Bossman's List

by Ashlee Price

  “Ana. Are you sure?”

  While Mike was dying to push forward, but he wanted to make sure before he changed her forever.

  He needed to hear her say yes for his own conscious.

  “Yes Mike. I want you to make me a woman. I want you to be my first.”

  “Well then hold on.”

  His hands went to her round ass and the water helped move her up and position her over his cock. He wanted to be gentle, but he knew that there was some pain that was inevitable. He watched her eyes widened and then squeeze shut.

  Ana waited for the pain and the hard thrust inside of her that she expected. She could already feel pressure inside and he kissed her to distract her. It worked well and she was soon swept up in a fiery kiss from Mike. It was when she had forgotten what was pressed so hard against her, that he started to pull her down onto his length. The cockhead pushed through her barrier and opened her up to the velvet rod that thrust forward.

  Mike stopped covered her mouth, to cover the squeal coming out of her. Ana was being stretched beyond her limit and she made it worse by clenching him as hard as she could. Ana bit his bottom lip and cried out when he pulled back in shock.

  “Shhh. You don’t want to wake your dad up, do you?”

  Ana clamped her mouth shut, but her eyes fluttered closed and she moaned low when he pulled out. Another gasp as he pushed in fully that time, bottoming out against her womb. He was too much for her and she was unable to stop the sounds. He kissed her again, trying to silence her as much as possible.

  Mike pushed harder, grinding her against his length. The pain had already subsided for her and she was starting to match his strokes with a push down of her own hips. Her tits bounced as he moved faster and she clung to him with each mind-blowing thrust into her innermost parts.

  “Mmm, fuck me harder.”

  Ana could not believe she was saying the words, but they seemed to have the same effect on Mike, as they did in the movies. Something came over the man and his biceps bunched as he started to slam into her. Ana’s body tensed and then something inside of her exploded, taking her breath away. Mike did not silence her and the forest was soon full of her cries. Mike didn’t care and continued his fucking.

  “Fuck you feel good Ana. Come for me one more time.” Mike’s words barely registered and Ana could not decipher where one climax ended and another began. Her body was weak and she clung to him to hold her up and out of the water. “Let go of my neck Ana and just lay back.”

  Ana did so, feeling her body floating on the top of the water. He held her securely with his hands, the tight grip on her hips. Ana was able to close her eyes and just let go. Her final orgasm was larger and as the tension inside of her snapped and then receded, she was barely able to move. His sticky seed was pushed deep inside of her and he held her like that for several moments, before he pulled out with a reluctant groan. He helped the young woman get back to the bank and her knees were a little wobbly from all of the pleasure.

  They got dressed quietly and walked slowly back to the camp. Ana took one last look at him and smiled in a way that made him want to join her again. He almost waved with a goofy grin, but checked himself.

  Chapter 6

  Ana woke up sore the next day. Her eyes opened and when she went to stretch, the tenderness was more pronounced. She winced and sat up. The night before crashed over her and she couldn’t help but smile. It was everything she had wanted it to be and more. Her needs were not satiated though. Being with Mike had only whet her appetite and she was already planning how to make it happen again.

  With her mind resolved and her throat dry, she went out of her tent to get some water. Everyone was already up and Ana felt like she had a hangover.

  “Good morning dear. Do you want some breakfast?”

  “Yes please. I am starving.”

  She snuck a glance in the direction of Mike’s tent, but did not see him about.

  When she looked again, she realized that all of the men were gone.

  “Where is everyone at?”

  “Oh, I guess the men were going to go on a hunt or something. There is a place to bow hunt not far from here.”

  “Oh.” Ana was deflated. She was hoping that she would get to see Mike again and maybe somehow, find a way to get more of what she wanted.

  “So what are we supposed to do, wait and knit?”

  Her mother shook her head. “You were always so hardheaded Ana. You girls can do whatever you want to. We are just going to relax is all. This is a vacation. It is what you are supposed to do.”

