. He then came say next to me and my growing suspicions were proved. Initially he moved in for a kiss at the same time as I turned my head the other way. I realised what he had tried so turned back to him and the we just started kissing. I was desperate to suck how cocl for the first time. We went up stairs and I got my wish. Didn’t go as far as fucking though that wasn’t until a few years later and I loved it. Had met the guy before for an oral session and he had said next time he wanted to fuck me. I went prepared and loved every minute. Little sore to start with but I then straddled him and took control. After a while he flipped me onto my back and gave me a good pounding until coming up me in the condom.

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By (user no longer on site)
24 weeks ago

I was in a porn theatre dressed up but no one was there. Online i got chatting to a guy who id be speaking to for awhile. I told him and he said that he could be there soon. His instruction was to be bent over the seat with panties pulled down and he'll come in and take me.

I didnt tell him i was a anal virgin. As i was there in lingerie bent over panties around my legs i was so nervous. Eventually I heard the door open and just looked at the screen as someone walked in.

All i heard was a belt opening and he whispered its me. He took me so gently and held my hips as i flinched with the pain. I cant remember much more than my legs going weak. I was hooked.

Even as i type ive to remind myself it actually happened

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By *ucatiladMan
24 weeks ago

North Somerset

Id fancied this guy for ages, he was my best friends elder brother.

I had worked really hard to get in the same rugby team as him, he was two years older and played blind side flanker, I played at fly half.

Communal showers, soapy fun, the usual rugby after training/match stuff.

We were playing away and the dressing room was a real throw back, tiled floor barn of a place with two rows of 4 baths, facing each other, in the middle of the room. That meant two to a bath post match! My mind went into overdrive!

We won convincingly and the dressing room was in noisy/crazy mode.

I flirted outrageously with Tim, I knew he was kind of interested, and got him in my bath. There was water going everywhere and the singing was getting pretty loud. I ducked my head under and just latched onto his cock, instant bonner!

Other guys were climbing out and towel fighting had started. I spun around and backed up kind of sitting on his lap.

He wasn't sure, or so I thought. Next thing is he physically picks me up out of the bath so he's standing behind me.

He folds me over the bath rim and his cock is nudging my hole. A cheer starts to go around the place and someone threw Tim a jar of Vasaliene.

Now to be truthful I hadn't really expected him to do anything more but he dollops a load of Vas on his cock and within 10 seconds he's actually in my arse.

I was by now totally oblivious to my surroundings as Tim was banging away, I remember cum just shooting from me and my head nearly disappearing under the bath water. He came pretty quickly and I just slid over the rim of the bath and submerged.

The deed had been well and truly done, with witnesses!

It must of been OK as we were together for 38 years shortly after that!

Apparently there are guys on the club committee who still laugh about it.

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By *ldmagic4uMan
24 weeks ago

Nailsea

Still looking for the right person to offer.

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By *ibblefishMan
24 weeks ago

louthish

I was so lucky with my first time I was 20 he was much older 57 I think. I sort of knew him as he was my bosses ex and he used to come into the shop and chat all the time. I had no idea he was gay. One day I was walking home and bumped into him in the street and he invited me to his house for a cuppa and a chat. There were gay porn magazines and videos neatly on shelves and the coffee table which interested me. He made tea and came back to find me looking at a magazine and it went from there. I’d only had limited experience with guys my age just kissing wnaiing and oral. He was so gentle and patient I never felt under any pressure to try anything I didn’t want to, he played with me rimmed me which was a real eye opener and then fucked me slowly and gently. I’ve always been grateful to him for making it so good when unthinking what my first time could have been like if It hadnt been with him.

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By (user no longer on site)
24 weeks ago

Gangbang in Newport greenhouse.

I made sure I was suitably hygienic if know what I mean

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By *d seekerMan
24 weeks ago

Skelmersdale

Still looking for the right opportunity and Girl to take my anal Cherry.

I have had beads, small butt plugs and a dildo.

However I want a like minded dresser to to be my 1st.

I have an opportunity mid August, so let's see.

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By *lderbiguy2000Man
24 weeks ago

tuebrook

Was not planned when gay friend came onto me and it ended up with me taking him slowly at first.

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By *ayd100 OP Man
24 weeks ago

bb7

Good for you

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By *omkinkMan
24 weeks ago

Peterborough

My first time was very early on in my bi-curious phase. I’d only sucked a couple of cocks at this point, then met this local guy who was dead nice. We met and just talked a couple of times then one day he came round to mine. One thing led to another and he fucked me. It was amazing and only hurt enough to be pleasurable. I’ve been bottom ever since.

