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TheHEADmaster - MaskedSissyBoy: LOVE milking FIT STR8 LADS!

TV/TS in Stone, West Midlands, UK   TickPhoto VerifiedOn mobile site

... "Any Fit, Younger, Str8 Muscle, Gym lads like a SissyBoy milking them? I know there’s loads out there hehe - can ACCOM 8-16th Sept - looking to meet! X". 21 hours ago

Joined: over a year ago
Last on: 1 hour ago


***DISCLAIMER***READ***BELOW***BEFORE***MESSAGING***

From now on, I will no longer be replying to/engaging/planning/meeting lads who are NOT MY TYPE - NOT VERIFIED - WONT SHOW CLEAR PICS - NEW MEMBERS - MEMBERS who have been online 6+MONTHS with NO VERIFICATION/PICS - I’m SICK of having my time wasted and being messed about!

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OK… hello boys….

TOTALLY **DISCREET** FEMININE SISSYBOY…

Love nothing more than sucking an uncut FIT STR8 lad... Better than you're GF!

Walk in, get naked, let me worship your body and deepthroat you dry.

And when you want to fuck... SLOW, SENSUAL STROKES GUYS, that’s what I love! Slow and steady wins the race… if you fuck like a rampant rabbit, or bull in a China shop, please keep moving.

OPTION A: - I’m MASKED (balaclava) with ponytail (BLONDE or REDHEAD - you decide…) Stockings, etc. Sissy femme masked slut.

OPTION B: (popular) - SISSY FEMININE CAMP GAY boy mode. NO mask, NO ponytail but still dressed in stockings etc. (Ultra camp and sissy) lipstick optional!

STR8 boys, MUSCLE LADS, LADS in UNIFORM (SQUADDIES to the front!) RUGBY LADS / GYM LADS / CHAV lads.

ALSO, be tidy please - if you’ve got a national forest and don’t own a razor, kindly keep moving.

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Messages/account with NO PICS will be deleted automatically - and account with NO verifications after 12+ months online will also be deleted.

!! FACE, BODY, and COCK PIC or NO REPLY !!

IF I HAVE TO ASK YOU FOR A PICTURE - you will be DELETED…. Simple.

DO NOT ASK FOR SNAPCHAT - biggest ICK going - you’re not 16!

It's 2025 guys (we all have a smart phone!) If you CAN’T/WON’T show pictures, if you're pictures are small/blurred then please, do not bother.

NO PICTURE - NO REPLY/CHAT…

ONE MORE TIME - NO PIC NO REPLY (simple)

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Verifications speak for themselves -

GET ONE CHANCE TO MEET! I will no longer chase. If you cancel, let down, don’t reply, ignore - you’ll be deleted. Simple.

So if you like looking down at someone licking your body, chest and swallowing your length... say hey! Xx

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On and taking PREP. Modern day safe sex. Tested - ALL clear/negative results: JULY 2025

HeadMaster

30 years old, Gay

5'9"  175cm
Slim
Non smoker
Social drinker
No tattoos
No piercings

Looking For

Couples (MM) Men
Aged from 18 to 40 only
Will meet smokers

Meeting

Can accommodate
Can travel

Interests

Anal, Cross-dressing, DP, Gangbangs, Group Sex, Making Videos, Oral, Role Play, Threesomes

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Verified Genuine Profile

*ymJim40 (31), Man on 28 May 2025 by Meeting in person:
So so sexy! An amazing body and a very very talented mouth, absolutely blew my mind! If you get chance to meet don’t miss out!

*ighorn (24), Man on 20 May 2025 by Meeting in person:
Some of the best head I’ve ever had after a shit day at work she made me lie back close my eyes and undressed me then made me blow my load all up her ass pussy

* here for fun (32), Man on 19 May 2025 by Meeting in person:
Meet loads of time easy get on with always have a good time

*30g (31), Man on 20 April 2025 by Meeting in person:
Met few years ago. Such a nice person, makes me feel very comfortable. I left his apartment satisfied and with smile on my face. Would recommend this user to anyone

*lkaseltzer (39), Man on 9 December 2024 by Meeting in person:
Just had a nice suck n fuck to go. Hot smooth tight body , filled both holes nicely, great oral skills x

*ighorn (24), Man on 31 October 2024 by Meeting in person:
Honestly one of the best meets I’ve had drained every bit out of me Wow

*igladnw (35), Man on 29 September 2024 by Meeting in person:
Quality at giving head great meet easy to arrange

*unwithjack (30), Man on 15 May 2023 by Meeting in person:
Great meet, as described on profile, some of the best head out there.. can’t wait to meet again

*igFriendlyGiant (39), Man on 8 November 2022 by Meeting in person:
Met this skilful little sissy a while back. She really does aim to please. Took my entire length with ease and the moaning just gets you throbbing harder and harder!

