terry-s-seduction
FIRST TIME SEX STORIES

Terry S Seduction

Terry S Seduction

by imaewetspots
17 min read
4.35 (18500 views)
adultfiction

Author's Note: Special thanks to April602 for graciously allowing me to write a story describing one of her personal experiences, first written about in her own story, First Virgin Boy.

While April's story reflects the thrill she felt of taking a young man's virginity, I decided to try and write the other side of the encounter. The thrill felt by the young man she seduced and how he loved her for it.

*****

Terry never thought of himself as particularly desirable in the eyes of young women his age but he knew he wasn't some ugly duckling either. He had recently turned twenty one and was still a virgin. And it wasn't for lack of trying, he knew that. He just couldn't seem to make a connection with the ladies. He hated thinking about it but he fully understood his problem. He lacked confidence and this gave an appearance of shyness.

Older women, his mother and her friends especially, always described him as a good boy. Polite and well mannered, which he was, but girls his age didn't appreciate that much. It was the obnoxious jerks who got the pussy. Good guys like him got to jack off alone.

One day Terry saw her. The woman he wanted to marry! He knew when he saw her that somehow, she was destined to be a part of his life. He was with a friend, Jack, at a local pizza joint and saw her sitting with her girlfriend in a booth across the room. Pointing her out to Jack, he immediately zeroed in on the blonde friend who was admittedly very attractive.

"No man! The other one! She's hot!"

Jack didn't debate the issue on which girl was hotter but when the ladies parted and the blonde walked out, Jack didn't hesitate to follow her outside to try and talk to her. Terry felt awkward just staring at the other girl and his instincts told him if he didn't try to talk with her, he'd regret it forever.

Working up the courage, he drank in her image. She was still seated but he estimated her at around five foot, four inches in height. From his position, he could see her slender, but yummy, body well and he figured she couldn't weigh more than a hundred and five pounds. God how he loved the skinny women! Her breasts were small, perhaps A cups, but that usually went hand in hand with thin women and it was something else he loved in a woman. Any woman could get a breast enhancement but small breasted women who were comfortable with their bodies had extra sex appeal, in his opinion.

Her hair was brown with a hint of red, shoulder length and permed, which gave it nice fullness. He found her oval shaped face pleasing, her small, thin lipped mouth tantalizing and her fine eyebrows kinda sexy. Particularly with her heavy lidded, hazel colored, bedroom eyes.

As if he wasn't already drooling for her, she was wearing shorts which showed off her beautifully tanned legs.

As she started to stand to leave, he knew he couldn't wait much longer.

"Hi. Do we know each other? Maybe from school? I'm Terry. Terry Smith."

He could have kicked himself. Was that the best he could come up with? He told himself he was fucking hopeless!

"No. I don't think so, Terry. You must have me mixed up with someone else."

"Wait, er, um, are you sure? Maybe we once worked together? Miss, um...?"

"I don't believe so."

Sighing in defeat, he confessed. "Wait. You're right. The truth is I saw you across the room and I found myself desperately wanting to talk to you. To get to know you better. I'm not all that slick around beautiful women and I couldn't think of what to say to get you to notice me."

For the first time, he saw her smile and it melted his heart. "You probably should have just led with that, Terry. I'm April. You're cute so I'll tell you what; I'm running late but why don't we try for a cup of coffee sometime and go from there."

They exchanged numbers and Terry was on top of the world for finally having the balls to go after a pretty girl. When he found Jack outside, he shared the good news only to learn Jack struck out.

They had coffee days later and it went great, he thought. They had a few things in common and the conversation felt relaxed. She might have found him a bit too serious, he'd been accused of that many times, but he found her fun and flirty, light and airy. She had a spontaneous energy to her that he just couldn't get enough of and it wasn't hard for him to imagine she might have a wild, impulsive side to her as well.

After another week, they had their first date and it went great. When he put her in his car, she surprised him with a kiss before they began driving. They made out for several minutes and he thought he'd died and gone to heaven. He'd never kissed a girl before. Never imagined just how unbelievable it could feel to have a lady's wet tongue touching his wet tongue. And this wasn't just any girl! This was the girl who enthralled him at first sight.

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When they stopped at her place, she took a moment to explain her personal rules on these matters. He thought it odd that she was laying it out like a roadmap to her pussy but it seemed clear enough. Sex wouldn't be happening until date five. He'd waited years and a few dates wasn't going to kill him. He wanted her so badly he could taste it so being the rule follower he was, he obediently respected her boundaries, not wanting to screw a great thing up.

The second date was even better than the first and all night long, he believed they'd be doing a lot of heavy petting in the car since that was her predetermined boundary she had already spelled out.

