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Carter
by Artvan1
Chapter 31 in Girlfriend's Shemale Surprise
Trying to maintain a bit of the feeling of being the dominant partner, Carter climbed onto Chloe's bed and laid down. Unbeknownst to him, Chloe gave herself a small smile and start working on his back. While certainly not an expert masseuse, Chloe's massage was the best, and firs...
3 years ago 535 Words 16 Likes 1,646 Views -
Chloe
by Artvan1
Chapter 31 in Girlfriend's Shemale Surprise
Trying to maintain a bit of the feeling of being the dominant partner, Carter nervously motioned for Chloe to lay down on her bed. Not soon after, he started running his hands down his girlfriend's body. Not really sure what to do, Carter did his best to mimic what he had seen in...
3 years ago 384 Words 14 Likes 1,674 Views -
A Rainy Day
by Artvan1
Chapter 30 in Girlfriend's Shemale Surprise
After their gym sessions and on days they didn't work, the couple would do normal summer activities with one another. Bike rides through the local park, going to a local cafe for lunches and trying to spend as much time as possible in the outdoors. However, it was after one yoga...
3 years ago 301 Words 13 Likes 1,975 Views -
How to Fill Out His Pants
by Artvan1
Chapter 29 in Girlfriend's Shemale Surprise
Pretty soon, Carter found himself joining his girlfriend for her regular gym visits as Yoga classes were offered Tuesdays, Thursday and Fridays. At first, he was a little self-conscious about his new attire but Chloe's hands groping his body always kept him in good spirits. After...
4 years ago 294 Words 25 Likes 3,625 Views -
Working for His Reward
by Artvan1
Chapter 28 in Girlfriend's Shemale Surprise
The short drive home was pretty uneventful for the couple, with Chloe telling Carter a bit about her work at the coffee shop. After a few minutes, the conversation turned to the class with Carter mentioning he actually enjoyed it more than he expected and his back was feeling bet...
4 years ago 571 Words 30 Likes 3,580 Views -
Getting into Position
by Artvan1
Chapter 27 in Girlfriend's Shemale Surprise
As Carter and Chloe made their way into the gym, Chloe immediately went up the stairs where a group of women were waiting to start the yoga class. Carter suddenly found himself a little nervous and self-conscious about doing a yoga class in front of other people. As the class fil...
4 years ago 512 Words 22 Likes 3,525 Views -
Par for the Course
by Artvan1
Chapter 26 in Girlfriend's Shemale Surprise
After the last night's festivities, Carter slept like a log. He went to bed feeling a great sense of accomplishment as he looked forward to being off for the first time on a Saturday that Summer. Even though he had the day off, Carter found himself once again headed to the golf c...
4 years ago 452 Words 26 Likes 3,585 Views -
Size Isn't Everything
by Artvan1
Chapter 25 in Girlfriend's Shemale Surprise
While Carter tried to initially cover his penis, Chloe shooed his hands away saying "babe! I already told you I don't care about the size of your penis! I'm way more interested in the rest of you." Carter knew he wasn't the most well endowed person having measured himself before...
4 years ago 466 Words 32 Likes 4,064 Views -
Finding a Natural Order
by Artvan1
Chapter 24 in Girlfriend's Shemale Surprise
Over the next couple of weeks, things were running like clockwork for the couple of lovers. Days were filled with work while nights were usually spent with Chloe's family. On the off-chance that they found themselves alone, it was only a matter of time before Carter was on his kn...
4 years ago 599 Words 30 Likes 3,918 Views -
Can't Keep Her Hands to Herself
by Artvan1
Chapter 23 in Girlfriend's Shemale Surprise
That Saturday, the young lovers found themselves both off for the first time since the start of the summer. Not wanting to just spend the day at home with Chloe's folks, the couple decided to spend a day out on the town. The first stop was the new mini-golf course. Mini-golf was...
