CHAPTER 8 - Kelsey
Brandon's news that a girl he knew online would be coming over to the house to see him in person hit Ann like a physical blow. Her emotions roiled through her body. On one hand, she should be thrilled for him and was on some level. A week ago, she would have been jumping for joy that he had his first real world friend, and a girl at that. Now, she was happy for him, but she was also scared. And jealous. Would Brandon catch feelings for this girl and drift away from her? Would he share their taboo secret with her? Giving herself a mental shake, Ann kept the smile frozen on her face as she replied, reminding herself that this was something she had wanted for Bran for a long time.
"That's wonderful, honey. I can't wait to meet her."
As they drove to Brandon's school that morning, Brandon kept chattering about his D&D group and Kelsey while Ann listened, her stomach rolling as she listened to her son alternate between excitedly gushing about the meet up and being worried about interacting with her in person. As she turned into the school parking lot, she made a quick decision and turned her car away from the front of the school and headed to the back far corner of the lot.
"Where are you going, mom?"
"I want to try an experiment."
"Experiment? What..."
Ann pulled into a space with no other cars near theirs and put the car in park, taking off her seatbelt.
"I want to try something and see if it makes you less anxious at school today." Honestly, Ann didn't know why she was doing this and was afraid to explore her thoughts and feelings in this moment. She reached over and undid Brandon's seatbelt and then unbuttoned his jeans.
"Mom! What are you doing?" Brandon looked around outside of the car somewhat frantically, then back down at his mom and then back to the windows.
"This will just be a second, Bran. Relax."
Ann unzipped Brandon's jeans and opened the fly of his boxers, pulling out his half erect cock. She was used to taking him into her mouth, hard and dripping that oh so sweet pre-cum. She felt confident she could not only get him hard but get him off in record time. She sucked him into her mouth, working the side of his cock with her tongue, feeling him respond, growing deeper into her mouth. She never had a reason to make Brandon cum quickly with a blowjob, enjoying the act of giving him pleasure, tasting him, controlling his reactions, prolonging it for the both of them. This time she would make him cum quickly. After coating his now hard cock with her saliva, she moved her hand to her mouth, making a ring with her forefinger and thumb, touching her lips with her hand so that his cock had to pass through her finger and thumb to reach her warm wet mouth. She made sure that ring was tight and firm.
Brandon continued to look around the parking lot frantically as his mother pulled his cock out of his pants. When he felt that familiar warm wet tongue on him, he almost forgot about being in public. He was soon rock hard, but feeling worried and anxious. He couldn't believe this was happening and he wasn't sure he liked it. Suddenly, she pulled her mouth off of him and he felt her fingers on him, but not in the familiar way she typically worked him with both hand and mouth. It felt like she was forcing his dick into a hole that was too tight, too small. His cock head slowly entered that tight ring, slick with saliva so it wasn't uncomfortable. He felt the warm wetness of her mouth, contrasting with the tight sphincter of her fingers in the most pleasurable way imaginable. The tight ring continued sliding slowly down his shaft until he was as deep in her mouth as he had ever been. The process reversed, the slow, tight, but warm and wet journey back up his cock making him forget all about where he was.
When Ann reached the top of his cock, sensing him finally getting into the experience, she smiled to herself and then started bobbing her head up and down in a fast motion, her finger and thumb still in a tight ring in front of her mouth. The slow exquisite sensations were transformed into a frantic stimulation, and he moaned loudly. In less than a minute, she felt him stiffen as he was about to blow his load into her mouth. She didn't slow down, she didn't take him any shallower as she worked him hard and fast, feeling him lose himself, his hips bucking to drive his hard length deeper into her eager mouth. Ann loved semen and she preferred to savor the whole experience of it in her mouth, on her tongue, coating her teeth, so she typically backed off his ejaculation, taking him shallowly so she could feel the warm jets of cum shooting out. This time he was deep inside her mouth and the first eruption hit the back of her throat, making her choke and gag. She kept going, the blowjob becoming messy and loud. The sounds of both their moans, gagging, grunting, and wet sloppy strokes filling the car.
When he was spent, she pulled her face off his lap and looked at him, tears running down her cheeks, saliva and pearly jizz leaking out of the corners of her mouth. She was a mess, but Brandon thought her beautiful and sexy in that moment, giving herself to him completely for his pleasure.
Ann wiped her mouth off on her sleeve as Brandon put his dick away and zipped up his jeans. She drove them to the school entrance, and he hopped out, hunched over a little to hide the remnants of his erection. "Have a great day at school, sweetie!"
As Ann drove off, she berated herself. How could she be so reckless? What was she doing where they could get caught? At his school of all places! She sighed as she tried to not think about the jealous knot in her stomach that seemed to make her want to do anything to keep Brandon to herself.
The next few weeks passed uneventfully. Ann curbed her impulsive and risky behaviors as they settled back into their new normal, making love at night, sleeping together in the same bed, working and going to school. Finally, the day Ann dreaded came to pass and Brandon announced Kelsey was coming over after dinner that night to join Brandon in person for their online D&D session. Ann fretted, picturing what she might look like. Most imaginary scenarios in her mind were Kelsey being beautiful, thin, charming, and funny. Ann felt herself spiraling and had to go into the bathroom and sit on the toilet, lid down, to compose herself. Why was she making this into such a big deal? Kelsey could have a serious boyfriend, or not even really be attracted to her son. She heard the doorbell ring, and she took a deep breath, steeling herself for meeting her son's friend.
