Carl sat in his convertible Mustang at a red light. His fingers drumming the wheel to the music on the radio. It was a warm and sunny day. In the back, he had two cases of beer and was on his way to his uncle's house. Uncle Ricky turned forty-five, and there was a BBQ planned. The light turned green, and he began to turn left onto the street leading to the house. Up ahead, he saw a couple walking hand in hand. As he came closer, he realized it was his younger cousin Mike and his new girlfriend, Sandy. He slowed down and took in the young woman.

She was almost as tall as Mike, but where he was a bit of a nerd in slacks and a polo shirt, she was dressed to kill. A summer dress in light blue that ended not too far down from her asscheeks. He could hardly take his eyes off her ass, which moved with perfection. He came up alongside them, and from this angle, he could see her boobs move as she walked and talked to Mike.

“Hey, do you guys want a ride?” he called out.

“Carl, thanks, but we are walking, it’s just a couple of blocks,” Mike called back.

“You sure?”

“Yeah, thanks anyway.”

Carl drove off, and Mike turned to Sandy. “That was my cousin Carl. He can be a bit of a dick head sometimes, but he is not a bad person.”

“Ok, good to know. Is he single?” she asked with a laugh.

“Hey now, I…”

“Just kidding, you know you are all the man I need.”

He pulled her closer, and he felt her boob brush against his arm, and his cock came awake. They hadn’t fucked in a while. She had been sick with a cold, and he had had too much schoolwork. His cock needed her pussy, and he knew she felt the same. They had sexted a lot, sharing not only their sexual fantasies but also photos and live streaming. Mike would lie in bed stroking his cock while Sandy lay in hers, fingering her pussy.

“Dad, this is Sandy; she is my official girlfriend.”

“Really, I didn’t know you had an unofficial girlfriend.”

“Nice to meet you, Mr. Brenton,” said Sandy.

“Don’t be so formal, call me. Ricky. Please, come on in, we are set up at the back.”

They said hello to Mike’s mom, Brenda, and then they got a couple of sodas from a cooler. Carl came over to them. “Aren’t you going to introduce me?”

“Right, Carl, this is Sandy, Sandy, this is my dickhead cousin Carl.”

They shook hands, and then Carl asked, “How old are you?”

“Sixteen, the same as Mike.”

“You look a lot older and don’t take it in a bad way, I mean mature, like not like a little girl.”

Mike rolled his eyes, “Here we go. Dude, stop hitting on my girlfriend, go and find your own.”

Carl laughed. “Don’t worry, I like a mature woman, at least 25. They sure know how to fuck and suck dick.” When he left, Sandy said, “Now I understand what you meant about him being a dickhead. By the way, I know how to fuck and suck dick.”

“I know, but don’t tell him.”

After they had eaten, Sandy helped Brenda in the kitchen, and Carl found Mike sitting at the table looking at his phone.

“Dude, you need to fuck that ass.”

“Carl, give it up already.”

“I’m serious, you need to try it. I bet you both will like it, and then you can tell me all the details.”

Mike and Sandy had never talked about analsex, and Mike hadn’t even thought about it. “That’s not something we do.”

“You are missing out. Anyway, I’m leaving, keep in touch.”

Mike looked around to make sure he was alone and then pulled up a porn site on his phone. Typed in analsex in the search bar and then clicked on a random video. “Oh, oh, that looks weird,” he mumbled.

“What does, honey?”

Sandy’s voice behind him made him drop the phone, and it fell onto the ground. Sandy looked at it and then quickly picked it up before Mike could. Mike closed his eyes and waited for the outcry.

“What on earth are you watching, babe? Why are you watching porn and anal porn?

“Shit, sorry. You weren’t supposed to see that.”

“That I know, but it doesn’t answer my questions.”

He didn’t want to involve Carl, so he said, “The other day I heard Chris and Thommas talking about analsex, and I became curious. Like, what's the point? Women don’t get an orgasm from it.”

Sandy scratched her head and then made sure the volume was down before pressing play. On the screen, a young woman was on all fours, and the man was just about to stick his cock in her. When he did, Sandy put her hand to her mouth and said, “Ouch, that got to hurt.”