  Ana nodded, though she was not too thrilled with the arrangement. It always seemed that the women were always segregated when the group got bigger. She ate breakfast and talked to Marie a bit. She was dying to tell her what had happened, but she was afraid to. Ana kind of wanted to keep it just between the two of them. Have it be their little secret. She always figured that the fewer people that knew, the better in the long run.

  “So what do you want to do Ana?”

  Ana shrugged. She wanted to soak in a hot bath until her insides didn’t feel so raw, but that didn’t seem to be an option. The next best thing was to take a swim and let the cool water soothe her.

  “Let’s go swimming and get some sun.”

  Marie looked down at her white tone and laughed. She burnt more than tanned, so maybe that part of it was off the table.

  “Okay let’s just go swimming for a while then.”

  The two girls changed into their swimsuits and met their mother and new sister-in-law at the lake. It was a beautiful day and Ana switched from the water to the hot towel several times. Her mind kept going to the night before and what she had previously done with Mike. Her eyes searched for him, but it was almost evening before they got back. There was a weird tense vibe that came back with the men and her father just went into the tent. He didn’t even look at her and her brother was acting strange too.

  Her guilt kicked in, along with a small dose of paranoia. There was no way that they knew, she kept telling herself. She was afraid to make eye contact with Mike, afraid of what she would see.

  The dinner that night was quiet and very few people talked. Everyone went to bed early and Ana did not even get to talk to Mike that whole day. She ached to talk to him, touch him like she had before. Another night she was meant to stay up and she half-expected him to come to her through the night. She waited and waited, but he never came. Ana finally went to sleep frustrated and confused. She didn’t understand why he didn’t want her again. Ana couldn’t understand why he didn’t want it again as much as she did.

  Mike was still trying to replay what had happened that day. What had started out as a hike with the guys had quickly turned into a bunch of questions that he did not have answers for. Jerry had heard the moaning from the night before and before Mike knew what he was doing, he was confessing his sins to Jerry. There had been a scuffle between the friends that had ended when the other two had jumped in to break them up. Both would have a few bruises the next day, but Jerry was still upset. He felt betrayed and Mike didn’t blame him. Glenn was pissed that he didn’t offer to let him join, but Mike mainly ignored him. He sat up in the tent and opened his tent flap. He had made a promise to Jerry that he would no longer pursue her, but that left him a loophole if she decided to go to him. Mike hoped that she would come to his tent, but as the hours passed by, he finally fell asleep and was not visited. He got a few hours of sleep and woke up grumpy.

  Mike went down to the lake and rinsed off in the water before going back to camp. He started some water to boil on the fire and made coffee. The tents had to be packed for the last group hike and he started to de-assemble his while he waited for everyone to wake up. Ana was the first one out of her tent and she went to him. She stopped several inches from him.

  “Where are you going?”

  “Nowhere Ana. I am just getting the tent up because we have another hike today. We were supposed to go yesterday, but other things came up.” Mike l
ooked away.

  “Why was everyone acting so weird when you came back?” Ana knew why, but she had to hear her worst fears said out loud. “Does dad know?”

  Mike shook his head and motioned with his head towards the staggering father in question. He caught the dirty look he was given and he went back to the poles in his hand, ignoring Ana.

  Chapter 7

  The fourth day of the camping trip was full of as much tension as the third had ended with. Ana knew that she should say something to her father, but it was not a conversation that she wanted to have. It was not a conversation any girl wanted to have with their father. Mike had ignored her most of the day and then she had finally cornered him as he had lagged behind the rest.

  I want you Mike. Don’t you want me too?”

  “Of course Ana, but your dad is pissed and he has been a good friend for over twenty years. Let him cool down and we can start something when we get back home. Away from prying eyes and ears, where I can have you the way I want you. Okay?”

