“Using Todd For Her Own Pleasure” [m/f] [anal]

“Using Todd For Her Own Pleasure”
“I’m 20, 104 lbs., 5’1” tall, with dirty blonde hair. A few years ago, when I was 16, and naive, I was dating a guy that was, well, a jerk. He treated me like crap. He was popular. He was always cool to his friends, but treated me like garbage. I honestly don’t know why I stayed with him.

We spent a lot of time down in his parents game room. Hardly ever alone. Actually, never alone. His friends would always be over. Playing pool, air hockey, or watching a movie. I’d often sit and talk to his younger brother, Todd, who was around 14 at the time. He was real nice. He liked the same movies as me, he liked the way I dressed, he was very polite. Nothing like his older brother, my boyfriend.

So, one night, while my boyfriend’s parents were up at their camp, my boyfriend had a bunch of his friends over, and they were drinking and having a good time. They were being so loud and annoying, I went up, upstairs and laid down on his bed. I was sad. While I was lying there, his younger brother came by, and it looked like he was crying. I don’t think he expected me to be upstairs. I was concerned, and I think I frightened him when I asked if he was okay. He said, he was alright, he thanked me for my concern, and said he didn’t think that I would understand. I told him to come in and sit on the bed and talk to me. Like I’ve said, we talked all the time while his brother was hanging with his “more important than me”, friends. So, this was nothing new.

I talked to him for an hour or so trying to get out what was bothering him. While I was talking, and listening to him, he was turning me on. I mean, he wasn’t even hitting on me. I caught myself keeping my hand between my legs, and I noticed that my pussy was warm, and attracting my hand closer to it. We were talking about “feelings” and emotions, and what each of us wanted in a relationship.

At this point, I knew, I was breaking up with his brother. Talking to Todd, I realized what I wanted in a healthy relationship, and it wasn’t his brother. Then, finally, the truth came out. Todd told me he was gay. I give him a lot of credit for coming out to me. No one else in his family knew. I felt so close to Todd for opening up. I really felt a connection. I wanted him. I wanted him so bad. He would make the perfect boyfriend. But, he was gay, and it doesn’t work the way that I wanted, unfortunately.

Todd had a boyfriend, that he brought around his family, as his “friend”. He was emotional because his boyfriend wanted him to finally “come out” to his family, and he was worried. He said that his boyfriend wanted to take it to the next step, if he comes out. He didn’t feel he should hide any longer. Todd told me he had never been with a guy, and went, “all the way” with him. He wasn’t really nervous about his part in it. He was worried about “the doing” part of it. I would of thought it would be the other way around, but, he wanted to make sure he wasn’t going to hurt his boyfriend. This was bothering him.

All this talk about buttsex, I wasn’t thinking, boy on boy, I was getting turned on by thinking of getting my own ass fucked. I never even thought of having ass sex until that particular night. Todd turned this girl onto it, without him even knowing it. I wanted to help him, while, simultaneously, pleasing my own needs.

So, being the kind girl I was, I offered “myself” to him. I really don’t know why I said it, but, I had to keep my word. I mean, I never had anything up my butt before, but, for some reason, it was making me wet thinking about it. It’s like, who better to try anal with than a gay guy? Right? He did say he knew what to do on the receiving end. I’m sure he masturbated that way to find out himself, knowing his limits and such. So I was sure he’d know how to take it slow. Plus, I was horny to find out my limits and find out how far my own asshole could stretch.

Todd said, “No” a few times. But, I wouldn’t let it go, It took some real convincing, to get him to want to. I was getting so wet just thinking about it. He did notice me unconsciously rubbing my pussy thru my skimpy slutty shorts, making a huge wet spot. I said, “See, this is how bad I want to help you.” He laughed, being polite. I told him it would feel exactly the same, and if he didn’t like it, or if he didn’t want to continue, he could stop at any time.

