Latest Updates

Kitana - Boob raise

Kitana - BigTitsBoss

4th August - Peter is Kitana's newest salesman. He came highly recommended by one of her closest business associates but from one month to the next his sales began to plummet almost immediately. She called him into her office to get to the bottom of such a steep decline in sales from what seemed like out of the blue. She knew something must be the matter after his numbers went completely out of whack completely unexpected. He sat in front of her desk and she figured out what the problem was instantaneously. He couldn't stop staring at her healthy breasts. He was being distracted by her very revealing dresses and the fact she barely ever wore a bra. If Kitana were totally candid she would admit she hired him because she also thought he was very cute and although he is married she knew she could figure something out. Needless to say, with bonuses like this Peter will get his sales up in no time as long as he is promised another shot at his big tit boss! ...Read More
Nikki - Booby director

Nikki - BigTitsBoss

7th July - Niki was home and expecting a priceless package that her husband had purchased for her. But their handyman apparently dropped it, unbeknownst to Niki. When they opened it up, to her shock and disappointment, the contents were shattered. Niki was not only sad but extremely pissed off. While she was chastising her handyman for his shoddy work, she noticed him staring at her rack. This happened often to her because Niki had a great pair of tits. She told him that her husband would fire him for his negligence. So she decided to make him fuck her and she wouldn't tell her husband. He was scared at first, but Niki was so banging that he had to listen to his dick and plow her. He saved his job and got to fuck a hot chick. Not a bad day to be a handyman! ...Read More
Eva Notty - Ms notty

Eva Notty - BigTitsBoss

9th June - Marco went for a job. The interviewer, Eva, was less than pleased with his sloppy attire and had no intention of finding him employment. As the interview continued, Eva asked why she should hire him. Marco responded by saying he'd do anything. That sparked Eva's interest. Having noticed the bulge in Marco's pants, she decided she'd try to have some fun and maybe find him a job if she was satisfied. As Marco stared at Eva's big tits, he was more than happy to get this special interview treatment. Marco sucked those delicious tatas, and Eva was ready to suck some cock. Marco pounded her juicy pussy and got a firm handle on her plump ass while he showed her that he could put the work in. Eva was satisfied with his performance, and after he covered those luscious melons in cum, she decided to hire him. ...Read More

Jessica Rayne - Best breast

Jessica Rayne - BigTitsBoss

12th May - Mr. Dickenz made an appointment with Miss Rayne's office for some new work. Bruno was Jessica's last appointment before the weekend, and she was more then ready to leave. Her demeanor was less than pleasant when he arrived. Jessica wasn't going to go out of her way to find him a job now, and she told him her clients probably wouldn't hire him. He asked her to pad his resume, but while doing so, he couldn't keep himself from staring at Jessica's huge rack popping out of her shirt. Miss Rayne caught him, totally lost it in the moment, and berated him saying, she couldn't imagine how he even got by. Mr. Dickenz answered confidently saying how he got away with a lot because he was hung. Jessica in turns grabbed his cock and was more than pleased with her findings. She went to town on that dick. Then Bruno showed off his other talents and put in some extra work on Miss Rayne's pussy. We watched it all, as her big tits and juicy ass bounced endlessly until those tits were covered in cum. ...Read More
Nina Elle - Cock under contract

Nina Elle - BigTitsBoss

14th April - Nina just noticed a major loss in a recent stock acquisition costing her a lot of money. She called Mirko in to discuss this problem. He showed little remorse for his mistake since he knew the company made more then enough money to cover the loss. Nina was furious now and after she asked Mirko if he had anything else to say he responded with, your tits look really good, and she lost it. Nina proceeded to cover his mouth with those big beautiful breast, ensuring he didn't speak anymore. Mirko made sure to please and pounded that pussy proper. Nina's plump tits and long blonde hair bounced about, as Mirko positions her fit sexy body in various positions. Nina made sure Mirko gave her everything he had including a face-full of cum. ...Read More
Dayton Rains - Boobs in charge

