First time was predictably not very smooth, advice?

AskBDP

I know, not a particularly unique experience. I (mid 20s M) lost my virginity last night with a friend (early 30s F). She’s more experienced than me (easily achieved!) but hasn’t slept with anyone in quite a while. A few random things that happened went well, except the rest wasn’t very great.

The good:

- She was able to cum (at least, she said she did and was shaking for a bit!) surprisingly easily from oral, considering that I don’t know what the fuck I’m doing. Didn’t even end up fingering her at all, which leads to the next surprise…

- We really didn’t have any issues fitting me inside (~7.75”x~6”). I was prepared for all sorts of problems based on lurking around here, and we didn’t even have any lube on hand… just lucky I guess?

The less good:

- I wasn’t able to cum at all. I had masturbated in the late afternoon (didn’t expect this to happen and certainly not when it did) which almost certainly contributed, plus first time nerves. I felt like I wasn’t even really feeling much of any sensation when I was inside. Hopefully better when we try again?

- Positions were kinda difficult? Her on top went well, missionary ok (I’m not that good at thrusting somehow, and also had slight issues finding my way back in when I popped out and was slightly soft), doggy failed miserably. Couldn’t figure out where to put my legs, hers, couldn’t get lined up, etc etc. I think maybe the lighting needs to be up just a bit more for next time…

- I guess the only real BDP part of this: probably surprising no one here, receiving head didn’t go super well and hurt a moderate amount. I think it may have been some teeth getting in on it? Was hard to tell. We were both up front about being willing/able to take feedback, but in the moment I felt bad saying that it wasn’t working quite right (and she was already apologizing after feeling out of practice, so I didn’t want to pile on to that). What’s a good solution here? Acquire lube (obviously) and do more of a handjob situation with licking instead of trying to fully fit in her mouth?

Any advice or thoughts on the good, or more importantly, the bad, would be appreciated! Cheers.

Posted Aug 12, 2026, 2:09 PM UTC

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