Ann walked to the front door, finding Brandon standing there with Kelsey. As they made their introductions, Ann took in Kelsey's appearance. She was shorter than Ann, and petite in comparison, although most would say she had a medium build. Not thin, but not chubby. She didn't appear to have much in the bosom department and if anyone was asked about her figure, they might comment that her rear end was shapely. Her hair was blonde, shoulder length, with pink tips. She wore glasses with large round lenses and had a nose ring. Her face was pleasant, but not especially pretty. Ann thought she looked...well, mousey. Part of that was her posture, Kelsey's shoulders slightly hunched. She wore a t-shirt and jeans and carried a bookbag, part of her laptop sticking out of the top.
Brandon and Kelsey headed to his room to set up for their session as Ann watched them go, Brandon taking the lead. After a minute, Ann called Brandon out for a quick word.
"She seems really nice, Brandon. I'm glad you're able to have her over and see her, you know -- in person. You do need to keep your bedroom door open, though."
"Mom! Seriously? We're just friends."
"All the more reason it should be no big deal to keep your door open, right?"
"Sheesh." He lowered his voice to a whisper. "After all the stuff we do together, you're worried I might fool around a little in my room? Also, I'm 18."
"And you're living under my roof and dependent on me. Just respect my wishes, okay?"
She watched Brandon go back to his room, sensing his frustration and wondering if it was just stemming from him feeling she didn't trust him, or if he really had plans to mess around with Kelsey. She headed to the living room to watch TV, just down the hall from his bedroom. As was normal, the session went late, although this time Ann didn't go to bed as she forced herself to stay up and monitor this new situation. When Kelsey finally left and she and Brandon went to bed, he snuggled up behind her, spooning her with his arm around her waist and she felt his erection grinding against her ass.
"Oh, Bran. Sweetie, I have to work and you have school and it's past midnight. Any other night I would love too. Let's try for the morning." She sensed his disappointment, even with her back turned as she could hardly keep her eyes open. She fell asleep, making a commitment to herself to take care of him in the morning.
Ann woke up before her alarm went off and she rolled to her nightstand, grabbing her phone to shut it off. When she rolled back, she took a moment to watch her son, who was starting to wake at her movements. His hair was tousled, his face looking especially young in the morning light. She noticed his morning wood tenting the sheet on the bed and reached her hand out under the covers to take his hard length in a gentle grip. At her touch, he opened his eyes and smiled at her, making her heart warm.
"I was hoping you wouldn't forget about this morning, mom."
"How does my big strong young man want to be taken care of? Would you like a blowjob? Do you want my hot wet coochie?" Ann didn't enjoy crude cussing, but she was okay with some slang for body parts. Cock was okay, pussy sometimes, but only when Brandon said it. Snatch or cunt, never.
"I want your pussy, mom." He raised himself on one elbow and pulled the sheet back to expose Ann's soft curves. He admired, as always, the swell of her hip, hinting at her large ass, her enormous drooping tits, her soft little belly. That dark triangle of pubic hair that held the most arousing aromas.
"And what position does my big strong man want to take me?"
"Can you lay on your stomach?"
Ann lay down on the mattress on her stomach, grabbing a pillow to put under her hips, elevating her ass some. Brandon pulled down the sheet, exposing her ass cheeks and thick thighs, spread apart just a little so her could straddle them. He admired the view, caressing her buttocks as his cock throbbed. He moved her ass cheeks apart, exposing that little brown starfish that he couldn't seem to leave alone or stop thinking about. He leaned down, running his tongue down her ass crack, over her anus to her taint. He smelled the musky odor of her asshole, earthy but not unpleasant, the scent of her arousal faint at this point. He ran his finger up her hairy cleft between her large labia, feeling the moisture deep in her, not yet entirely wet.
He positioned himself straddling her thighs, dropping a glob of spit into his palm and rubbing it around his glans before starting to probe her entrance, seeking enough lubrication to get inside of her. He felt her wetness on his cock tip and moved it in and out, a little deeper each time until he was finally able to slide home. The feel of her pussy warmly embracing his shaft was heaven, but he was equally enchanted with how his hip bones sunk into the warm globes of her buttocks, so soft and pillowy. This position was softer and gentler than doggy style, or 'all fours' as Ann insisted it be called. He could sit back on his knees, cupping her buttocks with his hands as he admired the view, sinking into the warm fluffy softness of her pussy and ass cheeks. He could see the sides of her breasts, squished outside of her torso against the mattress. He moved in and out of her in long languid strokes, playing with her ass, exposing her sphincter, fantasizing about being in it.
Ann sighed when her son finally was able to bury his cock inside of her. She could achieve orgasm in this position, but it wasn't her favorite. It lacked the intimacy of face to face and the primal lust she felt on all fours, presenting herself, fully exposed. It was nice for a morning session of being filled with cock and cum and she closed her eyes, enjoying the sensation of him sliding in and out of her, his hips and pubes pressing into her ass cheeks. She arched up a little with each forward stroke, meeting his thrusts. She felt him speed up a little, but still using long controlled strokes, his voice interrupting her soft moans.
"I'm getting close, mom. I want to cum on your ass."
Ann felt a small surprise at his words, but appreciated him talking dirty without offending her with filthy words.
"Yes, I want to feel you shoot all over my ass, Bran. Cover it with your hot cum, baby."
She felt Bran pull out and expected to feel his thick ropes of semen hit her ass cheeks and lower back. She was a little surprised when she instead felt him spreading her butt cheeks apart and warm fluid shooting onto her butthole and into her ass crack, spurt after hot spurt. 'What a naughty boy', she thought, but didn't mind him getting off this way. She felt him finish and then rub his mostly hard dick up and down over her sensitive sphincter, rubbing his jizz into it and up and down her ass crack. She looked over her shoulder at him behind her, his eyes half lidded as he stared down at his hand guiding his cock between her cheeks.