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By *uth slut kingTV/TS
24 weeks ago

erdington

I liked it and I loved it and I’m still doing it

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By *able and chairsMan
24 weeks ago

bury

Learnt the hard way! Still enjoyable, now after flushing use lube and dildo in me. Little bit of stretching makes penetration so much easier then the fest is golden!

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By *ayd100 OP Man
24 weeks ago

bb7

I like some pain

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By *arlperksMan
24 weeks ago

nottingham

My first time hurt like hell and made me bleed but glad I did it

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By *onnylikesitallTV/TS
5 weeks ago

bristol

My first time was in a cubicle in car park toilets, Id been sucking and wanking cocks before and had gotten into wearing stockings suspenders and panties, id sucked this guy on a few occasions, so knew he was not too big.The first time it turned out much to painfull so he only got his bell end in. the next week id been using a banana and Vaseline to make it less painful. In the same toilet he had me face the wall with my bum pushed out, he used lots of lub and slowly pushed his bell end in me.it felt so good i pushed back and felt his pubes on my bum, he only lasted 5-10 mins but i was hooked

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By *enjamin2018Man
5 weeks ago

Halstead

I haven't taken a cock often but about 30 years ago I met a guy at Chariots sauna, there was an instant mutual attraction, and all of a sudden I felt his cock in my arse , it didn't hurt at all , I must have been very relaxed as I've tried it a few times since and it wasn't like it .It felt intensely nice .

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By *eorgesdadMan
5 weeks ago

Long Eaton Nottingham

I somehow got a slender 20 yr old with 8” cock off fabswingers and we gave each other oral but desperately both wanted anal. He gently slid his cock up my well prepared arse the day before my 57th birthday 🤪💋🤪 Life changing event, I am a devoted bottom now he fucked me every week for 2 years but sadly he moved on 🫣😫

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By *ew trixTV/TS
5 weeks ago

doncaster

I was in my teens when mine was taken by a old man mid 60s

No lube back then just spit on my hole after,, it did hurt but I soon got to enjoy it

Remember there’s no pleasure without pain

Xxxx

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By *ldmanMan
5 weeks ago

Howden

[Removed by poster at 13/12/24 09:09:10]

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By *ecretly gayMan
5 weeks ago

Hampshire

I was mid 20s,Loved it and still love being fucked

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By *inaCD66TV/TS
5 weeks ago

Wimbledon

Only a few years ago but Wow. I play Mistress and had 'her' tied up. Then after teasing her for a long time..bounced up and down on her untill i demanded her to cum over my face as i jumped off that huge smooth beast. Gorgeous. Never looked back 😉 👄

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By *ranford cruiserTV/TS
5 weeks ago

Heathrow

My 1st encounter very painful took at least a week to get over it

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By *0yguyMan
5 weeks ago

Cumberland

"tried but didn't enjoy it "
I tried a few times, but didn’t really feel comfortable. Maybe not relaxed enough.

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By *ightswimmer2090Man
5 weeks ago

Basildon/London

Been interested in being fucked for a while now but can't seem to find the right guy.

Only experience was some guy trying to stick it in without any prep and I soon put a stop to that!

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By *ittlecock321Man
5 weeks ago

Southwell

Seduced at18 within two weeks of going to Uni. Spent the next two years sharing a single bed with him and yea it can be done.

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By *znBottomMan
5 weeks ago

mids

Crap experience and wish had waited .

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By *ilke500Man
5 weeks ago

edinburgh

I was very lucky and my 1st time was really good.

Guy was experienced older and took his time made sure I was ok with everything. Made a big difference as I was quite nervous.

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By *ugged NorthernerMan
5 weeks ago

Sunderland

Still waiting to lose mine

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By *amplighter1Man
5 weeks ago

closeto

Sort of planned but with all plans they never turn out the way they were supposed to

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By *ardy62Man
5 weeks ago

Weymouth

"I was very lucky and my 1st time was really good.

Guy was experienced older and took his time made sure I was ok with everything. Made a big difference as I was quite nervous."

Same for me

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By *se me hard 25Man
5 weeks ago

colchester

Mine i had no prepping for it just happened

I was 18 chatting to a guy in his 30s

Arranged to meet to give him a blowie outside down a country lane

Started sucking him till he was lovely and hard then he said to bend over

I asked why he wanted me to bend over and he said youll find out

I bent over, he pulled my trousers and pants down and spat in my arse

And went straight in my virgin hole

Hurt like hell and i let put a scream of pain he just held his hand over my mouth.

After awhile i felt his cock start to pulse as he let out a moan and cummed in me.

