Remember being 18? Well, it was quite a summer for Tyler. He'd just graduated from high school and would be heading off to college in the fall. It would be his last summer working at a local resort, a job he'd had for the past three summers. What he didn’t know was that this summer would be one he would never forget.

My wife Ann and I are your average mature couple. We have been together for nearly forty years, including over thirty-five years of marriage. We love taking short vacations at a moment's notice and did just that a few months back. We chose a five-day resort vacation only a few hours from where we lived.

Ann packed several garments, including a few swimsuits. Ann might be over sixty but still garners plenty of attention from men of all age groups. She loves to show off, if only to tease innocent men who want her. Her breasts are large, and her ass is round and firm. I've never shared her with any men, though it's something I've gotten off many times. This vacation, though, would change all of that.

We had checked in around noon and got ready for a relaxing day at the pool. Ann couldn’t wait to put on her newest swimsuit. It was a one-piece with a front zipper. She zipped it up just enough, still exposing the sides of her boobs. She looked quite hot, and as we were about to head for the pool, there was a knock at our door. A young man, no older than his late teens, introduced himself as our guide for the next 5 days. Tyler said that if we had any issues or questions, we should contact him personally. Tyler seemed like a nice young man but quiet, and Ann asked him, “How long have you worked here?"

Tyler stood there staring at my wife’s partially exposed breasts when he quietly replied, “This is my third summer here. I just graduated from high school and will be heading off to college this fall.”

“Congratulations!” Ann said. “You sure are a good-looking young man. I bet you won’t have any problems getting girls in college.”

Tyler stood there, a bit embarrassed, and admitted he had never been with a girl. He had never even kissed one, for that matter.

“You haven't kissed a girl yet?” Ann replied.

“No!” Tyler quietly replied, feeling even worse.

“So, you are a full virgin?” Ann said with a smile.

“Yes!” Tyler replied.

If one thing bothered Tyler most, it was the fact that he had never even kissed a girl. He worried about going to college as a virgin and how he might be made fun of. Ann, seeing how much it affected him, said there was nothing wrong with being a virgin. She told him he just needed to build a little self-esteem and that everything would fall into place.

“Why don’t you come to our room later this evening after your shift, and I will give you a few tips,” Ann said.

“What are you doing?” I asked my wife after he left.

“I don’t know, but I feel bad for him. He seems like a nice young man, and I am sure he just needs a bit of self-esteem,” Ann replied.

“He sure couldn’t take his eyes off your tits!” I replied.

We then headed for the pool and enjoyed an afternoon of sunshine. Later that day, we went to dinner and returned to our room afterward. We sat out on our balcony watching the sunset over a glass of wine when there was a knock at the door. It was Tyler, eager for Ann to show him tips on how to get a girl. Tyler admitted his fascination with older women and had gotten off many times to some of the wives who stayed at the resort. It piqued Ann’s interest, and she seemed open to helping him.

Ann, feeling frisky from the wine, wanted to make amends for laughing at him earlier for being a virgin. She felt bad for him and had him lie on the bed. She undid his shorts and pulled out his semi-erect cock. He lay there nervously, not saying a word, when Ann latched onto his cock and gave it several firm strokes until fully hard.

“Wow, Tyler, you have quite the cock!” Ann said.

Ann praised the young man as his cock was quite thick. Ann had complained many times that my cock wasn’t thick enough for her, though she seemed to enjoy it just fine for nearly forty years. She is great at sucking cock, and a few minutes later she took the young man’s cock into her mouth.

“Omg!” Tyler moaned as his body flinched.

Ann had her mouth firmly around the shaft of his thick cock and sucked his cock for several minutes. Tyler lay there moaning as his orgasm was building quickly. His cock was about to erupt when Ann slid her mouth from his cock. His cock went off just seconds later as several streams of cum shot high into the air, clipping her on the cheek.

I sat there extremely aroused, and my cock throbbed inside my shorts. Tyler thanked Ann profusely for such a wonderful experience as she wiped away his cum from her cheek.

“Did you enjoy that?” she asked him.

“Omg! Yes!” Tyler said, pulling his shorts back up.

“Can you show me more tomorrow night?” Tyler eagerly asked before leaving.

“We will see!” Ann said.

“You know you aren’t going to be able to get rid of him?” I said later.

“I will handle it! Let him have his fun, and then I will let him down slowly,” Ann replied.

I then fucked Ann hard for several minutes before cumming all over her round ass. I hadn’t felt an orgasm like that in some time, and it took a few minutes for me to fully recover.

The next day, Ann and I did a few other activities. We went horseback riding in the morning and spent the afternoon doing a few other things. We ran into Tyler a few times, and he couldn’t take his eyes off my wife in her tight top.

Later that evening, Tyler came by our room after his shift. He surprised Ann when he asked if he could give her oral. He wanted to return the favor from the night before. Ann loves oral, but now she was in a precarious situation. Did she send him on his way or let him have some fun?

After nearly begging for the opportunity, she finally gave in. Ann undressed down to her bra and panties and climbed onto the bed. She let Tyler take off her panties as he stood there in awe, staring at her pussy. He slowly moved his head between my wife’s legs as Ann felt his tongue glide across the lips of her quivering pussy.

“Wow! Tyler!” Ann moaned. “You are quite good at this!”

He aggressively licked my wife’s pussy as Ann’s cries grew by the second.

"Tyler! It feels so good!” Ann said.

Several minutes had passed, and my wife’s encouragement quickly turned into lust.

