Trailhead's Avatar

Trailhead

@trailheadgay.bsky.social

Helpful guides for adventurous bois.

45 Followers  |  12 Following  |  51 Posts  |  Joined: 17.09.2025  |  1.6401

Latest posts by trailheadgay.bsky.social on Bluesky

Post image

Play safe(r)

02.11.2025 00:01 β€” πŸ‘ 1    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
Post image

Learning to stretch your own hole makes you better at stertching other holes

01.11.2025 00:03 β€” πŸ‘ 7    πŸ” 1    πŸ’¬ 0    πŸ“Œ 0
Post image

How thick do you like it? πŸ’¦

30.10.2025 14:31 β€” πŸ‘ 0    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
Post image

Don't add something without saying something

29.10.2025 14:28 β€” πŸ‘ 1    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
Post image

Never risk a dry spot

29.10.2025 00:00 β€” πŸ‘ 1    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
Post image

Check your lube before play

28.10.2025 00:02 β€” πŸ‘ 1    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
Post image

This is a hands-on sport

27.10.2025 00:03 β€” πŸ‘ 1    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
Post image

If you see something, say something.

25.10.2025 23:59 β€” πŸ‘ 0    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
Post image

Learn your body to connect with your body

24.10.2025 23:58 β€” πŸ‘ 1    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
Post image

Gently massage around the hole and pull the outer rings open

23.10.2025 14:27 β€” πŸ‘ 1    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
Post image

Don't let a poorly prepared space be the reason you're stingy with lube

22.10.2025 23:56 β€” πŸ‘ 1    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
Post image

Practice your breathing every day.

22.10.2025 00:04 β€” πŸ‘ 2    πŸ” 1    πŸ’¬ 0    πŸ“Œ 0
Post image

Filing your nails as a fidget toy during breaks is a great way to always be prepared

20.10.2025 23:59 β€” πŸ‘ 0    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
Post image

If you see brown, you may keep that down,
If you see red, something must be said.

18.10.2025 23:56 β€” πŸ‘ 0    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
Post image

Would you venture into the woods without a map?

17.10.2025 14:33 β€” πŸ‘ 1    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
Post image

The right bottle can make clean up so much easier

16.10.2025 14:29 β€” πŸ‘ 2    πŸ” 1    πŸ’¬ 0    πŸ“Œ 0
Post image

A good boi trains often and cleans up as needed

15.10.2025 14:30 β€” πŸ‘ 0    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
Post image

Vibe is everything

14.10.2025 14:32 β€” πŸ‘ 0    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
Post image

Be prepared with the right supplies for easy clean up

13.10.2025 17:56 β€” πŸ‘ 0    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
Post image

Lube breaks can give your hole a needed short break

12.10.2025 17:59 β€” πŸ‘ 2    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
Post image

Protect your hole from infection

11.10.2025 18:00 β€” πŸ‘ 1    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
Post image

A cold hole won't relax

10.10.2025 14:34 β€” πŸ‘ 1    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
Post image

Use apps to find ffriends - @Grindr @sniffiesapp asspig @ReconNews and more

09.10.2025 14:29 β€” πŸ‘ 1    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
Post image

The best doms give more than they take

08.10.2025 18:01 β€” πŸ‘ 2    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
Post image

Play with care

07.10.2025 14:28 β€” πŸ‘ 2    πŸ” 1    πŸ’¬ 0    πŸ“Œ 0
Post image

An ounce of preperation

07.10.2025 00:00 β€” πŸ‘ 3    πŸ” 1    πŸ’¬ 0    πŸ“Œ 0
Post image

Wrap all of your hand

06.10.2025 00:02 β€” πŸ‘ 0    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
Post image

Verse bois have more fun

05.10.2025 00:00 β€” πŸ‘ 2    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
Post image

Talk about what is in your lube

03.10.2025 14:32 β€” πŸ‘ 0    πŸ” 1    πŸ’¬ 0    πŸ“Œ 0
Post image

Vary your viscocity

02.10.2025 14:33 β€” πŸ‘ 2    πŸ” 2    πŸ’¬ 0    πŸ“Œ 0

@trailheadgay is following 12 prominent accounts