He pulled up his trousers and left i was still there will cum dripping from me

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By *illingsub43Man
5 weeks ago

cumbernauld

Guy came over and thought I’d just be sucking him, was to be naked for him arriving answered the door in dressing gown and dropped it as soon as door was closed,

went into living room and got on knees after being inspected by him, after sucking his cock he told me to get on sofa so he could see my ass, felt him rim me before his fingers started sliding in, opening me up.

Then felt his cock starting to press against me, never asked if I wanted it just guided it in slowly to begin with, then as his hands gripped my hips he got faster

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By *iimmybMan
5 weeks ago

Widnes

Iv not yet but bought a little anal plug I am going to try that while I wank hopefully it will give me a more intense orgasm

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By *iimmybMan
5 weeks ago

Widnes

Iv read about guys getting fucked and coming hands free so I should imagine your gspot is getting his when this happens

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By *iSexExplorerMan
5 weeks ago

Between Watford & St Albans

It was a long time ago (in the 80s), but a guy I’d met in the local park toilets and had a mutual cock sucking adventure in the bushes asked me to meet him the next day and come back to his place “so we can get your trousers off”. It didn’t occur to me at the time that this was going to mean anything other than more wanking and sucking, but it did, as he ended up fucking me - first missionary and then me riding his cock.

I wouldn’t say it was painful, just a bit uncomfortable to start with. I don’t think his cock was particularly huge which was probably fortunate. I know it was bloody horny, my cock was rock hard when he fucked me and I wanked myself off so we pretty much came at the same time.

I’ve only done anal a few times since, even though it’s been over a 40 year period. Still feels a bit weird but I do like the sensation. Still makes me hard feeling a cock rubbing against my hole and gradually pushing in. I still love cumming with a cock in my arse.

Occurred to me recently I’ve never done is take a cock from behind, although I have topped other guys that way. Really keen to experience that!

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By *cd69Man
5 weeks ago

ash vale

Still waiting

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By *loryhole SuckMan
5 weeks ago

Barrow-in-Furness

The first time was painful. A d*unken night with a random 40 year old when I was 19. But every time I have had anal since has been nice, esp Black Adam, that was the first time I really loved getting fucked deep.

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By (user no longer on site)
5 weeks ago

I’m still an anal virgin, maybe one day

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By *ewtocumMan
5 weeks ago

Bicester

I've been trying for weeks, seems noone around me is interested haha

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By *antyhoseboyukTV/TS
5 weeks ago

CROYDON

Still a virgin

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By *eneral distanceMan
5 weeks ago

st helens

Lost my anal virginity young, before I lost my actual virginity

Got to say it was definitely subduction by my step brother and his best mate who was a few years older than me, taught me so much and to this day I look forward to family/friends weddings or parties as I moved away after finishing my apprenticeship

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By *uliette-crossTV/TS
5 weeks ago

swadlincote

It was a very long time ago, & I would describe the circumstances as.... coercion

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By (user no longer on site)
5 weeks ago

I need to lose mine

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By *onnyd26Man
5 weeks ago

Mitcham

Dident prepare dident know what I was doing and if the man i met wasent so helpful and understanding I'd might not have tried a second meet with someone else

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By *hades Of GreyMan
5 weeks ago

Leeds

Practiced with dildos for a while, finally went to a sauna and was successfuly fucked on the first visit. Loved it ever since.

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By (user no longer on site)
5 weeks ago

Hurt the first time after that no problem

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By *iverallen2020Man
5 weeks ago

hexham

my school mates dad was my first he used to dress me in her undies fone wank

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By *ndi99Man
5 weeks ago

BRISTOL

It bleed.. and hurt for a week..

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By *artlepool 321Man
5 weeks ago

Hartlepool

Still haven't lost my cherry yet

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By (user no longer on site)
5 weeks ago

I had prepared myseof just incase as i had been curious for a while. Thankfully guy i met took his time and made sure my ass was ready to recieve him initial push was sore and didnt think i was gonna be able to taie him but he gently eased himself in and waited till i got used to him being inside me. The pain subsided and was very enjoyable

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By *shubMan
5 weeks ago

manningtree

Yes same here, a very gentle patient man took his time and made sure it was special for me and I absolutly loved it. Can't wait for the next time

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By *mmacdheelsTV/TS
5 weeks ago

In France, and sometimes in

I had been using dildos and plugs of various sizes for a couple of years before taking my first real cock so it slipped in very easy for me, no pain just joy.

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By *uryBiMan
5 weeks ago

Bury St Edmunds

Over 35 years ago I met a guy I'd been writing to for several months..

First time I'd been with a guy..

He just lay on his bed and I slowly undid his belt and released his 8" cock. I'll never forget that first sucking..

