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I've been away from reddit since last fall because my ex was a heavy user and coming back here reminded me of him. This is my first post since last year. I'm a big /r/EroticLiterature fan and I was tempted to post there but this was a real encounter. I hope you all are lenient with me changing some of the details to protect my privacy.

I'm not an innocent girl. I have a normal (albeit dry spell) sex life that is apparently plain to the likes of GoneWildstories. I'm 31, 5'5, green eyes to match my medium cut dark blonde hair. I'm a pear shaped with cute hips. I hate my breasts and nipples so I won't talk about them. I'm more like Alexia Bledel with freckles and lighter hair than anything else.

My FWB guy (hence Nik) and I are more like a causal couple than true friends with benefits. My needs are more simple.. cuddling, kissing, massages, and being romanced. Nik is into those things too but mostly likes his dick sucked. I'm happy to comply.

This whole mishap started by some saucy text to him one day that I wanted my butt rubbed. (Hey, I was horny and his hands are like magic fingers). He told me he wants to come over that night and I playfully *acted out: "purrs like a cat in heat, stretching out over your lap"* over text as if I was roleplaying. He never roleplayed (not sure he knew how) but he asked me if I liked my ass in the air like that. I cooed back, * purrs for your fingers inside me *

Here's where things got mistaken for a whole other meaning… Nik didn't respond back for over two hours and I was ready to leave work. My mind was completely on other things like driving home and how to avoid traffic. Just as I'm opening my car door, I see his recent reply.. "So, you want me to enter into the backdoor?". I found this text not at all strange because I rarely use the main front-door to my house. Always through the garage or at the side "back" entrance because its near the kitchen and side patio. Here's where I look back and cringe at my past self and realize how naively eager I sounded. "yup! I've got the lotion for the butt stuff."

Yeah, I /facepalm myself every time I think back about it. I swear I meant the massage on my butt, nothing perverted. So when Nik shows up acting all timid and nervous, I thought he was having a bad day and didn't want to talk about it. Dinner would have to wait. I was more horny and less hungry and Nik didn't appear to be into food at the point either.

I'm not modest so I stripped off my top and skirt in the kitchen and I started taking off his shirt. God he looked sexy in his button up and tie. 6'0', husky, built like a stocky Dean Winchester. The man even loves pie to complete the visual. We kissed and made out a bit and his hands were all over me. Going for that spot I love on my neck and ear.

We took things to the bedroom quickly and my massage was cut short because I practically pounced him when we hit the bed. No problem, massage after dinner is just fine. Nik pulled off my panties and bra and left me waiting as he went down on me. God his tongue is amazing! I came fast and it was a good one for being as pent up as I was.

I tried to return the favor but he just got me onto all fours with my butt hanging over the edge. He loves doggystyle and it's good for me too. He was fingering me from behind within a few moments and I was loving it. Again, magic fingers. I don't know how long it too me to cum again but the man knows my spots too well. It scares me at times. He jokes that he can play me like a video game which I find amusing. I've barely recovered when I feel him enter me slowly. I'm soaked by this point so he has no problem sliding in. Nik likes to take control by grabbing my hips and I love it. Sure I love to have my ass smacked from time to time but mostly I purr at his strong hands forcing his cock into me.

I started to feel this pleasurable feeling near my kitten area yet it wasn't something I was familiar with. I was caught up in the moment when I felt his thumb.. in me. I remember being confused, turned-on, completely into it yet puzzled at how this was happening. His cock was inside me yet so was his thumb. Huh? His hands were both palm down on my ass, then it hit me. I didn't know how to feel. It felt good, yet I was in shock because I didn't ever want to do anal. Nik had his thumb in my ass and it felt amazing.

I wasn't sure how or why he suddenly did this but that was for a discussion afterwards. This felt good now. I didn't know what he was doing but it was different and I liked it. Nik was still inside me going slow and steady but his thumb is what felt intense. I felt dirty when I asked for more. "Which?", my reply was "yes". He does like to please me afterall and Nik did just that. I got him harder and faster while his thumb went in deeper. It was different but I liked it. I needed more of whatever he was doing. I moaned loud as I felt a huge wave of pleasure cascade over me.

The bastard pulled out from both and asked me if I was ok. "No you idiot! don't stop!" He promptly returned to both holes and I temporarily lost my momentum. Turns out, it was probably a good thing because my orgasm was building even more. Nik was on the verge as well. His thumb sunk in to the hilt and that sent me over the edge. I started my exorcist moaning and screaming and Nik came hard as well. That orgasm was so intense that I couldn't even remember how long it lasted. I just knew it was long because he shrunk and pulled out but kept his thumb in my ass.

Whatever just happened, I needed more of it because it was amazing. He washed up, climbed back into bed with me and time seemed to not exist for the two of us. When I finally asked him why he stuck his thumb up my ass, we recounted the texting fiasco and the misunderstandings from both sides.

Turns out, it was the spark that ignited our sex life to a new level. I got a few butt toys like beads and a cute little pink plug with a jewel on it. We started doing more things but the backdoor activity is now frequent enough that we include it often. We've done anal a few times but mostly it's uncomfortable as he's pretty big.

submitted by ThrowawayCumbackF [link] [comment]


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