"Honey! I did it! I passed the exam!" were the first words Sean heard after the door to his apartment opened. He sat on the couch in the living room and binge-watched yet another Netflix show when his girlfriend Mary barged in and jumped on his lap. Without giving him as much as a second to reply she pressed her lips against his, her red hair covering their both faces for as long as the kiss lasted.
"I did it! An 'A' again! I'm officially done with exams for this year! Aren't you proud of me?" she beamed and planted another kiss on his lips, her hands on his cheeks.
"Of course I am! Thiiiiiis much!" Sean chuckled and showed with his arms just how proud he was of her. Unlike him, Mary still had a year to study at her college and was very worried about good grades. Being a good boyfriend, Sean always supported her and helped her in any way he could.
"Soooo, do you remember what you promised me?" the gleam in Mary's eyes made Sean gulp and his face got hotter.
"Uhm... yeah, sure, of course. A promise is a promise!" he forced his smile to stay even though deep inside he felt the coldness creeping in. It wasn't that bad of a promise, he thought, but still...
"Yay! Thank you so much, honey! I love you!" Mary hopped up and down in his lap and gave him a hug so tight and loving that all second doubts disappeared from Sean's mind.
***
The coming Saturday, though, the thoughts came back. Especially when he lay on his and Mary's bed, nude as the day he was born and waited for his girlfriend to come back from the bathroom. While he listened to the sound of running water he reminisced about the deal he and she had some time ago. Whenever exams came closer, Mary became worried and anxious about whether she would pass and whether she learned enough. The latter part was especially troublesome for her because she had problems with sitting down and just learning. Which made her only worry more and learn less, a vicious circle she had no idea how to escape. One day, in his attempt to help her and calm her down, Sean hugged her and told her:
"Darling, I know how to motivate you! What if I tell you that if you pass the exam I will buy you that Bad Dragon dildo you wanted?" As soon as he finished the sentence he knew that he pushed the right button. Mary's eyes sparkled and widened and she asked at least five times again and again whether he was serious about it.
This unusual offer worked because Mary was definitely the kinkier one in their relationship. As much as Sean enjoyed the shared intimate moments, oftentimes he had to hold his girlfriend back to not go too crazy. The thing with the dildo was one of those moments. Mary eyed the toy for quite some time already, but Sean was concerned to not let her fall into a rabbit hole - she already had half a dozen normal dildos and vibrators, not to mention a small collection of buttplugs, and he was afraid that once she would lay her hands on a Bad Dragon toy there wouldn't be a way to hold her back. But as long as that meant that she would calm down and actually learn for the exams, he was ready to risk it.
As it turned out, this kind of deal was exactly what Mary needed to get motivated and a month later she proudly unpacked the silicon cock of some fantasy creature. After that Sean made more and more offers and always made sure to deliver whenever his girlfriend would bring home an A. A quickie in a parking lot in the middle of the day; sex in the park while there were still people around; a pinky up his butt during a blowjob; a visit to a nudist beach; some light BDSM play - again and again, he agreed to participate in yet another one of Mary's kinky fantasies and so far he had to admit that it was more fun than he would imagine.
He wasn't that sure about his last deal as he saw Mary enter their bedroom with almost nothing on. Almost. Most of her body was nude and for a second Sean forgot about everything else as he admired her well-shaped figure. Red hair that reached all the way down to her waist and that she let flow down freely. A pair of breasts, perky and just the right amount to fit in his palms, with a pink hard nipple on top of each that begged to be sucked on. Pale skin with just the right amount of freckles on her smiling face. Round hips that swung from side to side with every step. Sean felt his flaccid cock twitch and usually, it would be hard already, but his enthusiasm stayed within limits as he saw a pink strap-on dangling between his girlfriend's legs, covering her sex and held in place by black straps around her hips.
This was what he promised her for passing her final exam. His anal virginity, taken on their bed. And now that promise caught up with him and however strong his love for Mary was, he still wasn't 100% sure that he made the right decision. Apparently, his thoughts were visible on his face for when Mary crawled onto the bed beside him, she stroked with the backside of her hand across his face and kissed him on the nose.
"Don't be afraid, love, I'll be gentle. Just give it a try, I'm sure you'll like it!"
"No, no, it's fine. Let's do it. I think I'm man enough to get fucked in the ass by a hot woman!" Jack joked to ease his nerves.
"Just relax," Mary said and kissed his neck. From there on she moved further down, to his chest where she licked over his nipples and gave them a playful bite. Jack moaned lightly, even though somewhere in the back of his mind he could still register the silicon toy brushing against his leg as Mary moved along his body. Once finished with Sean's chest, Mary moved towards his belly, her hands already playing with his thighs. Further and further south she went until her lips touched the shaft of her boyfriend's manhood.
"Still nervous?" she asked gently, commenting on the still soft state of his flesh. With a smirk she stuck her tongue out and gave the cock a slow lick across the whole length, forcing another moan out of Sean's mouth. Her fingers wrapped around the base, soft and warm, she covered her favorite toy with small kisses and little nibbles. Mary knew where Sean's most sensual points were and soon she felt the blood rushing inside his dick, making it harder by the second. "There we go!" she talked to the growing inches in her hand and wrapped her lips around the purple tip. Moving her hand rhythmically up and down, she sucked and licked on Sean's erection until it stood to full attention and twitched, silently asking her to continue.