When they finally got to making out, she surprised him by reaching into his pants. He had a seven inch pole and he knew it was considered respectable but he was unprepared for the amazing feel of her soft, warm hand. He moaned in gratitude and she wasted no time in unzipping him and releasing it. Wait, he thought. This was third date territory!

As she stroked him, he wanted to thank the gods! It felt so damn good! But some dumb, analytical part of his brain warned him that if he allowed her to break her own boundaries, she'd never trust him after that. She'd come to her senses later and realize he was like all the other jerks who just wanted to use her for sex. He did want to use her for sex, of course, but he also wanted to cherish her. To make her feel special. And the way to do that was to be honest and forthcoming.

"Wait! There's something I have to tell you."

"Really? I'm stroking your cock and you want to stop and talk?"

His cock was screaming for him to shut the fuck up but his dumb brain just kept going.

"I'm, uh, we'll, I'm still a virgin. I thought you should know."

Now his brain was finally getting into sync with his prick. He immediately regretted it. It would have been one thing to remind her of her boundaries and tell her you respect her but to volunteer something so personal. Something most young people were ashamed to admit.

"Wow, really?" He could see the look in her face clear as day. She was disappointed. Things were going fantastic and now she thought he was some lame ass virgin who didn't know how to please a girl. The shame boiled up in him and he couldn't have stayed hard in the moment even if she sucked on him.

She apologized and that only made him feel even worse. What was she sorry for? That he was so pathetic, he lost his hard on? That he was the one to sabotage himself in the first place? Or maybe she was just sorry that no one had taken pity on him, leaving him to remain a virgin forever.

The date ended unceremoniously. He took her home, they said their goodbyes and she walked out of his life forever. Or so he thought.

More than a week went by and neither of them called the other. He told the story to Jack but modified it slightly to avoid humiliation. Jack insisted that he should at least call her to try for a third date adding that he had nothing to lose but much to gain.

He called and to his amazement, April agreed, but wanted to bring her friend, Jenny, along. Terry had misgivings the moment he agreed to it. He wanted April! Not her friend. He felt that he had no choice but to accept her terms but he felt like a tool the entire time they were at the bar. It seemed perfectly reasonable that she would share his confession with her best friend. So did Jenny come along because she wanted to see this unicorn virgin for herself? Were these hot, experienced women just having fun at his expense?

He tried to push the negative thoughts from his mind and by the end of the date, he had to admit he had a pretty fun time hanging out with the ladies.

The weeks went by and he and April went out on many dates. They made out and groped each other but she wouldn't allow things to progress beyond that point. He knew from listening to her explain her rules that they should be at the 'anything goes' stage but since his dick continued to remain in his pants, he didn't know what to think. Was she a relentless 'cock tease,' or was she simply dreading what it would be like to get nailed by an inexperienced virgin? All he could do was hope.

One day, April caught him completely off guard by suggesting they go away for the weekend to Niagara Falls. She tenderly explained how she had been looking forward to their first time doing it, to being his very first and she wanted it to be extra special so that he'd cherish it for a lifetime. All the waiting was finally going to pay off. All the doubting was finally proven to be self defeating. She cared after all!

It was all Terry could do not to think of getting naked with sweet, beautiful April! The drive up was maddening. They chatted and he daydreamed hearing her voice whispering naughty things in his ear. The aroma of her soap, shampoo, perfume and everything else drove him insane. He wanted her so bad and she just sat there in the car, calmly and confidently, as though she had sex regularly and didn't need him the way he needed her.

When they finally made it to The Rainbow Motel, he was practically salivating for her! He had it all mapped out in his mind. He was going to pounce on her the moment they entered the room, trying to get her worked up but if that didn't work, he'd get on his knees and beg if that's what was required!

As soon as they entered, he pushed her against the wall, ravishing her slender neck and peppering her with kisses as his hands roamed her delightful body. "Oh, April! I need you so badly! Please don't refuse me."

April smiled and said, "Easy, Baby. We got all night! Let's get cleaned up and grab a bite." Rubbing his hard on through his pants, she added, "I'll make it worth the wait!"

Terry looked at her, delirious with need, and could see the cool control she held over him in this moment. He could have begged and cried but she was going to make him wait. Her devious smile said everything. She owned him and this would play out only in her way. Dejectedly, he conceded and started unpacking.

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When they finally returned from dinner, she took his hand and had him sit on the edge of the bed. His heart was beating so fast, he thought it would explode but she must have recognized this and soothingly kissed him. The kissing soon entered a feverish pitch and he couldn't take much more. She stood up and for a moment, it felt so right. To be a quivering wreck of a horny man staring up at the gorgeous woman who had captured his heart while she warmly smiled down on him, her eyes promising great things to come.