*ugh G. Rection (34), Man on 7 November 2022 by Meeting in person:
Met this beauty a couple of years back, made me feel at ease from the instant i got there, the bj skills didnt take long to ease my nerves and a wonderful night followed. cant wait to meet again!!

*ums_for_fun (35), Man on 28 July 2020 by Meeting in person:
Sure can suck some good dick

*anTheMan30 (35), Man on 23 March 2020 by Meeting in person:
Headmaster is an amazing meeting that you dont want to miss. The profile is 100% correct, the head fantastic, the atmosphere relaxing and euphoric. Enjoyment is guaranteed this sissy bitch knows how to please. X

*cecum (30), Man on 20 February 2020 by Meeting in person:
Gents, if you want the best head ever, look no further. discreet, courteous, and killer service every single time, don't mess around, now get stuck in there with the best meet you'll ever have!

*ANTASYWORLD1000 (34), Man on 2 November 2019 by Meeting in person:
Visited this sexy, feminine slut on my travels and it was that good I had to return on the way back. Of course she was waiting for me as I stepped back in. The way she obey’d my cock, she loves to worship nice, sloppy & deep. Knows exactly how to edge and tease him until he is ready to explode and takes it all without missing a drop! You’ll know she loves it by the moans she makes x

*ornyjames420 (31), Man on 21 September 2019 by Meeting in person:
Great meet, unreal head

*ommytank100 (29), Man on 20 August 2019 by Meeting in person:
Unbelievable meet x

*onny2016 (29), Man on 11 August 2019 by Meeting in person:
Amazing mouth, made me feel really comfortable and gave me an unreal blowjob

*ornygymlad24 (26), Man on 28 July 2019 by Meeting in person:
Absolutely amazing! First meet since i’ve been on here and what a way to start! Amazing at sucking dick and loves to worship your body. Best blow job ever and does whatever you want! Amazing meet and can’t wait for next time x

*izzo (40), Man on 22 July 2019 by Meeting in person:
Wow what a meet sexy stunning knows what they want I will be seeing you soon :) xx

*en88100 (37), Man on 26 May 2019 by Meeting in person:
Great skills will definitely be wanting to meet again

*otdog7000 (35), Man on 8 February 2019 by Meeting in person:
Absolutely amazing a sloppy sucking

*tokeguy1990 (35), Man on 7 January 2019 by Meeting in person:
After chatting on and off few time missed finally got to meet hands down best bj I’ve ever had really comfortable from the start

*it4fun (36), Man on 6 December 2018 by Meeting in person:
Expert cock sucker. The way you suck cock is out of this world! Love the way you run your hands over me and loved having you fuck my throat too xx

*heIrishDom121 (27), Man on 29 April 2018 by Meeting in person:
Very good girl with one of the best blowjobs I ever had x

*heIrishDom121 (27), Man on 28 April 2018 by Meeting in person:
Met in person

*igFriendlyGiant (39), Man on 4 March 2018 by Meeting in person:
This girl is phenomenal! Felt at ease within seconds with her soft voice and amazing body. Her skills though... Mind-blowing! Deepthroats cock effortlessly.

*it4fun (36), Man on 28 February 2018 by Meeting in person:
So sexy, so skillfull could have had me cumming instantly but made me wait ;) can’t wait for more x

*tud1863 (32), Man on 5 January 2018 by Meeting in person:
Great meet, fantastic head and a great person. Easy to chat too aswell. X

*cs992 (42), Man on 13 November 2017 by Meeting in person:
Wow! I was pretty shy as this was my first meet but 100% felt relaxed within a few minutes best bj Iv ever had will defiantly be meeting again !

*pforfunstoke (29), Man on 1 November 2017 by Meeting in person:
Met this little sissy. Very sexy and a great ass and sucking skills right as well ;) licked her own cum off me then eat my load ;) 100% slut

*aid back luke 11 (39), Man on 30 October 2017 by Meeting in person:
Wow what can I say?! Legs to die for! Incredible beautifully formed ass! Her moan! Her sexy softly spoken voice! Amazing mouth! Deepthroated all of me and made me cum so hard! Absolutely perfect meet! Want her again and again! Xx

*teka (32), Man on 20 October 2017 by Meeting in person:
Very straight forward,couple messages,couple photos and we had a meet set. Could easily tell from the second I laid my eyes on you,that we would have fun together,so sweet, easy going, great manners also, made me feel like I was visiting a close friend. Great blow jobs, deep throated like a champ and a tight ass to kill for. Will be meeting you again for sure.

*ave-lad (34), Man on 16 June 2017 by Meeting in person:
Hot and sexy with a mouth that works wonders, amazing ass can't wait for next time x

*197 (33), Man on 6 May 2017 by Meeting in person:
Cannot recommend this girl enough super accomodating, great body, great personality and gives one of the best blowjobs I've ever had. A really great meet!

*eon0482 (41), Man on 15 March 2017 by Meeting in person:
Great meet straight to the point took my cock deep

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