Quincy's Question

She had always wondered, ya know, what it would be like. She had heard stories. She knew people who had really liked it. Her boyfriend at the time though just wasn't into it, or even interested at all. She was though. She was more and more interested as time went on.

She finally made up her mind after one late night porn marathon. She wanted to feel this for herself. She was going to have to find a guy, but that couldn't be that hard right. She was on vacation at the beach by herself. It was a little getaway that she had been planning for a while. She logged onto Tinder to see what might pop up. She found a cute one right off. His name was Jace. He had dark hair, dark eyes, and a dreamy smile. He said he was looking for some fun, so she gave him a swipe, and after a few minutes, a message.

"Hey, I'm in town for some fun and was looking for someone who would be interested in popping my anal cherry?"

Well. Jace's day stopped in its tracks for that message. "You are adorable. I would love to meet you and explore your fantasies."

"Have you ever done it before?" Quincy asked.

"My ex-girlfriend was really into it, so yes. I know everything I need to know to take care of you on your first time."

Quincy breathed a sigh of relief and excitement. He was coming over to her room about 8:00. She managed to get through the day with a trip to the beach and some shopping, then dinner and going back to her room to get ready.

At 8:00 she heard a knock and opened the door. "Hi," she smiled.

"Hello cutie. Very nice to meet you."

"Come in. Get comfortable."

She was wearing a cute black and red nightie. He noticed you could see her nipples prominently through the lace. Her breasts were quite beautiful. They were large and about to be fitting nicely in his eager hands. As she walked toward the bed her ass was on full display under the red lace. It was round and plump, and he was going to use it to her full delight and his. He dropped his clothes by the door before she had reached the bed. She turned around to view him completely naked and very aroused.

"Oh my! I wasn't expecting it to be that big." She blushed deeply as the words left her mouth.

"I've got you babe." He reassured her as he walked over to her. He set a small bottle of lube and a condom on the bedside table. He laid her back gently on the bed and kissed her deeply. His fingers trailed down to her pussy and he felt its deep, warm wetness. "Mmmmmm. You're excited."

Quincy managed to nod. She was very aware of her pussy dripping in anticipation.

"Wanna suck it a little first?"

She actually really wanted that and went after his cock vigorously with her warm mouth and tongue. Jace groaned with pleasure. She was good at this. He let her work his cock until he knew he needed a break if he was going to last for the main event. He pulled away.

"I need you to lay on your knees with that beautiful ass high in the air." He instructed her. She was at the point of need. Her clit was throbbing, and her little asshole was tingling in anticipation. Jace stepped back for a few seconds just to take in the beautiful picture that was before him. There was this perfect, eager ass yearning for his cock, draped in black lace. He reached forward to touch her. He ran his hands through her hair. She could feel his hard cock pushing up against her. He was so close. He ran his hands over her back and around to the front. He wanted his hands on those breasts. Oh, they felt good. Soft and round with pronounced nipples that were now rock hard with arousal. He teased them with his fingers gently for a few seconds before giving them a little squeeze. She yelped a bit.

"Was that okay?"

"Yes. I actually liked it very much. I just wasn't expecting it."

He played with her nipples a bit more, this time applying more pressure as he squeezed. He felt her wiggle beneath him. Her breathing was getting faster. He wanted her ready to cum. He pulled back and slid his thumb up inside her pussy while teasing her clit with his fingers. She took in a deep breath and moaned as he rubbed her clit a bit. As he lowered his mouth down onto her cute little asshole she squealed as his tongue touched her sensitive skin. She also moved herself in closer to his mouth. It was a good sound apparently. He worked her hole lightly at first, and then with more pressure, all while rubbing little circles around her clit with his other hand. Her hole was beginning to loosen up and he pushed his tongue inside. She let out a loud moan and he felt her pussy contract around his thumb. He pushed his tongue in and out for a while. Allowing her to feel the deep pleasure in her core.

When he was sure she was ready he pulled back and grabbed his things off of the table. He slid the condom on and poured a few drops of lube on her asshole. He rubbed it inside with his finger, slowly sliding it in and out. He added a little more and another finger, pressing against her walls and loosening them.

It was finally happening, and she was so ready. She came a little when his tongue touched her ass. She was on the edge now. He had her so worked up. She knew he was getting her ready to slide his sizable cock into her tight little hole.

He rubbed plenty of lube on his cock and placed it at her entrance. She pushed against him. This was good. He held his cock as she pushed it inside of her ass. She was hungry. He let it sit there for a minute, making sure that she had time to acclimate, and then started pushing slowly, deeper, and deeper inside of her. She was tight and felt so good.

The fullness took over her. It was so much more than she had ever imagined. When he started to thrust in and out of her the noises passed her lips without a thought. "Yes! That feels so good! Please don't stop! More!"

Jace upped his pace. She was relaxed now, and he could fuck her harder. She liked it too. He pumped her hard and fast. She was loud and vocal. He loved that. Then suddenly, she went quiet. He felt her body grow stiff underneath her and then tremble all over. The most beautiful moan he had ever heard came out of her lips. He wasn't sure how long she had cum, but it was long enough that his cock was ready. As she was starting to come down, he thrust into her again, hard. It only took five strokes before he came too. It was hard, satisfying, and sent her into another orgasm.

He laid against her for a bit before pulling out, then went to the restroom to wash up. He then put on his clothes (they had talked about him leaving right after beforehand), went over to kiss her on the forehead, said "Thank you very much for the pleasure." And walked out the door, shutting it behind him.

Quincy smiled as she jumped in the shower. That was amazing and she had a feeling that she would be doing it again sooner rather than later.