erotic horror

Harry Herrick's "Summertime Without Clothes" Part 1

A 19-year-old indulging in a sexually active lifestyle during the summer months.

Spankmasters
May 15, 2024
7 min read
mm sexolder womanmmfHarry Herrick's Naked Summer Pt. 01mffthreesomesanalbondageoralgroup sex
Harry Herrick's Naked Summer Pt. 01
Harry Herrick's Naked Summer Pt. 01

Harry Herrick's "Summertime Without Clothes" Part 1

Harry's life isn't filled with him making things happen; instead, things just happen to him. He's particularly distractible by pretty ladies, and boy, do they find him interesting! This story, called "Naked Summer," focuses on his escapades between graduating high school and his friends leaving for college. Of course, being an 18-year-old guy, Harry's sex drive is at its peak. So, he spends the entire summer exploring all the sexual experiences he can find. This includes first time, older woman, threesomes (MMF, MFF), incest, anal sex, oral sex, and voyeurism.

Harry also plans on sharing more of his antics in later stories, including his first year in a very unusual job. But let's not get ahead of ourselves...

My First Time

I've been quite the hit with women since I was a kid. I started young, having my first sexual experience while I was still in school. Around this time, I also discovered my attraction to older women. But my true love for them came a bit later in life.

Mid-July had rolled around. My final exams were over. Having finished school, I was spending time with my good friend Ann in her vast backyard. We've been buddies since we were about eight years old. Her father had vanished due to some scandal at his job, so she lived with her mother alone. This enormous property was fun for us two eight-year-olds.

Evidently, Ann had a chill demeanor from a young age. She dodged the usual teenage girl struggles because of her 'I couldn't care less' attitude. She participated in sports and represented the school in both athletics and football, which placed her above other boys. Her stunning looks only heightened her appeal, making her popular with them.

Despite dealing with the awkwardness of puberty, we managed to stay friends. She remained unfazed by the usual teenage drama, a quality I adored.

Somehow, we hadn't progressed to dating. I'd had sexual relations with a recently divorced woman who attended one of my mom's business gatherings. Yes, I was drunk, and this divorcee got handsy with me. I didn't know how to react, so I just let her take control. It didn't take long for me to finish, and her disappointment was palpable. An hour later, I left her asleep on the bed. She had re-adjusted her clothing as best as she could without waking, and I quietly exited her bedroom. I informed Ann about the event but didn't disclose her identity. Besides that fleeting incident, I hadn't gained much experience in the bedroom. Ann had been no exception dealing with the male population.

We were sitting in her spacious backyard, discussing our future plans, when Ann dropped a bomb.

"Cambridge University is where I'm headed in September. You're going to be busy working. That's going to be strange – not seeing each other for so long. But then again, I hopefully won't get pregnant on a one-night stand after a night of partying. I'm not simply going to have my initial sexual experience anywhere. I want it to be carefully deliberate, with someone I can trust. There's no doubt I'll be seeing people at University, and I don't intend on hiding it.

She cleared her mind.

"Harry, will you be the one? I trust you, we're close, and you've never used our connection for your own gain. I know I'm attractive, and despite my evident appeal, you never made a play for me even when you were with others. Have we ever been jealous of each other when we dated others? I'm just going to say it."

I was momentarily lost for words. Obviously, my first thought was, "hell yeah!" Once my mind caught up with my excitement, though, I realized this could potentially disrupt a wonderful friendship. She spotted my hesitation.

"I'm sorry, Harry. I think I've ruined things, haven't I? You don't fancy me at all, right? That's why we've never gone out together."

She was about to continue but I cut her off.

"Don't be silly. I was just hesitant because I don't want us to stop being friends. Sex could change how we interact with each other. If something goes wrong, it could damage everything. But I've always thought you were gorgeous and that hasn't stopped us from being friends."

She blushed. I think I had never complimented her before.

"Thanks, Harry. You're quite the catch yourself. My friends keep asking why we've never gotten serious with each other. I always say the same as you. Oh, and you still haven't answered my question."

"I meant, are you sure you don't want to find someone who has experience? I told you about my solo experience."

"No, I want to be with someone I trust. We can experiment together, it will be more fun that way. So, will you?"

"Definitely. I wasn't sure what you wanted, I just wanted you to be certain. I can't imagine anything coming between us."

She sighed in relief.

"Thank goodness for that. If you had said no, that would have damaged our friendship even more than the risk of us having sex."