Dayton Rains - BigTitsBoss

31st March - Dayton had to try out a new guy to replace her old masseuse. Tyler came in super late and dressed unprofessionally. He had a few strikes already, and he was caught blatantly checking out her massive tits. Lucky for him, Dayton wasn't easily offended. She stripped down and had him start his routine. He oiled her up and went to town on those flesh balloons. Her nipples got nice and perky. Tyler moved down her legs, as she told him to remove her panties and eat her pussy. This is where the last guy failed, and she told him he could be replaced. Tyler dove in and licked away. He wanted this job and did everything thing the bossy tits wanted. Dayton wanted to make sure he was what her clients wanted, so she went all the way. She slobbered on his cock and took it in her wet pussy. Tyler proceeded to maneuver all over her body and in between her tits. He added some of his massage oil to complete her test. ...Read More
Mia Ryder - Ms boss

Mia Ryder - BigTitsBoss

3rd March - Mrs. Ryder was a tough boss. It seemed no coincidence that her last name was Ryder because Mia rode her employees hard. This afternoon, she found her lawn man, JB, napping on the job. Mia stormed over to wake him and began to berate him from his attitude to his lack of work ethic. JB pleaded to keep his job and begged Mrs. Ryder not to tell her husband. Mia had no intention of telling her husband, especially because she liked to ride her help. JB was worried, at first, but when a tough big tit boss wants something, you have to let her have it! ...Read More
Corinna Blake - Bad intentions

Corinna Blake - BigTitsBoss

3rd February - Corinna was a young executive. She was smart, demanding, and best of all, sexy. There are few things hotter than a sexy woman who takes charge. A boss, if you will, to boss you around and make sure you are fucking correctly and pleasing her the best possible way. Corinna took some time off work to have a plumber come to her new house and fix her sink. He was very late arriving, and she was really pissed. Corinna not only had him unclog her sink, but she also put him to work cleaning her pipes and properly using his hose the way a Big Tit Boss demands. The best part was, these bossy women still wanted cum all over their faces, and only we can give them that, so they don't have all the power after all. ...Read More
Angel Allwood - Big time boobs

Angel Allwood - BigTitsBoss

6th January - Levi had been getting a bad work reputation, and to make matters worse, he came in late for his review. Having thought he had the day off, Levi pleaded and begged to Miss Allwood, but she wasn't having it. And right when you thought it couldn't get worse, Levi got caught staring at the bosses tits. You can't really blame him though because Miss Allwood was a big busty blonde boss with huge tits and a luscious ass. Now she'd taken charge and figured a good fucking might get his head right for work. Miss Allwood pulled him into her pussy and it took off from there. Levi put the work in and gave her some grade A work. Miss Allwood took everything she could including Levi's load to her chest. ...Read More

Bianka - Office fling

Bianka - BigTitsBoss

9th December - Peter was over at a client's house giving an estimate on painting her place. It turned out the price Peter gave was way out of her range. He had already wasted money buying the paint, so they had to work something out. This smoking hot lady reached over and started feeling Peter up right away. He saw where it was going and was all about the compensation. Bianka was ready to show Peter one hell of a time so she could get her place done just right. You don't want to miss one second of this hot juicy Latina with crazy curves getting nailed hard. Instant classic! ...Read More
Aleksa Nicole - Bossy bossom

Aleksa Nicole - BigTitsBoss

11th November - Tarzan was mowing the grass when his tractor broke down. Seeing no way to fix the problem, he decided to relax and wait for the boss lady to arrive. Aleksa showed up soon enough and was overwhelmed by the amount of work that needed to be done before she could show the house that afternoon. To top it all off, she saw the stalled out tractor, and Tarzan just sitting there. Aleksa went off on him. But seeing her huge rack and luscious ass puts him at ease, and he smoothly calmed her down. He half-jokingly hit on Aleksa, and in her distraught state, she was extremely receptive to his advances. They went back to the house where Aleska begged for her tits and face to be fucked. Tarzan happily obliged and continued to pound her pussy until he covered her pretty face and gorgeous tits in cum. ...Read More
Romi Rain - The terms

Romi Rain - BigTitsBoss

30th September - Romi had to take over the family business because her husband had to go away. She and her family ran a very strict, old-school business. They came over from the Old World and began a thriving business, of, well... we won't get into all the details. Romi had been so horny since her husband went away. Her hungry pussy had been keeping her up late and, so, when Tony stopped by to give her the latest news regarding a business venture, Romi pounced. Watch her make her employee fuck her! She bosses him around and takes a ferocious pounding. ...Read More