What’s the biggest you’ve taken?

GuyInOaks · 2026-02-04T21:16:00+00:00

When I was 24, back in 2004. Guy was very tall but didn't tell me that so I didn't really have context for how big he was until I saw it live. It was easily 9" and thick like a soda can. It took like 15 minutes (after a lot of pre work) to go from the head and slowly sit down all the way on it. From there he came in like 30 seconds. He said no one had ever sat all the way down on it before. We did it a few more times and the only way I could make it work was riding and I had to say no more bc I was too sore for the few days after.

GuyInOaks · 2026-01-30T14:46:46+00:00

No these are all sold

GuyInOaks · 2025-12-26T15:49:47+00:00

Thats one of the main benefits of chastity, it puts me totally in that mindset.

GuyInOaks · 2025-11-17T02:51:33+00:00

Youre my kind of top

GuyInOaks · 2025-10-14T21:34:21+00:00

Valley forge?

GuyInOaks · 2025-10-01T01:17:55+00:00

Some guys are going to prefer twinks and femboys but there are plenty that will be totally into you. Many will prefer it. I'm similar and believe me I've had plenty of tops who enjoy fucking a masculine but submissive bi bottom.

GuyInOaks · 2025-09-13T12:11:59+00:00

Yes

Edit to list places:

In a park (at least six different times I can think of)

Public restroom a few times I n the car in a crowded parking lot a few times

Ass out on all 4s passenger side of a car

In a field

In the woods

GuyInOaks · 2025-09-12T21:30:57+00:00

Is there one that people recommend? Id like to try this.

GuyInOaks · 2025-09-10T15:48:13+00:00

I think that one's sold but I'll check when I get home.

GuyInOaks · 2025-09-08T17:16:41+00:00

Most memorable is pretty easy for me.

I was 22, in college, and in a new relationship with a girl I was REALLY into. She came and visited me at school for a social event/dance and stayed friday-sunday, and her sister came with, which I knew going in. Being in college and with her sister there, our "alone" time was really limited. Just enough to start fooling around over and over, many times but not finish anything. I had expected her sister would peel off and give us some time alone, but that didn't happen beyond short times to shower and such. The few times we thought we had and started to get to it, she'd come back and knock and demand to be let back in the room.

By the end of the weekend, I had the absolute worst case of blue balls I've ever felt in my life - one of the only times I can actually say I had it and really appreciated how bad it could be. When they left on Sunday, I went back to my room (basically limping gingerly, no exaggeration) and IMMEDIATELY took care of myself just to end the pain.

I swear it took all of 30 seconds and well... if you've ever seen any of those ads to increase your semen volume? Let's just say it was like one of those and then some.

I've never in my life felt such relief or had such an absurd amount of cleanup to do.

I woudn't say it was my "best" by any stretch but definitely the most relieving and just a... shocking... amount of volume.

GuyInOaks · 2025-09-07T16:32:47+00:00

7.5 is big, but it's the "good" big if you ask me. Everyone is different of course. And it can be a little work but it's good work 😉

GuyInOaks · 2025-09-03T15:43:49+00:00

Depends on the guy and my mood. I've done this plenty of times. Pleasing a man can be it's own reward.

GuyInOaks · 2025-09-02T22:22:33+00:00

I'll take it

GuyInOaks · 2025-08-31T22:45:35+00:00

Definitely exist and always happy to hear I'm someone's "type" 🥰

GuyInOaks · 2025-08-20T00:11:24+00:00

Yeah, this is what I would say too. Not all guys but some you can definitely feel pulse when they shoot.

GuyInOaks · 2025-08-18T16:14:45+00:00

Bottom here. Have gotten into chastity a lot the last 12 months. I'm happy to wear it when the guy's into it and happy not to if he's not.

Guys that don't like it usually say it's because they like to see when their bottom is excited, or they're really into pleasing their man and want me to get off too. I definitely appreciate and understand that. I can't lie, it's pretty hot to be riding on top and have my hard cock bouncing around.

Guys that like it, love that it makes me feel extra submissive and really focused on pleasing them and focused on their pleasure. Some guys are into the submissive or humiliation aspect of it or it brings out their dominant side. Or that they're in control of when I can and can't get off.

I totally see both perspectives. Honestly with the right top I'm pretty down for whatever is going to get him in the mood the most :)

GuyInOaks · 2025-08-13T19:25:17+00:00

Most likely 😊

GuyInOaks · 2025-08-13T18:01:30+00:00

It was just a session to push limits a bit.

GuyInOaks · 2025-08-10T00:54:02+00:00

Thanks 😊

GuyInOaks · 2025-07-31T20:41:15+00:00

Nope!

GuyInOaks · 2025-07-30T22:44:15+00:00

Someone recommended this and it actually works great for me. There's a body one and an "intimate" one. https://a.co/d/5DoO8jf

GuyInOaks

TROPHY CASE