The agreement was a simple one, a promise made between two people. I’m not sure why I agreed to it, I’m sure the alcohol didn’t help. Last week I took my FWB Rachel out to dinner, neither of us want anything official but were too old to just hook up and dash. While out to dinner we both are drinking and Rachel is getting very touchy. “What do you wanna do tonight” she whispers to me after a drink of wine. “Sex when we get home” I tell her. “Anything in particular?” she whispers in my ear, leaning over. “We haven’t done anal” I jokingly say to her. She has turned down all my advances at it over the six months we have been seeing eachother. Rachel leans back in her chair, not upset, not happy, but thinking. She takes her wine glass and turns the bottom towards the ceiling, finishing the last of her red wine. “Ok, but If I do something for you, you do something for me” she says with a straight face to me. I am happy with her response and don’t really consider the agreement I made.
We left the restaurant and took an Uber to my place. We are both a bit buzzed and somehow behave on the ride back. Once in my apartment we begin to kiss and makeout on my couch, we can barely keep our hands off each other. “Let’s go to the bed” she tells me mid kiss, and we both rise up to the bedroom, stripping of our clothing as we walk. We get to the bedroom and continue kissing. Rachel breaks free of the kiss and turns, facing away from me, in a spooning position. She leans over to her side of the bed, a nightstand and pulls out lube. She hands me the bottle of lube and tells me to work her slow. I take a few drops of lube and begin to massage her vagina. “What are you doing? My ass.” I smile and begin kissing her neck lightly, we continue to spoon but i take my finger and begin to massage her ass.
She is on her side while doing this, my finger goes from just rimming around her ass, to the tip inside. She is tight. I think the drinks in us, and it being our first anal session speed things up. It’s not long before my entire finger is in her ass, and I am fingering her fast. I stop kissing her neck and mover her on her stomach. I take control and begin to grind my dick on her ass. I’m pushing my head near her pussy and ass. I enter her vagina and she is wet, I get my dick just wet enough before I start on her ass. Her arms are stretched out in front of her as I slowly enter her ass. Rachel looks over her shoulder at me and says “Take my ass.” I push my head into her and she moans.
Back and forth slowly, deeper and deeper. I push my cock all the way inside until the base of my dick hits her cheeks. She has a petite ass and I feel deeper in her than ever. “Fuck me hard” she orders. I begin to thrust my hips, back and forth, in doing so she pushes her ass back to me. We develop a good rhythm together, a good fluid fuck session. Rachel is moaning loudly. I am in a pushup fucking position and am glued to watching my dick go in and out of her ass. Her ass grips my cock tightly and I love seeing the shiny lubed cock go in and out. Rachel has a IUD but I normally pull out as no pussy is worth 18 years of support, but now I am in her ass. I won’t be pulling out tonight. My thrusts intensify, I am now pulling my cock almost completely out of her only to thrust back into her as hard as I can. Rachel takes it well. “I’m so close to cumming” I tell her. “Cum in my ass” she struggles to say while moaning and breathing. Thrust after thrust continues until I feel myself release in her. I bury my dick as deep as I can and just hold it there, pulsating inside of her. I lean lower to her back and kiss her neck and smile. “That was an unexpected surprise,” I say laughing. I pull out and lay next to her. We assume the spooning position again and are cuddling. I moved my body away from her’s and spread her cheek apart with my hand. I can see I am starting to leak out of her now and it is beautiful. A thick white liquid and a gaping asshole. It’s late and we fall asleep this way. Rachel wakes me in the morning before leaving to go to work. “Hope you enjoyed last night, can’t wait for my surprise for you” she whispers in my ear. I am half asleep and just mumble agreement. “Ive got a business trip and will be gone a few days, I’ll see you when I get back” she tells me. “Sounds good” I reply back, rolling over to get more sleep.
Three days later on a Saturday I get a knock on my door. I open the door and I see a UPS man walking down my hallway, a box on the floor in front of me. I didn’t order anything but it has my name on it. I take the box to the table and use a knife to open it. “What the fuck is this” my mouth is open. I’m looking at a female strap on. I think back to dinner the other night and the conversation with Rachel. I quickly grab my phone and text Rachel “What in the fuck did you buy and send to my house!!!!!”
Source: reddit.com/r/gonewildstories/comments/grh1gp/the_agreement_mf
Please keep it up I would love to see how the rest ends up going.
She going to love pounding you. It’s no big deal. Just take it and I bet you’ll like it.