Mike stood up and looked down at the screen where the dude was fucking. “Yeah, it doesn’t look that comfortable.”

The girl began to moan louder and louder, and her eyes rolled back. The dude pulled out and squirted his load over her back. Sandy turned and clicked away from the video and gave the phone back to Mike.

“What did you think?” she said innocently, sipping from her soda and looking at him over the rim of her glass.

“I don’t know. I mean, it didn’t look very nice, but there must be a reason why people do it.”

“Mm, I think you are right about that. Maybe we should try it?”

Mike was surprised. “Why?”

“As you said, there must be something to it, or people wouldn’t try it. I’m going to ask my friend Nina, maybe she has.”

“Nina? I thought I knew all your friends.”

“She is an older friend, and I like to talk to her about sex and girl stuff. My mom would get her panties in a twist for just asking about a kiss; imagine what she would do if I asked about having a dick up my ass.”

Mike laughed. “Yeah, it’s better you ask Nina. Should I walk you home?”

“Yes, please, that would be very kind of you.”



“What's on your horny mind this time?” asked Nina when she took Sandy’s video call.

Sandy was in her bed wearing a halter top and panties. She was walking around while talking, and every time she passed her mirror, Sandy would catch her reflection. She only wished she had a body like Sandy’s.

“Analsex is the topic, and the question is, do or don’t.”

“Wow, analsex, already? I bet you guys haven’t even fucked in the most popular positions yet?”

Sandy began to count off her fingers, “missionary, doggy, behind over a table, me sitting on the table, sixty-nine of course, different versions of the missionary.”

“Ok, ok, I get it. Anal can be fantastic, or it can be a disaster in my experience.”

“What do you as a woman get out of it. I mean, we can’t get an orgasm.”

“True, but I like to rub my clit while the dude fucks me, and that makes my orgasm much stronger. Some like it because of the power play, like you are submissive, and others like me find it exciting and a bit pornographic.”

Without thinking about it, Sandy slid a hand under her top to scratch, and it moved up a lot further than she had expected, flashing her boob at her friend.

“Sandy, I know what tits look like.”

Sandy looked down and blushed. “Shit, sorry.”

“Anyway, I think you should try it if you want. Make sure he is extremely hard. It can get quite frustrating if his dick keeps on bending and doesn’t go in, and use loads of lubricant, more than you think you need.”

When they had hung up, Nina leaned back on her sofa and thought back to that perfectly round and very firm boom she had seen. She had tried girl-on-girl sex before, and it could be quite exciting and sweet.



“Mike, honey, can you buy some lubricant after school?”

They were outside the cafeteria and had just finished lunch. “Sure, I guess. Why?”

Sandy took his arm in hers, and they began to walk. “My parents aren’t home this afternoon, so we can be at my place and try anal.”

Mike’s face lit up, and he smiled. “Great, I will get some, and then I will come over to your place.”

Sandy had one class less that day, so she finished earlier, which is why she had planned the anal experience for just that day. The fact that her parents told her that morning that they would be out made it even better.

On her way home, she bought a vaginal douche at the pharmacy. When she stood in line to pay for it, she felt people staring at her, but they weren’t. She was just a bit paranoid. She figured a vaginal douche would work in her ass. The thought of sticking the tube in there was something she didn’t look forward to, but she wanted to be clean for Mike.

In her bathroom, she followed the instructions and yelped as the tube went inside. She squeezed the bulb and giggled when the warm water came out. It felt weird but pleasurable at the same time. She did it a few times more and then figured she was ready.

Mike’s hand was shaking from excitement when he was about to ring the doorbell. Sandy opened so fast, it felt like she had stood behind the door waiting for him. “Did you get it?”

He held up a paper bag. “Yes, I did.”

She grabbed his arm and almost dragged him inside before kicking the door closed.” Fuck, I am horny.”

“Me too, babe, but we have to have patience. I don’t want to hurt you.”

“Ah, that’s so sweet, and you were when you fucked me the first time.”

“Yeah, but a cock is supposed to go into your pussy. Now I’m penetrating a hole which expulses things.”

