tagAnalTamara's First Time

Tamara's First Time


Tamara was nervous about her first time having anal sex. She had never felt like she could fully trust any of her previous boyfriends to be her first anal lover. And quite frankly, she was scared it would hurt. Though she had some apprehension, Tamara had recently discussed anal sex with her friend, Marissa. Marissa made it sound incredible. Tamara was surprised to hear her friend describe the sensations and animalistic lust that Marissa and her boyfriend had enjoyed. While listening to her friend's tales of anal sex, Tamara found herself feeling a little jealous that she had never experienced it.

Curiosity got the best of Tamara. She decided to surprise her boyfriend with her new-found willingness to give it a try. Her boyfriend, Pete, had been trying to persuade Tamara to give her virgin ass to him. Tamara had always managed to distract him with a blowjob or some other ploy. She decided it was time.

Wanting to make the night special, Tamara chilled some wine and burned a CD of their favorite romantic music. Tamara took a bubble bath. Soaking in the bathtub, she did her best to let go of her nervousness. She relaxed and caught herself rubbing her clit while thinking about Pete. Tamara considered her boyfriend to be quite a catch. He was loving and caring, but also a passionate lover. She considered herself lucky to have him and she did her best to keep him happy.

Tamara stepped out of the bathtub. The bubbles clung to her skin until she brushed them away with a plush towel. She slipped into a black lace camisole with matching lace panties. Before Pete came home from work, Tamara lit candles around the bedroom. She fetched the wine and helped herself to a glass. She had been told that some alcohol would help her relax before her first anal experience. Whether it was true or not, she didn't know. But, she was willing to try anything.

She reclined on their bed as she sipped the wine and listened to the music. The flicker of the candles also seemed to soothe her. She heard the front door open and soon the bedroom door opened as well. Pete stood in the doorway for a minute, taking in the surprise. Little did he know there was another surprise waiting for him.

He wasted no time in moving to the bed and planting some deep, passionate kisses on his lover's lips. When he pulled back, Tamara pointed out the wine and empty wine glass waiting for him. After he helped himself to some wine, he asked, "What's all this?"

"Well, I made a decision today," Tamara said.

"Really? What's did you decide?"

"I want you to be my first," Tamara explained.

"Honey, I hate to break it to you, but that ship has already sailed," Pete chuckled.

"No, baby. I mean my first anal lover," Tamara said sweetly.

Pete almost dropped his wine glass. "Really? You sure?" he asked.

Tamara answered him by nodding then kissing him. Soon, they were bathing each other in kisses. She helped him get undressed and eagerly began to lick his cock. As she licked and sucked on him, his cock responded in her mouth by getting harder. Tamara loved the feel of Pete's cock getting harder in her mouth. She pressed her tongue against his cock as she sucked upwards. When she sucked him in again, she could feel the head of his cock against the back of her throat. After sucking on him for several minutes, Pete started to undress her. Aware of her returning nervousness, she took a few sips of wine and tried to relax.

He kissed her breasts and sucked on her nipples as he removed the camisole. She could feel herself getting wet while he teased her already erect nipples. He tugged at her nipples with his teeth as he moved his hand down to her moist slit. Rubbing her clit, he continued to suck and nibble on her nipples. He knew this drove Tamara wild even more than oral sex. He would usually give her an orgasm this way before moving on to sex. However, this time he purposefully stopped short. While she was obviously close by the sound of her whimpers, he abruptly stopped. He wanted her close and eager for release.

Pete whispered for her to get on her hands and knees. With a smile, she turned over and got on her hands and knees. Pete got behind her. Reaching into the bedside table drawer, he got the lube that they never seem to need since Tamara is generally very wet after her orgasm during foreplay. He coated his hard cock with lube and rubbed the head of his cock against her ass. Tamara gasped as he slipped a wet finger into her ass. "Relax, baby. I'm not going to hurt you," he whispered as he moved his finger to loosen her up.

Tamara focused on the sensations and her desire to explore this new territory. Soon, she was pushing her butt against his hand in her eagerness to feel him inside her. Pete removed his finger and pushed the head of his cock into her ass. As she groaned, she reached down and rubbed her clit. She relaxed as he eased his cock deeper. While rubbing her clit with one hand, the other gripped the sheet.

She moaned as he gently thrust inside her. Pete rocked his hips, slowly pushing his cock deeper and deeper against her tightness. Tamara gasped and moaned in delight. Pete gripped her ass as he began to thrust harder. Tamara responded by rubbing her clit faster.

"Oh, baby, you feel so good!" Pete said as he gripped her ass tighter and made it all his.

Tamara was moaning so much, she couldn't respond. She had no idea what she had been missing. As she whimpered, an intense orgasm shook her body. Pete held onto her and thrust through the orgasm until he came.

Pete gave her a gentle smack as he withdrew from her hot tunnel. Tamara collapsed on the bed while she was still trembling. Pete took a few sips of wine and joined Tamara on the bed. Holding her close, he kissed her forehead.

"Are you okay?" he asked.

Tamara smiled and kissed him. "I'm better than okay. You going to be ready to do it again in a few minutes," she giggled.

He pulled her close against his body and held her tight. "My goodness! I created a monster!" he chuckled. Still holding her, resting his chin on her head while she snuggled against his chest, he knew he would now get it whenever he wanted.

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