I was there for the weekend so we had a bath together.. rimmed each other and fucked each other.. back then I just presumed all guys were versatile..

We've fucked each other many times over the years and we're together on my profile pics..

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By *eefy99Man
5 weeks ago

royston

I was in teens had been playing with toys for a while became friends with much older guy he was helping with my feeling sexual he was very experienced took his time helped me still little sore after frist time but knew I wanted more and more after frist time

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By (user no longer on site)
5 weeks ago

I was in late 60s and decided to try...he was experienced and good...luved it.

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By *yles_urybiMan
5 weeks ago

Aylesbury

Still waiting

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By *vsindyTV/TS
5 weeks ago

A place where sheep are warm, or Burnley.

It was awesome for me...prepared meet, not spontaneous and he didn't have to seduce me.

Met at his, half an hour of conversation before I went to get changed. Came into his living room as Sindy, porn on the television and him sat there naked and hard. Lost no time in getting between his legs to suck him off, spent 20 minutes or so orally pleasuring him before he lubed me up, rolled on a condom and bent me over. Asked me if I was sure, and I just nodded. The next 30 minutes was sheer ecstasy as I was bummed, buggered and fucked all over his living room until he finally came inside me in the condom. Loved it, and went back for seconds the next week which included an overnight stay.....nothing like waking up in the morning with the hem of your nightie being lifted and feeling a rock hard dick slide into you

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By *ustPeekinMan
5 weeks ago

Alresford

It was in my 30s. I had known for a long time that I was bisexual but I wasn’t very experienced with guys. It reached a point where all I could think of was cock all the time so I thought that if I scratched the itch it would make things better. I booked an hour and a half with a trans lady and boy did I learn a lot, including not to pick a really big cock as your first one. Needless to say scratching the itch did not make it go away!

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By *ummerpvcfunMan
5 weeks ago

bridport

Losing mine was amazing . I’d been chatting and camming with the guy for a good month before plucking up the courage to go to his and whilst I’d used toys for a long time lying down underneath him as he eased himself in me was is wonderful feeling .that nervous feeling of ‘ a guy has his dick in me ‘ soon went and I was hooked end up seeing him weekly for a couple of years .

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By *D-DawnMan
5 weeks ago

Aylesbury

My first time hurt like hell at first, but then it turned into a sweet sort of pain. He was very gentle and kept stopping to lube up. He fucked me again about 2 hours later. That felt so much better

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By *im82Man
5 weeks ago

Bar Hill

Still yet to find someone who will take mine

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By *ove2come2Man
5 weeks ago

Welsh Borders

I used a cruising area with woods to get blow jobs but on this occasion the guy I found obviously wasn't your normal cock sucker so we just stood there holding each others cocks.

I thought to myself well It's about time I did the honours so I went down on my knees and sucked him, Trouble was he just didn't cum and my knees were aching so I stood up,

This is where things got interesting he did go down on me but at the same time his hands were rubbing up inside my legs all the way up to my arse then up the crease caressing my hole by the time he stood up and turned me around I was putty in his hands,

Something cool was now touching my virgin hole (turned out to be lube) I was bent over and just went with whatever he was doing because I was so fucking turned on and it was to late to stop.

His cock entered me fast with one big push, I grabbed a small branch that was sticking up around the roots of the tree I was leaning on and stuck it between my teeth. seeing me biting down on that probably turned him on more because he really went for it fucking me hard.

When he came he said to me that's the best fuck I've had for ages, And to be fair I think it was the best fuck I've had too

That was my first time but not my last...

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By *riff75Man
5 weeks ago

South Manchester, Stockport

I’d been topping for ages but always wanted to try.

I found an older guy on Silverdaddies - smallish cock, top. Went to his with the express purpose of being fucked. He was small enough it didn’t hurt.

Went to a sauna a week later and took a bigger one.

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By *annyT1966Man
5 weeks ago

Durham

Most of the time I'm top. However I have been fucked. First few occasions were uncomfortable rather than painful and didn't do much for me. Since then I've practiced on my hole with various anal toys. I'm now ready to try it with a real cock.

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By *ake_BluesMan
5 weeks ago

Cumbernauld

Was supposed to just be a mutual oral session, which it did start off as. We were 69’ing (me on top) and then I felt his finger slip inside my ass and he massaged my prostate. Next thing I knew I was on all 4’s with him rimming and wanking me so I thought the decent thing to do for all that effort was to let him fuck me. He lubed me up and at first it was uncomfortable and strange. However a couple of huffs of “room aromas” and he was giving my ass a good seeing to. Still occasionally like to top but have to admit since that day I’ve become something of a cock slut lol

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