tagAnalAnal Stories: Mary Ellyn

Anal Stories: Mary Ellyn

byvelvetpie©

** The ad was on the fourth page of the newspaper’s classified section. Small print, no header. Dr. Ana Von Gaarten, Ph.D. is seeking stories of anal sex for a sex study. Must be personal and must be well-detailed. If the story is accepted for inclusion into the study, the writer will receive $1,000 dollars and will be required to sign a waiver for publication purposes. Send replies to P.O. Box 745, New York, New York … **

Mary Ellyn Kempner re-read the tiny box of letters several times. Even as she sat in the tub of scalding water, the words anal sex made her already throbbing asshole ache in response. Sam still slept in their big bed, his cock shriveled back to its normal size and his needs sated for a time … at the cost of her pride and the pain of her virgin anal canal.

Mary Ellyn Kempner was a virgin and intended to stay that way until she exchanged marital vows with Sam. However, her controlling, high-tempered fiancée wanted sex and had no interest in her negative responses to his carnal wishes. Last night, he had … she closed her eyes and shivered as her pussy clenched in a mini-orgasm. No. Better to share this with Dr. Von Gaarten.

Quietly, she arose from the tub, donned the robe to keep from wetting the chair and flicked the computer into life. She wasn’t sure how to begin so she took a few minutes to compose her thoughts and …

Dr. Von Gaarten,

My name is Mary Ellyn and I’m a virgin. I preamble this letter with that information because my virginity is the reason that I allowed Sam to have anal sex with me. Sam is my fiancée and I love him dearly. Last night, he said that if I did not submit to him, he’d find someone else until we got married. I couldn’t let that happen, could I? What follows is my tale …


I met Sam Campbell in college. He was my American Literature professor and I could not resist his dark beauty. Sam has eyes as black as onyx and his dark brown curls are a near perfect match. It seemed that every day in class, his eyes met and held mine in some kind of secret acknowledgment, secret even to me. When he asked me out on a date, I felt like I had fallen in love with the Devil, so strong was his charisma and my attraction to him grew in leaps and bounds. I never stopped to wonder why he would want an overweight blonde with crooked bottom teeth and a dimple in her chin. I only knew that what I felt was stronger than anything I’d ever experienced and I wanted to keep it.

After we’d dated for a few months, Sam started getting fresh. It started with casual squeezes of my tits while we were watching a movie or groping my pussy through my pants. I have to be honest and say that his ‘dirty’ touches excited me but I knew that I had to remain true to the promise I’d made myself years ago: to remain a virgin. At first, Sam accepted it. He shocked me one night during a phone sex session by fantasizing what it would be like to be the first to, as he said, punch my ticket, and came hard. I was shocked because I never thought that bedding a virgin would be a turn-on. Apparently, there’s a lot I don’t know.

We started having regular ‘touchy-feely’ sex and progressed into blow jobs and pussy eating. Once again, I must be honest and tell you that I really loved giving Sam head. It was the only time that I could control him. I guess I didn’t tell you but Sam’s a real control freak. I don’t really have a problem with it but I like to hold the reins once in a while. As happy as we were with this part of our relationship, I had to know that it had to come to an end.

Our wedding is in two months. Last night, Sam brought me a gift. A three carat tennis bracelet with two small charms, an S and M for our initials. We had dinner and went to the living room where we usually had our foreplay but last night, his mood was different. It scared me. I suddenly wondered it he was cheating and did the Michael Douglas thing of bringing a gift to his wife to assuage his guilt.

“Mare, you know I love you.” He started. I knew he did. That much I was sure of. He looked down at his hands and my heart dropped as I read his nervous body language. “And I am so attracted to you but … “

I glared at him. I’d fixed my teeth and had lost a little weight. “But what?”

“It’s been almost seven months since I’ve had sex and I can’t stand it any more.”

“What are you talking about, Sam? We have sex almost every week!”

“Yeah, I know, but we don’t have ... you know … sex!

I knew exactly what he was saying but I tried to play dumb. “Is this a Bill Clinton kind of thing? Sucking dick doesn’t equal sex?”

He shook his head with a grin and turned those hypnotizing eyes on me. “Mare, I want to be inside you, not just inside your mouth.”

“Sam, you know I want to wait!”

“I know, but I have another idea.” His grin implied mischief. “We’ve never had anal sex.”

I must have gone pale because he sat back and stared at me as if I was sick. “A-Anal … isn’t that … the ass?”

“Yeah.” I couldn’t breathe. I was a virgin, true, but I wasn’t a prude. I knew what anal was and I’d heard all kinds of stories about the pain involved. Especially if a big dick was involved. Sam’s cock was slender, but it was nearly seven inches long. “So what do you think?”

“I – I don’t know, Sam. I’ve never had anal before.”