“You are going to make me cum!” Ann cried out.

I now urged Tyler to keep going. “That’s it, Tyler! Don’t stop!” I spoke.

Ann is one of those women who, when they cum once they want it even more, and with Ann on the cusp of an orgasm, my cock couldn’t have been any harder.

“Please don’t stop!” Ann cried out.

“Make her cum, Tyler!” I shouted out one last time.

Seconds later, Ann screamed out, “I’m cumming!”

She held firmly onto the young man’s head, holding him firmly against her swollen pussy. I now told Tyler to remove her bra and fuck her. Tyler, feeling rather confident, pulled my wife’s bra off and grabbed her large boobs with both hands. He moved on top of Ann as she spread her legs wide for him. His cock was throbbing with excitement, and seconds later I heard them both moan as his cock penetrated the lips of my wife’s pussy.

“Fuck her! Fuck her!” I hollered out.

Tyler now rotated his hips back and forth and held Ann firmly onto the bed. It was several minutes later when Ann screamed out yet again into another earth-shattering orgasm. This now pushed Tyler over the edge, and his cock erupted deep inside my wife before moving off her seconds later.

Cum now ran from my wife’s pussy onto the sheets, and I stood there in shock. I told Tyler he was no longer a virgin, and this would be a night that would stay with him for the rest of his life. He stood there proudly as Ann said, “Omg! Tyler! That was awesome!”

Things had now gotten out of control, and there was no going back. Tyler wanted to fuck Ann again, but she sent him on his way, too exhausted to continue.

“Can we do this again tomorrow night?” Tyler asked before getting dressed.

“We'll see!” Ann replied as Tyler left for the night.

My cock was throbbing, and I fucked Ann right after he left. I felt the young man’s cum inside her as I pounded her extremely hard. She even screamed out into another orgasm before I came deep inside her. Ann had lost all control and admitted loving the young man’s thick cock. She couldn’t believe how hard she came and that she might be getting more out of this than him.

The next day, Ann tried to avoid Tyler, but it was useless. He found her at the pool, as Ann wore a two-piece swimsuit. He was beaming with confidence, and his cock swelled up as he talked with her. He wanted to come by later that evening, and Ann felt there was little she could do to stop him. I believe part of her wanted him to fuck him yet again, though she wouldn’t admit to it.

Later that evening, Tyler arrived at our door eager to fuck Ann again. Ann tried to slow him down, but he was more aggressive than before. He wanted to fuck Ann from behind, and he convinced her to climb onto the bed on all fours. She had her lovely ass high in the air as the young man moved in behind her.

“Spank her!” I told him.

He gave Ann’s ass several firm smacks as she moaned every few seconds. It gave Tyler an even bigger adrenaline rush, and he grabbed firmly onto her hips and forced his thick cock deep into her. Ann let out a hallowed cry, and he fucked her hard for several minutes.

“Harder! Harder!” Ann screamed out.

I sat there in the corner of the room like a total cuckold, gently stroking my cock, watching him fuck my wife. It was so arousing to watch that my cock was quickly on the verge of erupting. It was just minutes later that Ann screamed out, “Fuck me! Fuck me!”

She came all over the young man’s cock just seconds later as Tyler continued to fuck her from behind. It was minutes later when Tyler shouted out, “I am going to cum!”

He gave my wife several firm thrusts before shooting his huge load all over my wife’s ass and back. I could no longer take it, and my cock went off like a cannon just seconds later. I felt somewhat embarrassed as I came hard all over myself. Ann stood there with her ass still in the air, covered in the young man’s cum. I couldn’t believe he had fucked my wife yet again.

Tyler felt like a stud, and his confidence grew every time he fucked Ann. We had only one more night left, and there was no way he wouldn’t want to fuck her one last time.

Ann, no longer caring about the situation, let Tyler take control this time around.

“Tell me what you want me to do!” Ann told him.

“I want you to suck my cock,” Tyler quietly said.

“Take control! Demand I suck your cock!” Ann replied.

“Come over here and suck my big cock!” Tyler said sternly.

Ann dropped to her knees and took the young man’s cock into her mouth. She sucked aggressively on it for several minutes as Tyler grabbed the back of her head, forcing his cock to the back part of her throat, causing her to gag. It was astounding to see my wife submit to a young man who was nearly fifty years younger. He now brought my wife to her feet and led her over to the side of the bed. He bent her over and forced down her panties. He slammed his hard cock deeply into her as Ann screamed out, “Fuck!”

He fucked her hard until Ann screamed out into a powerful orgasm. He now flipped her over onto her back and lifted her legs across each of his shoulders. He curled his arms around her thighs, lifting her ass a few inches off the bed. He rammed his cock hard into her as Ann screamed out, “Tyler!”

“Take it! Take it!” Tyler grunted as he drove his cock hard into her.

It was just minutes later that Ann came hard again on the young man’s cock. Tyler, feeling proud of himself, slid his cock from my wife a few minutes later and began to cum hard all over the front of her. Several streams landed on Ann’s face and tits as I sat there getting myself off in the corner of the room.

In just four nights, Tyler got one blow job and fucked Ann three other times. It would be any young man’s dream to achieve that, probably any man’s dream for that matter, and it certainly left a mark on him and Ann. We left the next day and never looked back. Ann was sore for days but enjoyed the young man’s cock a lot. The thickness and smooth texture of his cock were too much for her, but now it was back to reality.

Maybe we will have to visit the resort again next summer. Hopefully we will see Tyler, but if not, I am sure there will be other college men to choose from.