First time with the step

Submitted by: webmaster
Type: Story · Categories: First Time · Tags:

Mark was still feeling down about his mother’s death three years ago. She didn’t get to see him graduate high school last year or see him off to his first year at an Ivy League university this year. He was shy, wore glasses, and wasn’t a jock and had just an average build. He didn’t work out, preferring to focus on his studies. He was also very shy and lacked confidence in his looks so he didn’t date and as a result was still a virgin after that freshman year. He was also upset that his rich father, Jeff, had decided to move on and start dating again last year. He thought that most of the women his father had chosen to date were just air-headed bimbos — attractive women with little intelligence who were either after his money or who he was using to solve a midlife crisis.

However all that changed the day Mark came home for summer break after his first year of college. His father told him that he met a wonderful woman that he was going to marry and that she had a daughter who was a freshman at the big state university and they were all going to go out to dinner that night so everyone could meet. Mark looked at his father stunned asking how he could do this and his father told him “sometimes you just know when it’s the right person and I wanted you to focus on your studies instead of being judgmental or worried about me.”

That night at dinner Mark saw why his father was smitten with Beth, his new bride-to-be. Beth was a lawyer who had a fantastic figure, great breasts, platinum blonde hair and stunning blue eyes. She might have been in her 50s, but she looked like she was in her 30s. He was thinking that she truly fits the definition of a MILF. Beth’s daughter Jill obviously inherited her mother’s looks as she was a younger, sexier, version of her mother. Beth and Jill’s friendly smiles and demeanor put Mark at ease and there was great conversation between everyone during dinner. After dinner Mark told his dad that he had picked a winner.

The wedding took place in early August, before Mark and Jill had to return to their respective colleges. One night after the new family had moved into their shared home, Jill knocked on the door to Mark’s room and then entered without waiting for a response, wearing just a long t-shirt that barely covered her ass, and said to him “I’ve noticed the way you’ve been checking me out, why haven’t you said anything to me about it? You know you’re kind of cute” Mark stammered, not knowing what to say, as he had barely enough time to stash the porn magazine he had been jerking off to. Jill looked down and smiled, noticing Mark’s 7-inch hard on sticking up under the covers, and said to him “I can help you with that” and proceeded to reach down and begin stroking Mark’s cock through the sheets while leaning in to give him an open-mouthed kiss.

Mark couldn’t believe this was happening. Here was a girl, more beautiful than any of the ones he had jerked off to, kissing him and giving him a hand job. He just closed his eyes and ran his hands through her long blonde hair as his tongue wrapped around hers. The excitement of it all was getting to be too much to handle and he had to push her hand off his cock before he shot his load. She whispered in his ear “that’s ok, but let’s get naked and have some fun” and proceeded to pull off her shirt to reveal a set of 38Bs and a nicely trimmed pussy that had just a small patch of blonde hair above it. He hurriedly yanked off his shirt and went right for her breasts, kissing them and sucking on them. To his lips they felt just the right size compared to some of the fake-looking ones he’s seen in the porn magazines and films he’s looked at. She just smiled and sighed at the feeling, wrapping her hands around his head pulling him to her chest. She then asked “are you a virigin? Afraid of cumming to soon? That’s ok, we can take things slow as you want” He sighed as she just hugged him.

After a couple of minutes she pushed his head down and told him to kiss and lick his way lower. He planted soft kisses on her chest and belly until he got down to her inviting pussy. At this point, autopilot took over as he relied on what he had seen in porn movies and read in letters in the magazine to know what to do. He cupped his hands under her ass to bring her closer to his face and then dove in, running his tongue all along the lips of her pussy, occasionally slipping it between them. He was in heaven enjoying the sweet taste of her honeypot. Her sighs turned into soft moans as his tongue slid up and down and then in and out between the fleshy folds of her womanhood. He slid a hand around slightly and began to finger-fuck her slowly with his index finger while drawing the lips of her wet pussy into his mouth one at a time so he could savor her taste. This got her moaning louder, which in turn got his cock harder.

After 10 minutes of eating her out, he stood up, took a condom from the nightstand next to the bed (he had them there to make his father think he was getting some), put it on, and then put her legs over his shoulders and slid inside her making her moan even more. He leaned forward and gave her an open-mouthed kiss and whispered to her how good she felt. He began thrusting into her hard and fast, just like he had fantasized about while looking at porn. Her moans turned into screams of pleasure which became sensory overload for him and he lasted just a few more thrusts before shooting his load while his cock was deep in her pussy. He laid on top of her breathing hard, telling her how great it was and that he couldn’t believe this was happening.

She told him to roll over onto his back because things weren’t over yet. He complied and she removed the condom, emptying the contents into her mouth, to which she said “you taste so good” and then got on her knees and started to give him his first blowjob. The sensation of her mouth on his cock was greater than he could have imagined. Her wet lips slid up and down providing just the right suction as he watched his entire cock disappear into her mouth and he could feel the tip hitting the back of her throat. He was in heaven as she deep-throated him, and he gently put his hands down on the back of her head, running his hands through her blonde hair. Then she switched to stroking him while licking his balls, caressing each one with her tongue before slowly sucking it into her mouth. She switched hands and played with his balls while licking up and down the length of his now hard-again cock which was sticking straight up.Eventually she reached over to the nightstand and grabbed another condom and slid it onto him while sucking on his balls. She then climbed onto top of him and slowly slid her pussy down on his erection moaning as each inch disappeared inside her. She started to slowly move up and down on his cock, grinding her hips as she went, putting her hands on his chest for support. She did this for several minutes before having Mark sit up and bury his face in her cleavage while she continued the slow and steady pace, moaning loudly, wanting to make sure he lasted longer this time. After another five or ten minutes in this position she said to him “I need it hard and fast again, I’m going to get off you and you’re going to do me from behind.” Mark smiled as this was the favorite fantasy position.

She climbed off him and turned to face the headboard. She put her hands on the headboard, looked over her shoulder, smiled at him and said “do me now big boy”. With that Mark took his cock in hand and slowly rubbed it up and down the lips of her pussy before he pushed himself in. Once he was all the way in he grabbed her hips and started thrusting hard and fast. Her shouts of “yes! yes!” encouraged him onward as he slid his hands up to her breasts and held on to them for several more strokes before moaning “oh god” and pulled her back to him so he could kiss her while he shot his second load while buried deep inside her. Both breathing hard, they leaned forward and used the headboard for support before laying down together. They smiled at each other and Jill said “that was fun we’ll have to do that again sometime” and put her clothes back on and left the room.
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