Mary is a 35 year old single mother. She has one child, a 16 year old son named Mike. The school year had just ended and Mary had received two airline tickets to anywhere in the Caribbean and hotel vouchers for up to $500 a night for securing a high value contract at work.
She asked Mike if he would be her companion. They were very close since her husband died so he was happy to accompany her. They chose Saint Croix because they wouldn’t need passports and it was a beautiful island. Mary had booked a room with two double beds in a 5 star hotel on the beach.
Let me describe Mary. She’s 5’7″ tall, 36d breasts, a 26 in waist and 36 in hips. In other words, a MILF.
Mike is 6 ft tall and a handsome athlete.
They were excited when departure day arrived. They took an Uber to the airport and boarded the flight, sitting in the first class section. It was Mike’s first experience and he was impressed with the leg room, fine food and drinks. He was too young to legally drink but the flight attendant thought he was cute and let him have a rum and coke. She told him in a whisper to say it was just coke.
They landed on the island and were greeted by a driver with a van that took them to the hotel.
Mike was stunned when they saw the hotel. It was a new property and had an open lobby that looked out on the water. They were welcomed and when they checked in the manager greeted them and said,
“I am so sorry but we only have king suites available. But I have upgraded you to an ocean view room that walks out to the beach.”
Mary looked at Mike and asked, “are you okay with that? We’ll have to share the bed.”
The manager said, “if you would like, we can provide a roll away bed.”
Mike responded, “that’s not necessary. We can share the bed if it’s a king.”
So that was settled and the were taken to the room where a bottle of champagne and a bowl of fruit was waiting for them.
“Wow mom, this is awesome!”
“How about we have a champagne and then look around. It’s getting a bit late for a swim.”
“Sounds great but I need a shower first! I smell like I’ve just run a marathon.”
“Yeah, me too, you first.”
They both took showered and then toured the grounds. There were two swimming pools and a swim up bar in one of them. They noted the cabanas on the beach and the turquoise waters of the Caribbean.
When they returned to the room they opted for room service. The meal was delicious and when they finished the meal and the bottle of champagne they were ready for bed.
Mary hanged in the bathroom and Mike in the room. He was wearing boxers and nothing else. Mary was wearing a blue silk nightgown. When she walked from the bathroom, Mike could see her nipples pushing at the thin material. He was embarrassed that he started to get a hard on looking at his mom’s boobs!
Mary got in bed next to Mike and gave him a kiss on the cheek. They put their heads on the pillows and were asleep almost at once.
Sometime later Mike woke up when he felt a weight on his midsection. He opened his eyes and discovered that his mom had a leg thrown over his hips and her arm around his chest. His cock was hard rom the contact and he tried to move so her leg wasn’t touching it.
He turned on his side toward her and that actually made matters worse. He was now pressed against her body and could feel her breasts smashed against his chest. She was still asleep and obviously dreaming. She pulled him closer and put her head in his shoulder. He tried to back away, but in the process his mom woke up.
She looked right in his eyes and realizing the position they were in and the obvious erection pressed against her tummy, she pulled away.
Mike apologized, “oh god mom! I’m sorry! I couldn’t help it.”
Mary put her finger on his lips, “it’s okay honey, you’re a man and that is just a natural reaction.”
As she had pulled away, her nightgown had slipped down and exposed a breast. In the dim light from the open patio doors he could make out the nipple. Mary noticed his reaction and looking down, realized what had happened. She pulled the top up to cover herself.
“I’m sorry now,” she said, smiling, “I’m afraid I haven’t made it easier for you to relax. Look, if you need to take care of that, go ahead. I know you won’t go to sleep until you do.”
“Okay mom, I’ll go to the bathroom.”
“No need for that, it’s more comfortable here. I’ll close my eyes.”
“Uh, okay, if you’re sure you don’t mind.”
Mike could tell she was breathing deeper from the rise and fall of her breasts. Was she getting excited thinking about my hard cock? No way, he thought. His mom wouldn’t do that.