Todd finally gave in, and agreed. But, there had to be a few things that I needed to do, in order for him to remain hard. He got his K-Y, we had to turn out the lights, he asked me not to make any noise, if that was possible, and he was going to keep his eyes shut the whole time. I thought those were fair requests. So, I got out of my skimpy shorts that were riding up the crack of my ass. It looked like I peed my pants by how wet of a spot I had on those faux silk shorts. I never wear underwear, so there I was, naked, in front of a 14 year old boy. I did not care. I wanted my ass fucked, by someone who had fucked his own ass before. This was a win-win situation for me.

Here we were, on my boyfriends bed, not even caring about what they were doing down in the game room. Todd was worried, so, he went and checked, and they were all passed out down there.

I laid there on my stomach, and Todd was on his side. Before he closed his eyes, he said that I was really petite, a lot smaller than his boyfriend, so he was going to try hard, because he wanted to know what it feels like. He closed his eyes. About 5 minutes went by, and Todd is just rubbing my bum in circles. I could feel his erection jabbing my thigh. It felt huge. I mean, I slept with his brother all the time, and never felt anything like that before. I was starting to get worried that maybe I made the wrong decision, because if he doesn’t do this right he’d split my tiny ass in half!

He then got a huge amount of KY in the palm of his hand and put it right in the crack of my ass. It was warming gel, so it felt so good, as his hand gently spread it out everywhere within the crack of my ass. I was the one that closed my eyes and enjoyed everything that he was doing He was touching “nothing” but my tiny ass and asshole. He started out “kneading” my relaxed asshole with his fingertips. That felt COMPLETELY different, yet so fucking erotic and kinky. He never slipped his fingers in, but I could feel them on the inside of my anus because It felt so open and inviting. Then he started using four fingers doing a figure eight in the crack of my ass, applying pressure at the center of the eight, dipping his fingers in ever so slightly. It was SOOO relaxing.

My legs were spread slightly. I wanted to moan, but I was just breathing heavy. I could not help it. Then I looked over at Todd, his eyes still shut, he was concentrating on his boyfriend. He got up, put his arm under me, and lifted me up from under my stomach and gently pushed my head to the mattress. My ass was high in the air, and my asshole was spread open. I could feel it, it was open. Although it was warming gel, the air from the ceiling fan cooled it, making me notice how open my asshole truly was in this position. I was so impatient, I just wanted to grab his big cock, and shove it in there already. There it was, I think I gasped and swallowed when I saw how huge his dick was. It looked as wide as the middle of a baseball bat, and, AT LEAST, eight inches long. At least. For some reason, that even got me MORE excited.

I was so, inexplicably horny. I never, in my life, prior to this, ever wanted something SO BAD up my ass. I mean, I fooled around by myself masturbating with a finger here and there, but nothing like this. I wanted to feel that rod in my stomach, I wanted it so bad. Wasn’t I being the good little ass slut. The feeling of him dipping his fingers in me, sent an indescribable feeling throughout my body. I didn’t want to move a muscle, or my relaxed anus would close. It was wide open, waiting for something to go the wrong way in it.

Todd spread my legs a little wider so he could get behind me. My head was to the mattress, and my ass was level to his cock. He started to get his cock lubed up with the large amount spread throughout my asscrack. Sliding up and down in my crack,..the huge head of his cock felt like it was in..and then popping out of my open ass. Over and over. Up and down. Up and down. He was applying pressure to the head of his cock as he slid up and down..I moaned. I couldn’t help it.

Then, I felt it. It felt like someone was trying to push a ball or something in my ass, giving me the same amount of pain as there was “want”, as Todd guided the tip of his giant cock in. It hurt, and felt so good at the same time. Like, “stop, no,….go,..stop,..no, put it in!” Oh the pain, but pure fucking bliss. I can’t tell you how it made me feel.

Todd said, “that’s the head”. I said “okay” the best way I could, trying to maintain some composure. Jesus, just the head! It felt like he had his arm in my ass. I think he was confident enough, now, that he was in me, that his erection wasn’t going away. He was a gentleman about it. He took the much needed time to get it all the way in.