  Ana did not like the answer but she did not have much choice but to nod her head. She could not wait until they got back and she waited for everyone to go to sleep, before she crept into the two-room tent that Mike and Glenn shared. She stepped in and almost stepped on a sleeping form. She squinted her eyes, trying to make out the features, but she was unable to. Ana bent down and moved close to his ear.

  “Wakey wakey baby.”

  Her hands pushed the blanket down and she instantly saw the hard cock that she had been looking for. He still hadn’t woken up, but she heard a strangled hiss as her mouth engulfed his length. She wanted to get him ready and hard before she took advantage of the situation. Ana was not sure how long he would stay asleep, but she needed him to wake up with the desire to take her, even though he didn’t want to upset her dad. Ana figured it was his fault that she had the yearning, so he should be the one to take care of it.

  Ana was not sure really what she was supposed to do, though she tried to mimic the girls on the videos she had seen. It was harder than she had thought, with less give as it grew in her mouth. She also found it impossible to take the whole length into her mouth. Her jaws stretched and each time the hard tip pressed against her throat, her gag reflex was triggered and she made a choking sound. He seemed to like it and his hips started to thrust up into her mouth, taking her breath away as she tried to handle all of him.

  “Mmmrphhh.”

  Ana pulled away and took several gasps of air. She stood up to slide her panties down and it was then that she wished she could see Mike’s face, watch his eyes as she lowered herself on top of him. Ana’s heart was pounding in her chest, blood rushing to her ears as she felt herself being opened with the rod below her. She pressed against his chest for leverage. The chest felt different, hairs were scattered underneath her palms, as well as feeling smaller than it had the night before. It was too late though to recognize the difference, when the big one was slowly being fed into her body. The cock was definitely different then Mike’s.

  “Oh God.”

  The cock inside of her filled her full and pointed upwards, burying into her inner walls at a place that was simply magical. Ana gripped the man’s hard chest and she knew then that she had picked the wrong room. In reality, she didn’t care as he thrust upwards with his hips. All that mattered to Ana in that moment was the thick cock inside of her, making her feel so damn good.

  “Fuck Ana. I thought you were a dream. Best dream I ever had.”

  Ana knew the voice and knew that she was riding Glenn. Her mind went fuzzy as he started to move faster in and out. He tried to cover her mouth with his hand, but it was doing nothing to muffle the sounds from her lips as she started to vibrate and squirt above him. Glenn played with her big tits, sucking on them as he picked his head up.

  “Ana?!”

  Mike opened the barrier wider and walked into Glenn’s part of the tent. He could not believe what he was looking at and a suffocating jealousy took over the man’s body. Glenn did not miss a beat and invited him over. “Come silence her Mike, so I can give her what she wants.”

  He wasn’t looking at him though. Mike’s eyes were centered on her and he did not make a move forward. Their blue eyes met and she tried to slow down the man fucking into her.

  “I am sorry Mike. I thought he was you and then it was too late.”

  Mike walked towards her, his hands on her cheek. “Can you not tell the difference my dove?”

  “Yes, but I can’t stop now. I want to taste yours too now.”

  Mike stared down at her lips and the jiggling tits swaying underneath. His hands pulled his cock through the hole in his boxers and pushed it towards her face. Ana licked it a couple of times and then opened her mouth wide to take him in her hot mouth. Mike groaned and pushed deeper into her throat, till he felt her muscles constrict around him as she gagged.

  “Fuck Ana.”

  Mike played with her titties, rolling the hard nipples in between his fingertips. His hips moved against her slowly, his eyes watching her body move up and down on his friend’s cock. He could hardly wait his own turn and Mike pulled out and got behind the two. Ana was in the throes of another orgasm when Glenn started to tighten up beneath her. He grunted and then whined as she was pulled from his body. Glenn was left to splatter his chest and the sleeping bag underneath him.

