TFTA: New Experiences(Isabela Merced)
Story by Rotty22456
Evan Wolfe was a 24 year nearly newly minted agent who came into the agency with a fairly big fish as he was dating rising up and comer Isabela Merced, who was coming off of Alien Romulus, and blowing up due to the Last of Us and Superman.
Evan and Isabela had gotten to know one another while he was working as her assistant a few years back as they had been friends who had grown up together and when he was going for his agent license she had always promised to have him become her agent though he didn't believe her.
They were always together and would steal looks and little laughs and touches together and when he got his license she hugged him tight and then kissed him, their first real kiss as nights of passion and an affirmation of their relationship blossomed. Within months he has gotten her more work and landed both Alien Romulus and The Last of US, with the Superman role coming up which he encouraged her to go for as he himself her begun to be recruited heavily by WME though a chance meeting with Danica who has been trying to poach her to the Agency led to a formal interview and him ultimately deciding to sign with the Agency and bring Isabela in as his first client.
Evan had gotten close to a few agents, including Lucas Simpson, a legendary agent who had left CAA to come to help grow this agency as a rival to CAA/WME, which by even Logan's standards was a possibility, which seemed crazy even a few years ago. Working directly under Lucas had given him a huge cache even with the limited amount of experience he has in comparison to some others, but Evan worked hard, was approachable and was always willing to help others and that also went far.
Evan was finishing up his day when he got call from his lady that she was flying into town tonight and that she had something fun and exciting she wanted to show him which got him perked up as he took some time to help Jason Goodwill, a fellow agent, go over some contract language as Evan was part of a newly formed team led by senior agent Lukas Fuchs that was meant to go over and shore up any missed languages that companies were using to skirt AI provisions and lowered compensation in the event of of filming changes.
After helping Jason out Evan clocked out for the day and went to LAX to pick up his famously hot girlfriends, picking her up and squeezing her as she kissed all over his face as he hadn't seen her in weeks which felt like forever for them both as he took her to get something to eat which always got a happy little dance out of Isabela as she tells about all the travel she has done things Evan already heard from the various nights of talking and FaceTiming one another but it was still as if she was telling him for the first time. He loved her truly so her being a little spacey never bothered him.
They finished up dinner and made their way to their place, a nice apartment near the hills and while bringing her luggage up she had quickly grabbed a bag and told Evan not to come into the bedroom until she called him and ran into their bedroom with a cackle and big grin as he shook his head and left her luggage by the door before deciding to clean up a bit around the apartment as he put the dishes away and then cleaned up some strewn about clothes before getting a message from Isabela telling him to come to her.
Evan smirked and peeled his shirt off and began to undress as this usually always led to some pretty sex as he was just happy to have his lady home and peeling off his boxers and kicking them onto the floor he walks into their bedroom and stopped, looking at Isabela who was also naked but has something in and around her waist that he definitely wasn't expecting.
Isabela had a hand on her hip and a strap on with a fairly sized blue dildo attached to it as she said she knows she's joked about it but those nights alone without you got her thinking, and since the last time she fulfilled his fantasy of getting to fuck her in her Hawkgirl outfit, she decided it was time he repaid the favor though Evan seemed rather uncomfortable about this as he rubbed his neck and said as much, though her coming over and kissing him deep and passionately shut him up as he hugged her tightly to him and moaned as she broke the kiss and whispered she would obviously let him fuck her ass as well, stepping back as she bit her bottom lip as he had wanted to do that as well.
Evan sighed and shook his head as he couldn't say no to her and he nodded as she clapped and did her little dance as she dropped to her knees and pulled over a bottle of lubricant as she said the sex shop she went to in New York recommended this one specifically for this and she put some on her finger and before grabbing his cock and sucking him down as she focused along half of his 8 inches before she jerked off what she wasn't sucking down as he tried to relax as he could see where her finger was moving too as he moaned and then clenched up a bit as she slipped a finger into his rectum, Evan closing his eyes as she increased the speed of her sucking and jerking as she pushed her fingers in deeper and this did alleviate the uncomfortable tightness of it.
She slurps off and thanks him for being so open to new experiences as she tells him she loves him and as he replies she quickly moved her finger in and out of his ass as Evan moaned as she sucked all the way down to the base at the same time that she stirred her finger along as she then bobbed slowly back to the tip before deepthroating him again as the lube she has used was definitely working as he didn't even feel her finger at this point but there was a pleasurable heat that was coursing through his body as Isabela was sucking him exactly how he loved and he and she both knew he wasn't going to last much longer.
Isabela continued to mercilessly suck up and along before deepthroating him and then sucking up to the tip, his cock never leaving her mouth as she pushed against his knee and kept himself steady as she was still pumping a finger into his asshole as Evan grabbed the top of her head and squeezes a handful of her hair as he roared and felt the rush of pleasure overtake his senses as he began to fill Isabela's mouth, Isabela deepthroating him and relaxing her throat as she felt spurts of cum fire deep into her mouth as Evan rolled his eyes and felt his legs spasming as this orgasm was more intense than any he had had before from her blowjobs.