"You know how attractive you are, right? No one in their right mind would turn down an offer like that from someone who looks like you. I know you're more than just your looks. By the way, next week, your mom will be away for a couple of days. She's going to visit a friend of hers, a pilot, who's only around for a couple of days before he flies out again. When she's gone, we'll have the house to ourselves. Come over on Thursday morning and come in the side gate. We can use the summerhouse if it's a nice day. If it works out, we can keep doing this until September."

Ann lived in a huge house with an enormous garden, almost like a park. There was a summerhouse at the bottom, overlooking a small stream, where, as kids, we'd often played. It was a beautiful spot.

"But what about the gardener?"

"He's not coming next week. He's gone to see his daughter in Edinburgh. She's expecting a baby."

I relaxed. I would be nervous enough without worrying about getting caught by him.

As planned, I slipped through the side gate into the garden. I was already stiff with anticipation by the time I closed and locked it behind me. I started walking towards the summerhouse. I couldn't see inside, but the doors were folded back, and I could hear the unmistakable sounds of people caterwauling. They weren't talking, and not even moaning in a sexual way, which should have made me cautious, but something about the sound fascinated me. I moved around to get a better view of the open doors, keeping myself concealed by the hedge beside the side gate. I saw two naked figures just inside. It was hard to tell, but one of them looked a bit like Ann, although I couldn't believe it was her for the reason I was there. I'd never seen Ann naked of course, but the smooth tanned body with long red hair definitely looked like her.

She was spread out face-down on a pile of cushions, her butt elevated. I could only see the long muscular body thrusting into the woman in front of him. It was clear he wasn't playing around - there was no mistaking the lust in his movements. I peeked back around the hedge. Ann wasn't there. I slowly walked over towards the two figures, my eyes scanning the area. That's when I realized she was staring at me from the entrance to the summerhouse. She mouthed "I'm sorry" and made a gesture with her hand.

Her face was flushed and embarrassed. She was probably not expecting to find her mother, Judith, in that situation, let alone watching her mother really getting into it. I glanced back and saw Judith still on all fours in front of the now naked man, seemingly lost in her own ecstasy. I looked at Ann again.

Oh, it wasn't her.

Judith paused, chuckling, then pulled him back into her mouth. This astonished me as she swallowed him deeper and deeper until his entire length was inside, her lips pressed against his skin. He looked upwards, trembling with delight as her lips wrapped tightly around him. She removed him, then inserted him again, doing this repeatedly. I watched with fascination as she alternated between sucking and nipping at him.

She increased her intensity, biting him forcefully, drawing him deeper into her mouth. He shouted but not in agony, and then his back arched and he began pushing back against her. I could see that he was approaching orgasm -- thrusting himself into her mouth, the muscles in his booty clenching. She held on firmly, not letting him retreat, sucking him down as he pushed forward and backward. He exhaled, a long, deep breath, and I noticed his body relaxing, the muscles softening as he convulsed one more time, then slumped forward, hugging her to him, gasping for breath.

She ultimately let go of his cock, and as he settled back on his heels, I could see his erection slowly deflating and subsiding, the tip shimmering slightly, semen dripping from it. She smiled, then reached out to touch the damp tip of his penis with her fingers, before putting them to her lips, licking each in turn.

My erection was becoming almost unbearable as I watched them. I glanced at Ann, but she seemed oblivious to me. Her gaze was fixed on her mother and the man she was with. She appeared just as aroused as I was. Suddenly, the only thing on my mind was doing the same with her. I envisioned her slender body naked in front of me, her lips enveloping my own stiff shaft. I could see every detail -- her lips softly enveloping me, the remarkable ease with which my rock-hard shaft glided between her lips, causing them to kiss my stomach as she swallowed me, then swallowing every last drop. I was breathing heavily as the fantasy image hovered dangerously close, then Ann's hand tugged on my arm again, yanking me into the bushes.

Once out of sight, she hurriedly unfastened my belt, pulling down my trousers and underwear in one swift motion. My cock rose as she did so, swatting against her cheek. She grabbed it, then, with a single fluid motion, pulled me into her mouth. She struggled to imitate what her mother had done, but choked on me. She sucked on me voraciously, biting and nipping me, her nails scratching my back as she drew me close to her face. I was on the verge of climax within moments, but tried to resist. I began thrusting back, face-fucking her, my hands gripping her head, anchoring it in place. She tapped my back insistently, and I realized she was running out of air. I eased up and she gasped for breath before trying once more to take me completely.

I was still attempting to prolong it when I heard a voice behind me.

"A mother-daughter match, I see."

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