Gave in and got pegged
I've been with my girlfriend for a few years now and she is amazing in bed. About a year Ago started massaging behind my balls when she was giving me a blowjob and the pressure there felt amazing. This progressed to her playing with my hole a little and then about two months ago to her fingering my ass while sucking me off.
She has been asking for a while if she could try her toys on me and I've been saying no but then this weekend we'd had an it to drink and she asked again so I agreed. She disappeared off for a minute or two and came back with this sexy outfit on sporting a fairly long, thick strap on. At first I thought 'why the hell has she got this in the first place?' And then I thought there is no way she'all fit that in.
Anyway with lots of lube and a few firm thrusts my asshole gave way and accepted this black strap on. I didn't really enjoy it at first but when I relaxed and she started thrusting it all the way in I have to admit I was rock hard and was cumming hands free after about 5-10 mins. It was amazing.
The only thing that worries me is that after she lent forward and kissed me and said 'good girl. One step closer.'
I have no idea what that means but all I can say is that letting her do that was amazing and I'll certainly let it happen again.
Sounds like she is marriage material. Have fun!