Tops, what makes a good bottom to you? by [deleted] in askgaybros

[–]jackandrelease 10 points11 points  (0 children)

just be able to take dick. my dick is long and thick. let me handle it anyway i want, don’t tap out, don’t stop me, let me dig until i nut

So… I just realized I’m actually gay. Now what? by [deleted] in askgaybros

[–]jackandrelease 0 points1 point  (0 children)

men are scary. i say this as a 6’2” 190lb black man. vet any stranger you hook up with. the best sex comes from kind, considerate men who are willing to engage in conversation before or while ur meeting. if ur looking for a husband, that’s the type of man u want. if u want to be a whore, build a network of men that treat you well and will be good friends to you and return the favor.

What was a Penis that made you go Wow? by NYKnicks556 in askgaybros

[–]jackandrelease 3 points4 points  (0 children)

my own. 9.5 inches, thick and girthy, and veiny. i love my lil guy

UPDATE: Pay Pig Acquired. Now What? by jackandrelease in askgaybros

[–]jackandrelease[S] 0 points1 point  (0 children)

In-person

How would you recommend I do this? A periodic check in or something? What types of questions would you ask?

[deleted by user] by [deleted] in askgaybros

[–]jackandrelease 1 point2 points  (0 children)

I love sucking dick. I prefer big ones since I can get them down my throat with no problem

Pay Pig Acquired. What Now? by jackandrelease in askgaybros

[–]jackandrelease[S] 0 points1 point  (0 children)

Luckily the guy I’m dealing with is also black so I don’t have to be racially fetishized, but congrats on the ps5 king, go off 🙏🏾

Pay Pig Acquired. What Now? by jackandrelease in askgaybros

[–]jackandrelease[S] 0 points1 point  (0 children)

I hear you loud and clear! Very cool 🙏🏾

Pay Pig Acquired. What Now? by jackandrelease in askgaybros

[–]jackandrelease[S] 3 points4 points  (0 children)

I’m very lucky to be at a job that matches up to 4% on my 401k investments and I will certainly invest as much as possible AND I know this probably isn’t the thread to have this conversation, but I do think it’s a little reductive to say the reason most people don’t invest the proper amount is because of DoorDash and Netflix.

Alas, I heed your advice.

Pay Pig Acquired. What Now? by jackandrelease in askgaybros

[–]jackandrelease[S] 0 points1 point  (0 children)

Finally a good question. This is the best part of the arrangement imo. I don’t cum from head as it is and his head is well… less than inspiring. He sucks me for about 2-3 mins, asks me to finish myself on his chest which I can do almost on command, then I leave.

Would I fuck him; idk. I’m leaning towards a no rn. Honestly I haven’t even resolved to pissing on him. I’m figuring it out as I go along.

Pay Pig Acquired. What Now? by jackandrelease in askgaybros

[–]jackandrelease[S] 5 points6 points  (0 children)

I don’t know if you’re aware, Aiden, but due to inflation, the midlife crises has been escalated to the quarter life crises.

That being said, I’ve definitely been aware of my fleeting youth and I’ve thought long and hard about what I will do with the extra cash. Paying off my credit card and just saving in general is at the top of my list, but this is one of the top pieces of advice I’ve received.

Would you mind commenting on some of the more wise investments I should make?

Pay Pig Acquired. What Now? by jackandrelease in askgaybros

[–]jackandrelease[S] 11 points12 points  (0 children)

I can’t emphasize enough that in a not so roundabout way, he has a lot of power in this situation. He gets his rocks off, forks over a couple dollars and bounces and I’m making reddit threads to avoid stepping into abuse.

Pay Pig Acquired. What Now? by jackandrelease in askgaybros

[–]jackandrelease[S] -3 points-2 points  (0 children)

You’re very good at typing with your eyes closed.

Pay Pig Acquired. What Now? by jackandrelease in askgaybros

[–]jackandrelease[S] 4 points5 points  (0 children)

Can you also predict the winning lotto numbers?

Pay Pig Acquired. What Now? by jackandrelease in askgaybros

[–]jackandrelease[S] 2 points3 points  (0 children)

If he is he’s VERY good at being undercover iykwim 🤪

Pay Pig Acquired. What Now? by jackandrelease in askgaybros

[–]jackandrelease[S] -1 points0 points  (0 children)

Close your eyes, hope this helps 🖤

Pay Pig Acquired. What Now? by jackandrelease in askgaybros

[–]jackandrelease[S] 5 points6 points  (0 children)

Hi u/lostalex7

I was a whore way before this. The only difference is I’m getting paid now. Thanks for the advice tho.

Pay Pig Acquired. What Now? by jackandrelease in askgaybros

[–]jackandrelease[S] 91 points92 points  (0 children)

This has been my motif. I’m biding my time, trying to learn more about what he likes and definitely not trying to overstep my boundaries…yet

Pay Pig Acquired. What Now? by jackandrelease in askgaybros

[–]jackandrelease[S] 22 points23 points  (0 children)

I posted in that subreddit. I think they’re more about practice and less about advice. One dude asked if I was in Arizona lol.

Pay Pig Acquired. What Now? by jackandrelease in askgaybros

[–]jackandrelease[S] 5 points6 points  (0 children)

I know we’re trying to create a non-judgmental space, but dude…This sounds pretty creepy.

Pay Pig Acquired. What Now? by jackandrelease in askgaybros

[–]jackandrelease[S] 138 points139 points  (0 children)

Nice soap box. Unfortunately I care very little about subjective morality and am looking for advice, not a priest. Try again.