[MF] [DDlg] [struggle fucking] my boyfriend fucked me in the ass in an abandoned building (sfw pic included)

My heart is still beating thinking about this, I just had to get it off my chest.. maybe a bit soft for gonewild but still hope you enjoy!

I can’t have regular sex right now for medical reasons… it’s been two weeks and I’m going crazy, touching myself over my panties to get as much pleasure out of it as I can. And since I can’t get fucked in the pussy I’ve been thinking about my bf (also my daddy dom) to get me to fuck me in the ass. We’ve done it before and of course he loves it but we don’t do it often because it hurts too much for me, and when I start crying or resisting too much he backs off. I’ve been trying to get him to ignore my “no’s” and keep going anyway.

Today we met for dinner and drinks and I said I’ll blow him afterwards. We’ve also been talking about student teacher fantasy too, and I told him I’ll meet him in pigtails next time so he can use them as handles. I also put on my school uniform skirt from highschool and a form fitting sweater over my push-up bra. I got out in a bit of a hurry and when the cold wind hit my legs I realized: I forgot to put thongs on. So I stopped by a convenience store to buy some when something caught my eye: knee socks. I haven’t ever thought of it but it was just perfect. I knew I looked like a [slutty school girl ](https://imgur.com/a/eKymT) and I loved it. My daddy commented on how other guys were eyeing me as we walked the streets and it was so obvious what a whore I was.

After a lot of touching under the table and his 4th drink at the bar he got up and we were planning on going to a small wooded mountain to blow him there (which we’ve done on numerous occasions) but on our way there an old abandoned building caught our eye. We decided to go and check it out. It the design of windows were from the 00’s and the building was really run down, some windows held together by tape (I’m serious). We didn’t find an entrance but we looked around and found a rusty metal staircase that would let us into the living room. We got in and what was worse than all the dust and debris was that it was a small studio apartment kind of place, with just a living room and a bathroom. While I got my jacket off he took a piss in the toilet and came to me with his cock still out, and told me to get on my knees and suck. I could still taste a little piss and I knew he did too. He loved holding my head down under his cock and making me drink his piss. He started pulling on my pigtails to throat fuck me better like I wanted him to. I loved getting choked by him and it was even hotter right out the window I could see the outside. We were totally exposed. I started kissing him and moaning rather loudly as I was on some kind of choke-high. He asked if I wanted to get fucked and I answered yes in a begging tone even though I knew I couldn’t get it. I was starting to get desperate.

I took my bra off so he could suck on my tits. He was still jerking himself.. and he suddenly reached for between my thighs. I thought he was just touching my clit over my panties like at the bar but he started getting aggressive. I took off my skirt and my panties, now only in my sweater and knee socks. He turned me around and made me bend over, facing a window looking onto the downtown area. I didn’t know what was going to happen. He started positioning his cock… on my asshole. I was surprised. We had no lube, just his spit. I looked behind and asked: “in my ass?”

“Shut the fuck up”
was his response. I thought that’d freak me out but no.. his deep commanding tone and his cock putting pressure on my tight hole made me realize this was going to happen. I was supposed to take it while he took my ass.

He started fingering my ass to get me ready. But still when he started pushing his cock into my hole I couldn’t help but tear up. I bit my lips and let out a small whining sound. That didn’t stop him. When my whimpers started to get too loud he put me on a chokehold from behind. I could feel his cock stretching my asshole out. He didn’t go all the way in at first, only about half of his 8 inch cock buried inside me. But it was starting to hurt already. To help me get through it he started reaching down and rubbing my clit too. That started making my muffled cries into pleasurable moaning. While I was distracted by this he started pushing in his cock deeper and deeper until it was fucking me at full length. I usually don’t get used to anal this quick but it was happening, my ass was stretched out and loose, taking his cock all the way. I even started to spread my legs more and arched my back to present myself to him. Soon all that could be heard was his grunts as he was pounding my asshole and my coarse breath fogging the window every time he thrust, trying not to scream.

He was eating out my ear, grabbing my tits and rubbing my clit while he was fucking me in the ass. There wasn’t a part of me that was not being used for pleasure. I turned my head around to kiss him while his cock was still pounding away mercilessly. I could feel hear building up from deep inside me, we were kissing passionately as he was telling me he loved me in between kisses. It was even hotter because he’s not a very emotionally expressive person and rarely says out loud that he loves me. I felt like a princess with his cock in my ass and him telling me he loved me.

I’ve heard about anal orgasms before but I’ve never actually experienced it…. until today. As he was pounding i could feel he was starting to hit a spot that felt a lot like getting filled up deep in the pussy. Felt like a g spot in the ass. I was once about to burst in to tears because it hurt but now I was moaning “don’t stop,” and “right there, faster,”. I started touching my clit faster and faster and I could feel the orgasm building up. Different from cumming vaginally but pleasurable and strong nonetheless. I loved being his cum bucket and my ass used for his pleasure. I could barely manage to say “I’m gonna cum-“ before my body was shaking and went limp. It was hot thinking about all those times we tried anal and failed, those times we had lube and everything but today, without any preparation, he penetrated my ass and made me cum too.

After fucking me some more he pulled out his dick and made me suck it. It tasted like my ass and it was gross but hot. He finally pulled on my pigtails to push his cock inside my throat and came inside it. I drank every last bit and he made me clean his cock by licking after too. After we were done we kissed and he said I tasted like my ass.

We ran to the subway station after that to catch the last train and I could feel my ass still loose. After my daddy told me my ass felt like my pussy. I’m so glad we got to do it today and I want to have him cum in my ass next time ?

Source: reddit.com/r/gonewildstories/comments/81sfwe/mf_ddlg_struggle_fucking_my_boyfriend_fucked_me