She closed her eyes and he started to stroke his cock. Mary knew she was skirting a dangerous situation but she couldn’t resist peeking. Mike had pulled the covers down to reveal his hard cock, his hand stroking slowly. She gasped at the size of it, never dreaming that her son would have a cock that big! It was already at least an inch longer than her husband’s and also thicker. Despite her misgivings, she couldn’t help watching him. He was stroking a bit faster but didn’t seem close to cumming. Mary wanted two things. She wanted to get back to sleep, but of more urgency, she wanted to see him cum. She fought with her inner demon but the lusty side of her brain won out. She reached over and put her hand on his, helping him stroke.
He jerked a bit when he felt her hand.
“Do you need mommy to help you cum, honey?”
“Oh god yes mom! Please!”
She pushed his hand off and began jerking him off. His cock was dry so she leaned over him and spit on his cock, then resumed stroking. After a few minutes he still hadn’t cum.
“If I show you my breasts, will that help you cum?”
“I think so mom, it’s just weird to have you do this, you’re my mom!”
“And a mother always helps her son.”
She turned the bedside lamp on and pulled the straps off her shoulders then lowered the top, exposing her large breasts. Mike gazed at the soft round boobs with dark pink circles and nipples that stood out from them. He reached over and cupped one, rubbing as his mom moaned her pleasure.
“Oh baby, that feels so good!” She moaned as she sped up her stroking, she watched his cock, waiting for the cut to squirt out.
It didn’t take long as he stiffened his body and grunted, “oh god mom! Here it comes! Ohhhhhhhhhhhhh shit! I’m doin it!”
She was leaning over him as the first rope of cum spurted out. It hit her right on her upper lip and trailed down to her chin. She opened her mouth and aimed the rest of the spurts directly into her mouth! Her husband used to tease her about how much she loved to swallow his cum. Mike moaned as his cum kept spurting, more than he could remember.
When he finally stopped cumming, he collapsed back on the bed and watched as his mom licked the remaining cum from her lips. He couldn’t believe what had just happened! His beautiful and caring mom had just given him the best hand job of his young life!
Mary told him, “now let’s try to get some sleep hon. We have a big day tomorrow swimming and exploring.”
She kissed him on the lips. Just a short kiss but it was the first time in a long time since she had done that.
He fell asleep amazed at what had happened.
They woke in the morning and spent the day exploring and swimming. In the evening they were sitting on the patio watching the water and Mary said, “I hope you don’t think what we did last night was wrong honey. It was just that you needed relief and I helped you, like I always help you any way I can. And,” she said with an impish smile, “I really enjoyed it too!”
“Oh god no mom! It was awesome! I’m glad you said something. I wasn’t sure if you were okay with what happened.”
“Honey, I was more than okay with it. Why don’t we go back into the room.”
She took his hand and led him to the bed, closing the doors and blinds. She turned the light on then pushed him gently onto the bed.
Then she took the robe that was covering her bikini off. He had been having difficulty concentrating on anything but her body as they were swimming. The suit was barely covering her parts. The top was nothing more than two small triangles that left little to the imagination held up with strings. The bottom was another small triangle, again just covering her pussy. The string ran up her ass crack, leaving her whole ass exposed.
She smiled at him and reached around and untied the bow that held the top up. Her breasts were again exposed to his view and Mary noted that his cock was already hard from the bulge in his trunks.
Then she untied the bow on one side of the bikini bottom. She held it in place while she untied the other side. Then she pulled the material away from her pussy.
“Oh god mom, you’re beautiful!”
“You just noticed that?” She teased.
“We’ll, no but I mean really beautiful!”
“I know what you mean honey. You really think so?”
She turned in front of him, showing her rear view. Then turned back to him. She had shaved her cunt before they left home and he could see her gash clearly. She had large outer labia that opened, revealing a dark pink vagina.
“We’ll, don’t just sit there ogling me! Get out of those trunks!”
He quickly pulled his trunks off.