She slowly slurped off and showcased why he called her a good girl as she had swallowed his massive load and with a devilish grin she told him to assume the position on the bed as he hesitated at first but she just smiled at him and it broke his desire to fight her about this as he still wasn't exactly sure about this, but he knew this was something she wanted to do and try and they were a sex positive couple as he was always saying he was willing to explore things with her and this was the time to show her he was serious.
Evan bent over the bed and Isabela got the lube bottle and put a large amount onto the dildo, getting it nice and lathered before she leaned in and tells you to try and relax as Evan felt the head of the dildo slipping inside, causing him to wince and grab the sheets as he tensed up but Isabela took her time and slowly worked more and more of it in, the lube definitely helping as it relaxed his muscles as the heat helped expand his inner anal walls as Isabela assured him he was doing great as she slowly continued to work her hips back and forth and after a while Evan honestly could even feel the painful pressure that was there before as it was just replaced by a pleasurable heat.
Isabela explains that the heat from the line should make it easier for her to move and they they'll still be some discomfort as she started to move her hips back and forth more aggressively, telling him that another thing she learned was that with men, their prostates were very sensitive and as she said that she pushed in as deep as her strap on would allow as Evan winced and let out a loud groan as Isabela started to move back and forth as she began to peg her boyfriend, moaning and giggling and thanking him for letting her have her fantasy as she grabbed his shoulder and pulled him against her hips as she pegged him hard, Evan's cock hardening as even though there was some pain still, he couldn't deny that it felt incredible especially with whatever lubricant she had used.
Isabela would oscillate between slow and steady to rough and fast, and time seemed to stand still as he just stay in position and let Isabela do whatever she wanted as she eventually stopped and then laid her body against his back, reaching a hand around as she grabbed his cock and smirked as she kissed his back and began to move her hips again but as she did she was jerking Evan off, and Evan could help but moan out as he was lost in a haze of orgasmic bliss as she felt his cock throbbing like crazy as he screamed out and told her he was cumming as she jerked his second load out of his body as his seed splashed and coated a part of the bed spread as Isabela leaned up as she let go of his cock and slammed herself further and harder into his ass, hitting a spot so good that Evan felt like his orgasm hadn't stopped even as the last drops of cum finally escaped his prick as he was just a moaning and groaning mess.
Isabela pulled out and undid the strap on, stripping it off as she turned him around and could see his sweaty and glossy eyed look as she smiled and cupped his cheeks with her hands as she kissed him and told him he wasn't done yet as he watched as she began to suck him off as she ran her hand along his chest as the other jerked him off as she just focused along his tip as he could feel his cock stiffening back up as she focused along his tip and down along the shaft as she slurped down further and further, rolling and twirling her tongue as she could feel him getting hard as she sucked off and kissed him before saying she wanted him to fuck her ass now, fair was fair.
He got her face down and assed up as she moaned happily as she felt your hands smacking her ass cheeks and then spreads them as he ran his tongue along her asshole, making Isabela moan and groan as she rubbed her ass up and along his tongue as he took the lube bottle and rubbed a big glob onto his fingers as he slowly worked into the fingers into her ass as Isabela sucked in her teeth as she moaned and told you to go slow at first as you leaned down and twisted his upper body so he could lick at her clit while pumping his fingers slowly in and out of her rectum as he sucked her clit and felt her pussy spasm as she sucked her teeth in as Evan could feel her anal walls spasming as well which gave him the sudden rush to take advantage of this moment.
Evan quickly smeared a big glob along his length and aimed it at her asshole as Isabela held the bed sheets as Evan rubbed his cock along her entrance teasingly before pushing it slowly inside of her, Isabela moaned out happily as you sank slowly inside, getting a little over more than half of his length inside before she started to get tighter which made him slowly pull neck and forth to keep his cock lubed up as she felt incredible as the heat from the lube and her tightness made him decide it was time to pick up the pace as he wouldn't last much longer.
Isabela was a scream mess as she her body rocked as Evan was pumping hard and fast, jamming his cock back and forth with more and more ease as the lubricant was making her anal walls expand which allowed his cock to slip deeper and deeper as the heat and the way she was screaming and begging for his load was driving him insane as they never usually got three loads out of him but tonight was gonna be the one exception as he jammed his cock rigorously into his woman's ass, over and over the sound of her screams of pleasure drowning out the sound of flesh slapping together as his cock began to throb as everything felt incredible as Isabela told him not to slow down as a hand reached between her and rubbed at her clit as she got another orgasm out out of her before she jammed herself back harder to add more torque to his thrusting and Evan knew he was about to spill over the edge yet again.
A few wild strokes later and he screams her name as she just cursed loudly he filled her ass as deep as she would allow as he began firing thick ropes yet again, his third orgasm still as powerful as his first it felt like as globs of cum were coating her intestines as she cries out happily as he slowly moved his hips back and forth before pulling out fully as a nice glob of his semen streamed out of her ass hole as she collapsed onto her face in a bliss state as Evan did the same, a hand on her ass as he was taking deep breaths as she smirked and did the same, each of them holding a cheek as they both laughed before moving their faces in closer and kissing for a long moment.
The two of them spent the rest of the evening laying in bed, discussing the experience and the things they liked and disliked while also setting up new boundaries and occasions for when they could try this again as all felt right in Evans world as long as Isabela was by his side.
End.