  Mike pushed her onto her knees and lined up his fat cock to her wet quim. Mike relished in the fact that he did not have to go easy and when he pushed her down onto Glenn’s sticky length, Ana took his cock into her mouth and started to suck. This put her ass higher for his use and her mouth silenced so her father did not wake up.

  He touched her soft cheeks, the skin taut against his fingertips as he pushed her cheeks wide to get his first real view of her tiny pink pussy. Mike played with her clit for a moment, before he grabbed her hips and suddenly pressed all the way into her in one fell swoop.

  She tried to scream, but only a muffled sound came out of her mouth. Her insides were suddenly filled to the brim and it felt nothing like it had in the water or even riding Glenn. His cock hit all new places and drove her wild in a whole new way. Mike felt bigger and longer than he had the last time they had made love. This was not lovemaking. He was fucking her and she loved every minute of it.

  Mike was slamming into her and then her into Glenn. She went from no breath to breath, but never enough. Glenn was hard again and starting to make his own moves inside of her. Mike was relentless and soon she was shaking around his penetrations. He grabbed her hair and pulled her free from Glenn’s cock. His free hand covered her mouth and he moved faster. Then he was pushing deep and shooting against her womb, his hot seed sliding inside. There was a conscious thought to connect her to him permanently, but it was only a fleeting thought in his pleasure.

  Ana was turned around and the men’s places were changed. At one point, Ana had both of the men inside of her and in the end she had to be carried back to her tent. She found a way to go to their tent every night that they camped and Ana left the woods a whole new woman.

  It seemed that she left the forest with more than just a new outlook on life and love. A month later when her period did not come back around, Ana started to get nervous. After a week of fretting, Ana took a test and found out that she was pregnant. The problem was that she didn’t know who it was. She got the two friends together and told them what was going on. Unlike how she figured it would play out in her head, both men seemed fine with it. Mike was convinced that it was his and he had a strange smile on his face.

  “It is mine Ana and now you are mine too.”

  ~THE END~

  A Long Weekend with My Dad’s Best Friends

  Chapter One

  "Hailey, hurry up!"

  My eyes opened groggily as I heard my father shouting again downstairs in the kitchen.

  "I'm coming!"

  Fuck... Everything was a mess. My room looked like it was struck by a tornado two times over. There were clothes
all over the floor and my laptop was at the edge of my bed. Well, it was a mattress on the floor. I never liked having bed frames since it felt more liberating to do it Japanese-style.

  The only issue though was that now I had no idea where my clean clothes were.

  "Hailey, get down here!" My dad called out again.

  Damn it. I picked up the first set I could grab on to - a tight pink tank top and a pair of ripped denim short shorts. I'd wear a bra if I could find one but in this heap of stuff in my room it'd take me hours to find one that was clean enough to try.

  I was tying my hair in a ponytail when I finally made it out of my room and to the kitchen. When I saw who was there, my jaw dropped in shock.

  I saw my dad along with his two friends, Josh and Brad. They were his newest friends, and if I got the stories right my dad met them while he was out dating his new girlfriend Jessica.

  Brad a huge guy, standing around six-feet and five inches and had neatly cropped blond hair that paired beautifully with his green eyes. He had a large but lean build so I guessed he lifted weights and did some kind of martial arts.

  Josh on the other hand was a tall and wiry man with shoulder-length dark hair and hazel eyes. He wore glasses but I always assumed that they were just for show.

  My dad waved at me and beckoned for me to sit at the table with them. "Hi honey, you remember Josh Connor and Brad Ingram, right?"

  I took a seat right next to my dad, reached for a plate and started digging into the pile of waffles they were having. "Yup," I replied as I gave a slight nod to both men.

  "Well," my dad started to explain in his 'this-is-probably-a-bad-idea' tone. "I need to head out for a few days for an important transaction so me and Jessica can get us a house up in Maine. I'll have these two check on you okay?"

  I rolled my eyes in disbelief, "Dad, I'm eighteen! I don't need baby sitters."