4 years ago 836 Words 22 Likes 3,860 Views -
An "A" For Effort
by Artvan1
Chapter 22 in Girlfriend's Shemale Surprise
As soon as the young lovers heard the car pull out of the driveway, Chloe grabbed her boyfriend and shoved her tongue down his throat. For Chloe, knowing that Carter spent a better part of the day researching how to suck her cock was an incredible turn on. Breaking the kiss, she...
4 years ago 1,044 Words 24 Likes 4,315 Views -
Dinner and a Movie
by Artvan1
Chapter 21 in Girlfriend's Shemale Surprise
When Chloe came home, Carter was expecting her to have her normal rainy day routine. Usually, she would storm up to her room and not come back down until dinner. Today, she skipped up the steps to her room before returning down in a comfy pair of sweats and went to the kitchen to...
4 years ago 404 Words 25 Likes 4,050 Views -
Off to the Races
by Artvan1
Chapter 20 in Girlfriend's Shemale Surprise
The next day, rain showers led to a pretty slow work shift for Carter at the golf course. His main responsibilities included working in the pro shop and tidying the driving range. However, on rainy days, most golfers stayed home allowing employees to catch up on a back-work and t...
4 years ago 583 Words 25 Likes 4,344 Views -
Young Love
by Artvan1
Chapter 19 in Girlfriend's Shemale Surprise
The next few days, the couple fell back into their daily routines while spending some time with Chloe's family. Without much alone time, the couple was relatively behaved while mixing in some small intimate moments like little kisses, warm hugs, and hand holding. However, behind...
4 years ago 544 Words 29 Likes 4,735 Views -
He's Going Down...She's Yelling Timber
by Artvan1
Chapter 18 in Girlfriend's Shemale Surprise
While Carter dealt with the shock of feeling his girlfriend's warm mouth depart from his penis, Chloe stood and turned her back to him. Carter couldn't help but watch her ass as she stepped out of her pants and her little blue panties, teasing him with her ass, before turning aro...
4 years ago 879 Words 36 Likes 5,527 Views -
Slowly but Surely
by Artvan1
Chapter 17 in Girlfriend's Shemale Surprise
As Friday came around, Carter couldn't help but find himself a little distracted while working at the golf course. Maybe it was due to his feelings from the other night. Or perhaps it was due to the pictures that his girlfriend was sending him. While Chloe might have been a littl...
4 years ago 480 Words 32 Likes 5,450 Views -
Handsy
by Artvan1
Chapter 16 in Girlfriend's Shemale Surprise
Over the next few days, Chloe couldn't help but smile anytime she thought of that night. Since her transition, she was always nervous that she would never find a partner that truly loved her and her body. At one point, she considered getting that final surgery to feel like a "nor...
4 years ago 458 Words 32 Likes 5,757 Views -
Thick and Long
by Artvan1
Chapter 15 in Girlfriend's Shemale Surprise
As the couple continued to make out on the couch, their hands started to explore each others bodies. Eventually, Carter felt Chloe's hand snaking up his leg and moving closer to his crotch. Eventually, Chloe reached into Carter's shorts and found his hardening cock. Breaking a ki...
4 years ago 404 Words 35 Likes 6,673 Views -
Questions Answered
by Artvan1
Chapter 14 in Girlfriend's Shemale Surprise
That night, when Chloe got home from work, her parents had already left to visit some friends that live across town. With the house to themselves, she changed out of her barista uniform and slipped into a comfortable pair of leggings and a t-shirt. Afterwards, she went down to th...
4 years ago 436 Words 22 Likes 6,511 Views -
Affirming
by Artvan1
Chapter 13 in Girlfriend's Shemale Surprise
As Carter drove to work, he found himself thinking about what just transpired in the kitchen. Not only did his girlfriend passionately kiss him, but he was now without a doubt certain about what dangled between her legs. During the kiss, he could feel her excitement through her l...
4 years ago 353 Words 33 Likes 6,650 Views
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