She nodded slowly. “Yeah, you are right.”

“So, I found us some instructions so it will be easier.” He held up his phone, where he had made notes.

She grabbed his face with both hands and kissed him. “You are my hero, so smart and always thinking about me. Let’s go!”

“According to this, we should put a pillow under your ass, which makes penetration easier.” Mike read from his phone. Sandy was on her back, and he was kneeling between her legs, his cock hard and ready.

She lifted her ass from the bed, and they both pushed the pillow under her. When she had settled down, Mike said, “Oh, wow, this is much better.” He picked up the lube and put the phone down. He squirted a large amount of lubricant into his palm and then began to spread it over his cock. He then added more lube to his index finger and massaged it into her anus.

“Mm, that feels so good,” she moaned.

When he penetrated her, she gasped. “Oh, oh, don’t stop, that feels amazing, fuck, I had no idea a finger up my ass would be like this.”

Mike became even hornier, finger fucking her anus, and he thought about stroking his cock, but didn’t. “There we go, I think that should do it.”

He lined up his dick with her anus, and when he pushed against it, Sandy closed her eyes and said, “Slowly and gently, baby.” She felt him push against her, but her anus didn’t open up.

“Shit,” he grunted.

“What?”

“My dick keeps on bending when I push it hard.”

She giggled. “Sorry, it’s just that Nina told me this could happen.”

“Did she also tell you how to solve it?”

“No.”

He grabbed his dick closer to the head and tried again. This time, she began to open for him, and he let out a laugh. “Yes, here we go.”

At first, Sandy didn’t feel anything really, not much different than when he was fingering her, but then suddenly a pain rushed out from her anus, and she yelped, “Ah, fuck, fuck, be careful?”

“What? It's only the head I have managed to get in so far.”

She was breathing fast and felt she would be ripped apart. “Just don’t move, babe, stay like that until I tell you to keep going.”

Mike was as still as possible, but he worried his dick would go limp. Her anus was squeezing his shaft, which felt amazing. She began to caress her pussy and her clit. Making her relax more. She moaned a little and smiled up at him.

Sandy was just about to say how much she loved him when her anus suddenly relaxed. “Oh, wow, shit, that was weird.”

Mike was concerned. “What?”

“I think you can push in further now.”

To his surprise, his dick slowly but surely slid inside her, one inch at a time. It felt strange, not like a pussy at all. When his balls touch her ass cheeks, all he felt was the tightness from her anaus around the base of his cock.

“Honey, how much is in me?”

“All of it.”

Her eyes opened wide. “Bullshit, I don’t believe you.”

“Seriously, all of my cock is up your ass right now.”

“Wow, I mean, it’s not very comfortable, and it hurts a little, but it’s exciting. Try to fuck me.”

He began to move, and when he did, Sandy gasped, and her mouth formed a perfect circle, and then she said, “Oh shit, I’m such a slut, oh, such a porn queen.”

Mike had never heard her talk dirty before, but it made him a bit harder. “Yeah, you are my analslut, aren’t you?”

“Shit, yeah, fuck my ass, you bad boy.”

He grabbed her hips and went to town. Even though she moaned and yelped, she never asked him to stop. He felt he could go on forever since there was very little, if any, friction against his cockhead.

Sandy thought the cock would come up her throat, but she liked the sensation of being fucked in the ass. When Mike finally began to moan and grunt, she knew he was close to coming. He had never managed to hold back this long when he fucked her pussy. When he came, she could clearly feel his warm cum fill her, and she giggled.

“Yeah, baby, give me that cum, give me all of it.”

Mike thrust a few more times before he slowly pulled out. She gaped for a second or two, and then her anus closed. A few seconds later, a drop of his cum oozed out, followed by more.

He lay down next to her and took her hand in hers. He kissed her cheek and said, “What do you think?”

“It sure made me feel like a slut,” she laughed and then continued. “It was nice and exciting, and I would do it again. But, there was no orgasm for me.” She took his cock in her hand. “Let me work on  this, and then you can fuck my pussy until I come.”

Mike smiled as his cock grew hard again. “Sure will, babe.”