April dimmed the lights and instructed him to get undressed, lie in bed and wait for her while she slipped into something comfortable. He was so entranced by the little seductress, he knew, that he'd probably jump off a bridge if she told him to. He wondered if she ever figured out just how much power she held over him. God help him if she did!

A moment later, April emerged in a sexy negligee, so sheer, he could see her tantalizing body beneath. His heart skipped watching her walk toward him with hunger, with purpose! As he reached out for her, she told him he wasn't permitted to touch. That alone, nearly broke him. To be insatiably hungry, inches from the sweetest fruit and not be allowed to touch or taste.

She pulled back the cover, admiring his body and his rock hard penis in particular. Climbing into bed with him, he could feel the sexy material of the negligee sliding across his skin and his dick twitched in protest.

Terry watched as she grabbed his thick cock in her tiny hand and squeezed it hard. It felt good! She intently stared at it, squeezing ever harder as if trying to break its wild spirit and force its surrender. He was so fucking hard it would have taken a vice to squeeze it into submission! A little smile formed in the corner of her mouth and she started stroking it very gently.

The intensity was almost too much for him but she masterfully recognized this and slowed down as she talked him through it. "Easy, Baby! I want you to last."

Obeying her, he slowed his breathing and concentrated on pleasing her. When he least expected it, she started sucking on him sensually. Taking him ever deeper, she played with his balls before moving to suck on them next. Terry was losing his mind in the new sensations! He'd never felt anything remotely like this. After a few minutes of the luxurious treatment, it struck him that he was actually holding out. He found himself more than a little pleased with himself but before he could enjoy her delightful tongue too much, she had other plans.

Suddenly, she tore off her negligee and straddled him. Lowering herself onto his flag pole, she groaned in satisfaction and Terry felt his confidence skyrocket! He could see she was about to climax and she just mounted him! He felt like a fucking stud making her cum in seconds flat and he considered how to make it better.

Pinching her nipples and tugging on them while bucking up into her at the same time, he could see she was losing her mind in bliss. Immediately, she pleaded for more. So he gave it to her!

As she recovered, she swirled her hips and continued riding him. He was in heaven watching his sweet girl pleasure herself on his tool and he hoped it would never end!

Ready for round two, he grabbed her hips and fucked the shit out of her as she thrashed about and when she orgasmed a second time, he felt absolutely triumphant! She brought him here to service him and here he was servicing instead her like a stud bull.

When she finally came to her senses, she asked why he hadn't cum. Being a virgin, she expected it much sooner. Some of his shyness flooded back to him as he explained that he was so used to cumming through masturbation that his body hadn't learned to get off in other ways.

April considered this and with a devilish grin, decided it was past time to recondition him. Taking him back into her mouth, she had renewed determination to take his fuckjuice from him. With a little handwork in concert with her highly skilled fellatio, her efforts paid off and he was treated to his first official, and complete, blowjob! And she was treated to what felt like quarts of fresh, warm milk to swallow!

Terry didn't know it at the time but that first hummer would go on to become the gold standard he later used for comparison with the future women in his life. He'd spend decades 'chasing the BJ dragon,' forever in search of someone who could make him feel like she did that special night.

April wasn't even close to finished with him yet. She had him get on top of her and slow fuck her next while she whispered erotic encouragement in his ear. Terry felt very different in this position. On his back, getting fucked, it felt magnificent but now that he was on top, quite literally 'doing the driving,' he felt his body behaving very differently.

He felt an instinctual need to dump his load deep inside her and when she pleaded for him to do this, he didn't hesitate. He wasn't sure he could hesitate even if he wanted to! As he spilled over, he whimpered, "Oh, April!!" but her own cries far outstripped his and he doubted she ever heard him.

His head draped over her shoulder, Terry felt a little embarrassed as he tried to discreetly wipe away his tears of joy. He was very moved, emotionally, by the experience and felt waves of gratitude for the magnificent, beautiful woman who turned him from a boy into a man.

They went on to have fantastic sex all night and all weekend. Terry imagined he was like a kid who had just tasted sugar for the very first time. April was his new drug and for months after, he simply couldn't get enough of her.

Years later, he looked back and wondered why they stopped seeing each other after only a few months. But that was the thing with good relationships; the bad moments were eventually forgotten leaving only the good. It wasn't true with all relationships, he would learn, but it was definitely true for the good ones. The truly memorable ones. And April was someone who would always hold a special place in his heart.

One day in the month of April, his favorite month, he found himself reflecting on the good times in his life. He remembered with fondness the day he saw her and mustered the courage to talk to her. He recalled at the time that she'd one day be his wife. That she was destined to be a part of his life. His prediction was obviously wrong on the marriage front but it was spot on in the other area.

She was an impart of his life, even if all too briefly. She taught him the joy of sex! Then she taught him how to be a great lover. Something he and every woman he later fucked, benefited from!

The End

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