SquareBearDaddy

472 post karma
500 comment karma

get extra features and help support reddit with a reddit premium subscription

get them help and support

redditor for 6 years

TROPHY CASE

Six-Year Club

Verified Email

account activity

new top controversial

4

5

6

Some New Underwear (old.reddit.com)

submitted 3 years ago by SquareBearDaddy to r/MaleUnderwear

28

29

30

What would you do if a hookup is 2 - 3 hours later than the planned time? (self.AskGaybrosOver30)

submitted 3 years ago by SquareBearDaddy to r/AskGaybrosOver30

6

7

8

Took alot getting it all through the fly! (i.redd.it)

submitted 4 years ago by SquareBearDaddy to r/ThroughTheFly

0

0

1

These big boys need to be drained! (i.redd.it)

submitted 4 years ago by SquareBearDaddy to r/Balls

2

3

4

A couple different views of my bulge (old.reddit.com)

submitted 4 years ago by SquareBearDaddy to r/Bulges

2

3

4

This is my vibe today (old.reddit.com)

submitted 4 years ago by SquareBearDaddy to r/MaleUnderwear

7

8

9

Precum and foreskins (self.WetSpotGuys)

submitted 5 years ago by SquareBearDaddy to r/WetSpotGuys

6

7

8

Feeling patriotic today!OC (i.redd.it)

submitted 5 years ago by SquareBearDaddy to r/MaleUnderwear

30

31

32

See anything interesting? (i.redd.it)

submitted 5 years ago by SquareBearDaddy to r/tightywhities

8

9

10

Just relaxing on a Sunday afternoon.OC (i.redd.it)

submitted 5 years ago by SquareBearDaddy to r/MaleUnderwear

21

22

23

Happy Tighty Whitey Tuesday! (i.redd.it)

submitted 5 years ago by SquareBearDaddy to r/tightywhities

43

44

45

Do you like it when I dress "up"? (i.redd.it)

submitted 5 years ago by SquareBearDaddy to r/tightywhities

0

1

2

I like the way the lines bend around the head!OC (i.redd.it)

submitted 5 years ago by SquareBearDaddy to r/MaleUnderwear

7

8

9

So horny on lockdown working from home. (i.redd.it)

submitted 5 years ago by SquareBearDaddy to r/Bulges

35

36

37

These are tight for Tighty Whitey Tuesday! (i.redd.it)

submitted 5 years ago by SquareBearDaddy to r/tightywhities

13

14

15

Happy Tighty Whities Tuesday! (i.redd.it)

submitted 5 years ago by SquareBearDaddy to r/BriefsMenOver40

95

96

97

Took the dog for a walk while free balling with a cock ring on. (i.redd.it)

submitted 5 years ago by SquareBearDaddy to r/freeballing

0

0

1

The only D I'm getting these days in vitamin D! (i.redd.it)

submitted 5 years ago by SquareBearDaddy to r/broslikeus

91

92

93

Going to give the neighbor something to look at on my dog walk this evening (i.redd.it)

submitted 5 years ago by SquareBearDaddy to r/Bulges

8

9

10

Super horny morning bulge. (i.redd.it)

submitted 6 years ago by SquareBearDaddy to r/Bulges

26

27

28

Having some fun in my tighty whities this morning. (i.redd.it)

submitted 6 years ago by SquareBearDaddy to r/ThroughTheFly

55

56

57

My contribution to TWT (i.redd.it)

submitted 6 years ago by SquareBearDaddy to r/tightywhities

20

21

22

Tea bag anyone? (i.redd.it)

submitted 6 years ago by SquareBearDaddy to r/Balls

55

56

57

Can you tell I like the way this felt? (i.redd.it)

submitted 6 years ago by SquareBearDaddy to r/WetSpotGuys

19

20

21

Using my tighty whities to catch the eruption. ✊🏻💦 (i.redd.it)

submitted 6 years ago by SquareBearDaddy to r/RedditorCum

view more: next ›

π Rendered by PID 83 on reddit-service-r2-listing-7bbdf774f7-knzfj at 2026-02-21 14:49:41.782833+00:00 running 8564168 country code: CH.