MISTRESSES

5: FINALLY.

Mary was puzzled. She had never undressed anyone else but herself since birth, and here she was, about to undress a real man. She sat and looked at him with a confused face cause she had no idea where to start. It's not like she had never watched any erotic videos, but she was still a teenager back then, and in most of them, the men were either already undressed, or they undressed themselves.

It wasn't something big to do but why couldn't she do it?

Was it shyness, fear, or naivety?

Luckily enough, Matthew was experienced and knew exactly how to get her to undress him without making her feel worse. He stood beside her and made her sit. He then took both her hands and placed them on his chest so she could feel it on her own. Mary looked at him, guiding his hands over his body and couldn't stop blushing from realisation. Ivy's words suddenly popped in her head again and it made her feel bold enough to take the initiative to do things by herself, so instead of Matthew moving her hands on him, she began to move them on her own and was ready to undress him too.

Firstly, she unbuttoned his coat and let it slide down his arms. She then pulled out his tie and toast it aside. With that, she stood on her knees right in front of him and began unbuttoning his shirt as she stared right into his eyes.

     'So you can be bold too? How cute.' He thought and didn't move an inch.

Mary kept unbuttoning with a demanding look, and Matthew replied to that with a kiss. He kissed her while she kept unbuttoning and once she was done, he took it off by himself and toast it aside to focus on her again by making her lay back on the bed as they kissed, and this time he took off the rest of her gown. He kissed her so deeply and let his hands roam around her body. He touched her here and there, making her flinch each time he touched a new body part.

He suddenly slid one of his hands to her crotch and massaged it gently with her panty. A little moan escaped from her mouth, and he heard. It sounded so sweet and soft, and that didn't stop him. He went back to her breasts and got them busy with his mouth, and the other hand, meanwhile, the first hand was still on her crotch.

Mary kept letting out gentle moans the more she got wet, and when Matthew slid a finger in her, she felt a little shock that froze her at the moment.

~ ~ ~ ~ ~

Matthew was finally in!

He put the tip first and inserted the rest little by little. Mary felt so much pain, though he was gentle, but she didn't want him to stop. Matthew knew it was never easy to disvirgin a girl, but after going this far, he didn't want to stop halfway and probably scare her. He stopped each time he got in a little more, so Mary would get used to every bit of him. He continued like that until Mary got used to him, and with that said, he began moving in and out slowly.

It was quite painful for Mary, but with Matthew kissing her and her hands grabbing the sheets firmly, it was bearable. Some moans of pain escaped at first, but the more Matthew moved, the better the sensation became, and thus, her moans became softer and sweeter. Matthew was moving faster as time went by, and Mary started enjoying. She was filled with pleasure, and the pain she felt earlier had completely vanished. After some time, they switched: Matthew was on his knees with his hands on Mary's hips while the latter was standing doggy-style. The sensation this time was a little painful at first, but the pains were quickly replaced by electrifying spanks of pleasure, making her mind go wild.

This was the first time she was experiencing something so good thought the pain she felt at the beginning made her almost want to give up but thanks to Matthew, she was bold enough to not stop and go through with it, and now she was really on cloud nine. It was the best night ever, and knowing she had given herself to someone like Matthew contributed to her joy and pleasure for the rest of the night.