kindnessmatters
Virgin
- Joined
- Nov 15, 2025
- Posts
- 9
I am a 35 year old mom of 2, recently separated. My ex and I have not been intimate in well over 3 years
I have a date coming up with a guy who is extremely well endowed. The problem is my ex was my first and only partner I’ve had sex with and he was / is extremely small.
Needless to say I am a bit nervous and am looking for advice from ladies, or men really, on how best to prepare myself for this. I am super excited about things too because we’ve built a really nice connection which I super important to me before ever considering sleeping with a man.
Anyway, any help would be amazing!!
I have a date coming up with a guy who is extremely well endowed. The problem is my ex was my first and only partner I’ve had sex with and he was / is extremely small.
Needless to say I am a bit nervous and am looking for advice from ladies, or men really, on how best to prepare myself for this. I am super excited about things too because we’ve built a really nice connection which I super important to me before ever considering sleeping with a man.
Anyway, any help would be amazing!!