“I have.” He hastily added, “Once. It was good.”

“Did the girl like it?”

“I guess so. I don’t know. I came so quickly … I don’t know if she had a chance to get off.” Sam put his arms around me, kissing my mouth and nibbling my bottom lip. He knew I liked that. “But I know what to do this time.” That didn’t make me feel any better. “And besides, I love you.”

That helped to change my mind. Sam kept talking about how much he loved me and how much this would add to the depth of our relationship. He pulled out a small bag of items that he’d brought: a vibrator and a tube of lubrication. While he spoke and showed me the items, I thought about our relationship. “What if I say no?”

Sam couldn’t look me in the eye. “I – I … “ I knew. Eventually, he’d seek it somewhere else. “I really love you, Mare, but … I just … I have to have … “

I shook my head. Now I knew what kind of man he was, what kind of sex drive he had. At least he was being honest with me. “You have to make me a promise.”

“Anything.”

“That if I do this for you, you honor my wish not to stay a virgin until we’re married.”

Sam’s eyes gleamed. “Done.”

“And you give me as much oral sex as I want whenever I want.”

A wry smile gathered at the corners of his handsome features. “Done. In fact, I’ll start now.”

I was so stunned that he had my panties off and his tongue in my twat before I could react. There was no need for further thought. I opened my legs as far as possible and welcomed his intrusion, quivering with the building heat. Sam was an expert cunt-licker. That was why I made the special request. He worked for five long days, making me cream as much as possible to find out exactly what oral buttons to push on me. It didn’t take him long before I was rubbing my sloppy cunt into his face and cumming hard.

Sam gave me a few minutes to recover, taking his pants off and stroking himself. “You’re so wet, Mare. I can’t wait until I get to slide in there.”

I sat up, meeting his mouth with mine. “And just imagine how much better it will be to know that you’re the first and last?” He deepened the kiss, his fingers lazily drawing circles around my sensitive nipples.

“It will be wonderful, Mare.” Sam murmured against my lips. “Are you ready?”

I nodded shakily. I wasn’t ready. I was scared shitless. At least he had gotten me off but I was worried about the pain. He gently nudged my legs open and I started to turn over but he stopped me. “No, baby. On your back.” I was confused but opened my legs again, tensing when he dribbled the cold lube onto my pucker. When he leaned over me, I grabbed his arms and tried to wipe the fear from my face. “Mary.” His voice was soft. “Help me. I don’t want to hurt you.”

“What do you want me to do?”

“Try to open for me.” I nodded that I would but I had no idea how I was going to accomplish that. Sam pushed my legs up and I felt the mushroom head of his cock at my asshole. “Okay, baby. Here I go.”

The pain was excruciating. I closed my eyes and felt tears creasing my cheeks. I remembered to open for him and tried my best to ignore the pain. Sam hissed when the head popped through and he looked down at me, concern in his eyes.

“Are you okay?” Even though I nodded, he saw the tear tracks on my cheeks. “Mare, we can stop.”

“No, keep going. I don’t want you to go to anyone else.”

“I don’t, either.” He touched my cheek. “I don’t want to hurt you.” He put some more lube on and pressed inward. It took several more moments before he was completely inside me and I felt full, like the time I’d had to have an enema. Sam closed his eyes and gritted his teeth, his cock flexing deep within my bowels. Pain radiated through my anus and I bit my lip. “Ready?”

I wasn’t. I wasn’t ready for the absolutely wonderful feelings that skipped up and down my spine. Sam moved his fingers lightly over my clit, his thumb mashing and massaging it while a few other fingers slipped into my hole, matching the rhythm of his thrusting. My cunt clutched his fingers and my ass muscles stroked his invading tool, drawing a deep cry from him.

“Mare … “ He couldn’t say anything else and that was all right because I couldn’t answer. My second huge orgasm was building at a feverish pace and I pinched and twisted my nipples in response. I felt his cock enlarging inside me and our eyes met as I climaxed, my ass muscles squeezing him into blissful submission. He choked out a gasp as he came, splashing my anal canal with his hot cum. He held me gently, his cock escaping my ass and the two of us fell asleep.

We awoke later and did it again, this time in the bed and Dr. Von Gaarten, it was so much better. This time, he used the vibrator and I thought I’d lose my mind with the feelings. I came so much that Sam spent nearly five minutes afterward drinking my pussy juice.

I was afraid of anal sex, doctor, but no longer. I hope this helps with your study.

Sincerely, Mary Ellyn Kempner


Mary Ellyn re-read the letter with a smile and tucked it into an envelope, scribbling the New York address on it. She’d mail it later. She stepped into the bedroom and grinned at Sam, pushing the robe to the floor and heading for his rock-hard cock and the vibrator.

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