I think my “wanting it” so bad made my ass open up even more. I would of loved to see a video of that monster going into my tiny ass. Remember, I was just over 100 lbs., and probably looked a lot younger than I was. What can I say, I am a petite girl. His cock probably actually looked like a third leg coming out of my tiny little bubble.

He started to go in and out slowly. Did I say Todd was huge? …When he’d go in, I could feel it almost bottom out, but, I know there was still more runway left to go balls deep in my tender asshole. When he’d go out, it was so orgasmic, I was shaking. He pulled it out every six pushes or so, and every time he did, as soon as the tip of his cock left my hole, it felt like every nerve in my body was connected to my G-spot.

My anus would try to close, but he would jam it back in before it got the chance to. It would shoot an orgasmic feeling through my whole body. He thrusted me harder, and harder. He was driving me crazy! It’s so hard to put into words the feeling I was having. I couldn’t keep quiet, screaming “ OH My, ummmm, feels so good, fuck me,..fuck me Todd. FUCK MY FUCKING ASS!!!” I was unleashed as he pounded my ass. “Does that big cock like it in my asshole? Does it? Are you going to split my ass open with that weapon between your legs? Split me open! Go deeper! Fuck my tiny little virgin asshole, Todd, fuck it!”

I spread my asscheeks as far as I could to give him more room to go a little deeper. AND he did. I was feeling pleasure in every part of my body. It was making my toes curl. The anal orgasm is not just a myth, as I found out. I felt so slutty. It turned me on more thinking I was just a pornstar getting railed up the ass so fucking deep by a complete stranger, with no strings attached. Just fucking my ass. Fucking my ass good. I loved it. Every single second.

NOTHING. Nothing before or after EVER has felt as good as his huge dick going in and out of my ass. So mind blowing, so raw..He began to thrust at a rapid rate, and I knew it was coming. I wanted to feel the ultimate. I screamed, “Cum in my ass! MY ASS WANTS THAT CUM SO DEEP I CAN TASTE IT”. His final slam put me over the edge. The feeling of hot cum being shot so deep in your ass is fucking amazing. That’s all I could say. FUCKING AMAZING.

His hot load shooting out everywhere inside me felt incredible filling me up. You can feel every thrusting ejaculation as he unloaded in me. I could also feel his cum swimming inside my ass making a mold of my colon with his milky white load. I wanted that hot cum to stay with me. It was a gift. Any girl that says they never would try anal, I’d have to say, “girl, you have no fucking idea what your missing”, and any girl that says she’s tried it, but didn’t like it, the guy didn’t know what the hell he was doing. I learned from, no one better than, a gay man.

Yeah, I was on my stomach by the time he was done pounding that missile into my ass. We laid there for a few minutes to catch our breath. Todd said “thank you so much”, and I said “No, No, thank you Todd,” as I was coming down from my natural high. He was feeling strange, and worried, since he just fucked his brothers girlfriend, and the whole gay thing. But, I assured him I was done with his brother before I would leave.

I got up and all that cum just poured out of my ass onto my ex-boyfriends bed. Todd cleaned it up. It wasn’t until I started moving around, my gaping ass even started to feel remotely close to being normal. I went into the bathroom and cleaned myself up, came back out, put my shorts back on, and we headed downstairs…There was my soon to be ex passed out right beside his friend on the floor. I guess they were watching some movie. I wrote him a note “Your friends were always more important to you than me….Bye.” Then Todd and I put his hand down his friend’s sweatpants. Right on his cock and balls. Haha! .
Once again. This story was not me. It was a fictional story. If you found yourself getting wet or turned on by this story, please return the favor, and let me know about it. “That” turns ME ON, turning you girls on. Remember, if you send me a sexy ass pic of yourself, to my email, justinstoryteller@gmail.com, I just might send you something special to read! Thanks guys! Take care! ?

Source: reddit.com/r/eroticliterature/comments/d64e3q/using_todd_for_her_own_pleasure_mf_anal