Tyler was really enjoying all of the time he was getting to spend with Anna. He still couldn't believe that such an attractive girl was willing to date him and it was clear that most of his classmates couldn't believe that he was dating Anna either. He noticed that he was receiving several odd looks every time they saw him walking around with Anna. Tyler also loved all the sex he was having with Anna since it seemed that she was insatiable. She was also teaching him so many new things about the wonders of sex. He had always thought it was fun to watch porn and imagine doing some to those things with a woman but it was nothing compared to the real thing and being with a real woman, especially one as beautiful and fun as Anna.
After the first time he and Anna had sex she couldn't get enough of his big cock and he was constantly amazed at all the pleasure she could bring him. They usually spent the night together at her apartment and sometimes Tyler felt a little bad that he was spending so little time with Brandi now. After all she was the person who introduced him to Anna. However, spending so much more time with Anna also had its major benefits as it was doing wonders for increasing his confidence. Anytime any other girl would come up and talk to him he no longer struggled to look at them in the face and was able to answer their questions without stuttering. He was just feeling so much happier and confident with himself and in fact right now he was smiling so hard to himself as he walked back to Brandi's house. He had just finished a long study session at the library and was ready to get back to the house and just relax and chill.
He walked into the house saying, "Hey is anyone home? Brandi?" After not getting a response he assumed that Brandi was either asleep since it was so late or out somewhere having fun with her friends. He went up to his room but he saw some light coming from Brandi's room and he slowly went to her room to see if she was actually still up. He was feeling bad that he had spent so little time with her over the last several weeks. When he walked into her room it was obvious that she was not in there and the light was instead coming from through the window and the pool deck. He decided to look through the window to see who was out by the pool. He looked through the window and was very surprised at what he saw. He saw Brandi lounging out by the pool, which wasn't surprising in itself since she frequently relaxed by the pool, but what was surprising was that she was lounging by the pool completely naked.
Tyler had never actually seen Brandi completely naked before now as she had kept her small bikini on the entire time he and Anna were having sex in front of her the first time. Tyler had to admit to himself that while he had always thought that Brandi looked really good in her small bikinis she looked even better completely naked. Tyler kept admiring Brandi's naked form on the patio still not believing his luck that she was just lying out there completely naked. In fact, now that he thought about it he was kind of surprised that he had never seen her out by the pool naked before. He guessed that she wasn't doing that as much since he had moved into the house. She probably figured that he was out with Anna tonight so she didn't worry about him seeing her. While he was thinking about all of this he continued to look out at Brandi by the porch when suddenly he saw an even more incredible sight.
Brandi was reaching down between her legs and it was clear that she was pleasuring herself. He heard Brandi as she groaned with pleasure, as it was completely clear that she was masturbating out by the pool. Tyler couldn't believe what he was seeing and hearing as Brandi was actually getting quite into it. He knew he should walk away from the window but there was just something so erotic about watching his landlady masturbate out by the pool. He could feel his cock getting hard in his pants and so he reached down to adjust himself and he was so tempted to just pull his cock out right there and stroke himself while he watched Brandi but he was able to hold himself back, for now. He continued to just watch her as one hand was busy between her legs while with her other hand she was reaching up and cupping her large breast while she gently pulled on her nipple.
Finally he couldn't resist any more and he released his large cock from the tight confines of his pants. He reached down and grabbed hold of his cock surprised to find how hard he already was just from watching Brandi. He took his cock in his hands as he continued to watch her and started gently stroking up and down while rubbing the head. He continued masturbating as he watched Brandi doing the same out on the pool deck. Tyler was so focused on the scene in front of him that he didn't even hear someone else come into the room.
"Well now what do we have here?" Tyler quickly spun around at the question coming from to the door to Brandi's room to find Anna standing in the doorway in a very pleasant slinky dress.
"Umm, well I-I ummm was just ah looking out t-the window, yeah, that's what I was doing," Tyler stuttered as a response.
"Yeah so you were just masturbating in Brandi's room while looking out the window to the night sky. Let's see exactly what you were looking at out this window," Anna said as she walked over to the window and looked out on to the pool deck and gasped at what she saw.
"Wow now that is quite an interesting sight. I can certainly see why you were stroking your cock. Damn I always thought Brandi looked good but she looks really good playing with herself out there on the deck," Anna said as she stared wide-eyed out onto the deck as she watched Brandi continue to masturbate.
"Y-You mean that you aren't mad that I was masturbating while watching Brandi?" Tyler asked his girlfriend as she continued to gaze out the window.
"The only thing I'm mad about is that you didn't have me join you in watching Brandi. She is one beautiful woman and it's awesome to see a woman be so sexual. But I think now its time for me to join you," Anna said as she reached behind her and loosened her dress so that it fell into a puddle on the floor around her feet revealing her gorgeous almost naked body as the only clothing she was still wearing was a very small thong. Tyler gazed at the beautiful sight of his girlfriend as she reached down to remove her thong and stand before her boyfriend completely naked. Anna then walked back over to the window and looked out where Brandi was still calmly masturbating. She then faced the window and stuck out her butt at Tyler and said; "Now lets really have some fun."
"W-What do you mean?" Tyler curiously asked his girlfriend.
"Come over here and fuck me while we both watch Brandi masturbate. I guarantee it will be great for both of us," Anna said with a wicked smile and a naughty gleam in her green cat like eyes. Tyler couldn't believe what Anna was suggesting but he wasn't about to turn her down. He walked up behind her and glanced out the window to make sure that Brandi was still outside by the pool enjoying herself. Once he confirmed that she was still down by the pool he grabbed his cock and lined it up with Anna's tight little pussy before he pushed in. It took a moment for him to work his large cock into her tight pussy.
"Jeez I feel like no matter how many times we have sex I still feel like my pussy has to stretch around your cock. How did you grow such a big cock?" Anna questioned him, as his cock made it's way deeper into her pussy.
"Well according to Brandi I'm significantly bigger than my dad so I guess I didn't get it from him, but maybe from one of my grandfathers. Who knows? All I care about is that I get to use my big cock on your little pussy," Tyler said as he emphasized his point by pushing his penis deeper inside of Anna, which elicited a loud moan from her.
"Damn you feel so good Tyler, but look at Brandi now. She's really going at herself now. Looks like she's about to cum, ahh," Anna moaned as she glanced out the window. Tyler's attention was drawn back to Brandi outside as he continued to fuck Anna. He noticed that Anna was correct that it looked like Brandi was about to cum again. They heard Brandi release a loud moan and based on her body's reaction she was definitely having a very good orgasm.
"Wow that's so hot, ahhh, I can't believe she's so comfortable to just lay out there completely naked, ahhh, and masturbate in the open like that," Anna commented as she continued to moan from Tyler's thrusts deep inside of her.
