I have been working up to anal for a while now, and have gotten used to using my dildo on myself quite regularly so I felt ready to ask my fwb to fuck my ass.
We were cuddling and kissing in my bed soon after she arrived (she lives quite far from me), she was playing with me a little bit. Tbh I think she was a little tired from driving, but I whispered in her ear
“I want you to fuck my ass tonight”
And she suddenly seemed a lot more awake. She slipped her hand inside my panties and fingered me while she climbed on top of me. After that she tore off my jeans and panties and licked my pussy and ass for me.
When the time came, she put on my strap, lubed it up and slid inside my pussy. Me on my back, legs spread, holding onto her so tight as she gently worked her way in and out of me. I told her to make me cum and she happily pounded me hard while I rubbed my clit beneath her. She was so focused, I couldn’t take my eyes off of hers and I came, eyes locked on each other. She asked if she should fuck my ass at this point and I nodded. She licked me briefly again while she applied more lube to the strap and slid a lubed finger inside my butt. She went slow, the thumb of her other hand gently rubbing my clit. After a few minutes she pushed my legs up more and positioned the strap against my butthole. She slid in very slowly while I tried to relax all my muscles. I was a little anxious so it took a little while, but once I was able to properly relax she slid in so easily. It felt wonderful to have her on top of me like that, I felt so full. She thrust slowly, holding my legs up towards my chest while I rubbed myself. I started quivering almost immediately and I came way faster than I expected. I squirted a little even when she was going super slowly, it felt like all my nerve endings were firing up all over my body. She went a little faster as we got into it and I kept cumming for her. It was incredibly intense. When I couldn’t take anymore, she pulled out slowly then cuddled me. I was still shaking and quivering for a few minutes after. She held me and kissed me until my shakes were gone. I kissed her and thanked her.
Don’t worry I did repay the favour shortly after as well 😅
Source: reddit.com/r/gonewildstories/comments/wk9el2/i_f_finally_asked_my_fwb_to_use_a_strap_on_to
This is a very lovely story. You two seem sweet :)
So hot!
Write more encounters please!