Mary sat next to him and turned him toward her. Then she kissed him like no mother should kiss her son. They opened their mouths and tongues intertwined in a lusty dance as the explored each other. She rubbed his hard chest and abdomen while he caressed her breasts, concentrating on the nipples. She moaned into his mouth and moved her hand down to his cock. She stroked him as he moved one of his hands down to rub her cunt. He opened her gash with his middle finger and felt the syrupy juice that attested to her arousal. She moaned as he found her clit and rubbed it in little circles.
“Ohhhhhhhhhhhhh honey!” She moaned as she pushed him onto the bed.
She wasted no time, laying on her back and spreading her legs. “Come on honey, get on top of me! Put the big hard cock in my cunt!”
Mike crawled on top of his mom and held himself up while he watched his mom grab his cock and put it on her cunt. He pushed it slowly in and Mary moaned, relishing every inch as it penetrated her to her very core.
“Oh god honey! Oh god! Oh god! It’s so good! Oh god!”
“Ohhhhhhhhhhhhh yes mom! Yes! I love you! Oh god, you feel so good! I’m inside you! Oh god I’m in your cunt!”
“Yes baby! Fuck mommy! Oh god!”
Mike started slow and built speed as their lust grew. She could tell this first incestuous fuck wasn’t going to last long. She already was feeling the first tingles of her orgasm.
“Oh honey, mommy’s going to cum already! Ohhhhhhhhhhhhh god yes! Yes! Yes! Yes! Yeeesssss!”
She twerked rapidly under him. It was too much for the young teen and he grunted as his cock expanded and Mary felt it pulse as he filled her with his potent teen sperm! She was glad she was on the pill. She would certainly be pregnant if she wasn’t. She pulled his head down to her and kissed him as they surrendered to pure lust!
Mike was in heaven as he continued to ram his cock into his mom’s cunt! The feeling was incredible and he never wanted it to end but eventually he stopped cumming and relaxed on top of his mom.
“Oh god mom! That was, oh god I can’t even describe how good it felt!”
“Oh yes honey, I know! I felt that way too.”
Mike started to withdraw his cock.
“Don’t pull out yet honey! Leave your cock in me.”
Mike was happy to comply. It felt so good just soaking inside her. They kissed and hugged for several minutes. Mike never really lost his erection, it just wilted a little. But when Mary started to move under him again, it became rock hard again.
“Ohhhhhhhhhhhhh honey! You’re hard again! Let me get on my knees! Fuck me like I’m a bitch dog!”
She got on her knees in front of him. He could see her entire crotch area that way. Her cunt was dripping cum and her brown crinkle was open to him. It was tempting but he wanted her cunt again. He knelt behind her and watched his cock split her cunt open and he slammed it all the way in.
“Oh my god honey! Oh god! Fuck me! Fuck your mommy! I’m a fucking slut whore mommy! Use me! Fuck me!”
Mike jammed his cock in as hard as he could. He was humping her so hard, the bed was hitting the wall. Luckily, no one was in the next room!
“Oh shit baby! You’re gonna ruin me fucking like that! I’ll never be satisfied with anyone but you!”
“That works for me mom! I don’t want you to fuck anyone else from now on. I’m your man now.”
“Oh yes honey! Make me your slut! I want it! I want only your cock! Oh god help me, I only want to fuck my son!”
They went on talking like that as they furiously fucked. They were both insatiable and wanted this fuck to last all night. Mary had never felt this way, not even with Mike’s dad. She had tears in her eyes and Mike asked, “what’s wrong mom? Why are you crying?”
“Oh honey, I’m just so happy I can’t help it! Oh god! I just love your cock in me! Don’t ever stop fucking me!”
They fucked for what seemed like hours. Mary had three orgasms before Mike finally bellowed, “oh yes mom! Oh god it’s gonna be a big one! Ohhhhhhhhhhhhh yes! Cumming!”
He started to fill her cunt with cum. She had another orgasm, screaming in ecstasy!
Once they started fucking they barely had time for anything else. When they got back home, they continued fucking every day.