Cuddles

A bachelor tutor gets the surprise of his life when two sisters suddenly become amorous towards him after their sessions have concluded.

About a decade into my career as a private tutor, I had two sisters as clients. They were named Pearl and Jocelyn. One spring evening they both suddenly tossed modesty to the wind to give me, Patrick Everingham, a 38-year-old bachelor, quite a pleasurable surprise.

The first thing you need to know about Pearl and Jocelyn is their parents did not have a lot of money. They couldn’t afford a car. They lived in low-income, subsidized housing. There weren’t many luxuries in their small apartment home. That meant their expense of hiring me as a tutor was a significant one. The girls split an hour of instruction, which was unusual and clearly showed how tight money was in that household.

But it was a two-parent home—which is always a good thing. The girls’ father worked mostly at night, so I seldom saw him as I almost always tutored the girls in the evenings. Their mother worked part-time when she could, but her main job was tending to her two daughters. A quick look at the girls told you that they came from different fathers. Jocelyn, the older of the two, was blonde and had a fair complexion. Pearl, two years younger, had dark hair and was noticeably swarthier by comparison. (I couldn’t help but notice that neither girl resembled their current “father”.) I had no trouble whatsoever with either of them as pupils. Jocelyn was only a mediocre student, but she was always trying, God bless her. Pearl was actually quite clever when she put her mind to it. Jocelyn was the friendly, chatty type who would talk my ear off. Pearl, on the other hand, was mostly quiet. It took me quite a while to get Pearl to engage me in any sort of general conversation about anything.

I had been tutoring both girls for about seven months, mostly in English and math. Jocelyn needed help with her reading too. I generally assisted Pearl with language arts. This day I worked with Jocelyn first for 30 minutes, then I moved to Pearl. It was a very ordinary session all the way to the end. I collected my payment and was starting to pack away the tutoring materials I had brought when I saw Pearl make a beeline from one end of the room to the other to ask her mother a question. She whispered it in her ear.

“You’ll have to ask him,” the mother said while rolling her eyes. “Go ahead. He’s right there.”

Since I was the only male in the room, I was obviously the “he” and the “him” being referred to—and Pearl urgently needed to ask me a question. I waited for it for more than a moment. She finally blurted out, “Patrick, will you do cuddles with me?”

It was hard to read the peculiar atmosphere of the room. It was as if Pearl had said something aloud that she shouldn’t have said. But I couldn’t figure it out. I needed clarification.

“Pearl, when you said ‘cuddles’, did you mean you want me to give you a hug?” I asked with a smile. Pearl decisively shook her head.

Her mom entered the fray. “She means more than that, Patrick—a lot more than that.” From a distance, I could hear Jocelyn softly giggling.

Mom continued, "'Cuddles’ is the childish code word that Pearl has used for years, Patrick. She wants you to give her oral sex.”

I could not have been more surprised if a meteorite had slammed into the apartment building. I first looked at Pearl, who was staring at the floor in embarrassment, and then I looked at her mother. I slowly said, “I think I’ll need an explanation.” Frankly, I could not wait to hear the full story!

“Pearl was born with strong sexual desires that really can’t be controlled well.” Mom continued, “An expert in the field told us that Pearl’s case was so unusual that the best way to deal with it was to let her be sexually active—to a point. If she wants to engage in touching, feeling, kissing, rubbing, fondling—we allow her to do it. We draw the line at intercourse, though. One of her parents is always present to supervise Pearl so her activities with boys don’t get out of hand. There’s a young fellow named Chris Daniels who lives on the bottom floor of this apartment building. Pearl likes him. Whenever she gets one of her urges, we phone Chris to make “a service call”. He usually sprints here to please Pearl as best he can. He’s a happy guy, as you can imagine. I keep an eye on things so that Chris doesn’t penetrate Pearl. But everything else pretty much goes. I know it sounds weird, Patrick, but that’s how we’ve dealt with Pearl’s issue for all these years.”

I was still amazed by this revelation. I asked, “What does Jocelyn do while these fun-and-games are going on?”

“About half the time I leave the apartment or go into the bedroom,” Jocelyn said from across the room, answering the question herself. “The other half of the time I stay and watch Pearl and Chris do their business.”

“Really?” I asked, somewhat surprised.

“I like to look at Chris’ dick,” Jocelyn admitted.

“Yes, Jocelyn,” Mom interjected. “You’ve told me that before.” Mom redirected the comments back to her younger daughter’s desires. “Pearl is also an exhibitionist. She doesn’t mind if anyone watches her sexual escapades; actually she prefers it! Chris was shy at first, but after a short time he got used to being part of a show.”

“So, let me guess,” I said. “Chris is unavailable for service tonight, right?”

“Yep,” Mom responded. “He has an indoor soccer practice that just started. I have his full schedule. It’s taped to the wall for easy access. So, the original question remains: Patrick, can you stick around and do ‘cuddles’ with Pearl tonight? She asked for you specifically, didn’t you, Pearl?”

This time Pearl nodded more vigorously, pleading for an affirmative answer from me. I couldn’t help but chuckle at this unprecedented situation. I never thought providing sexual services on demand for a pretty girl would be part of my tutoring job. “Well, I have no further commitments tonight, and I enjoy sex as much as the next guy. So, yeah. Okay, count me in!”

Pearl clapped her hands with excitement as if she had been promised a large hot fudge sundae.

“One thing, though,” I added. “I’m going to try to please Pearl my way. Chances are I won’t do it the same way Chris does. He’s not here tonight, so it’s tough luck for him. I’ll keep at it until I have an orgasm, too.”

“That’s basically what Chris does,” Mom explained.

Jocelyn agreed, too, saying. “Yeah, I like it when Chris shoots white stuff from his dick onto Pearl. It’s very sexy.”

“Hey, I can’t fault Chris for that,” I responded. Without further ado, I prepared to make love to a horny tutee while her sister and mother eagerly watched the action unfold. It was certainly not a typical Tuesday tutoring night for me.

Pearl was wearing something akin to a track suit. It was maroon in color and it had a zipper running down each leg. (It was almost certainly acquired at a second-hand clothing store.) I gently picked up Pearl—she was small for her age—and set her down on a wide armchair. I immediately removed my shirt. Until that moment, neither girl had known that I possessed a masculine, hairy chest. “Ooh, that’s so sexy, ” said Jocelyn from her chair at the distant kitchen table.

I lifted the top of Pearl’s track suit over her head, not knowing if she had anything underneath it. She didn’t have much. I immediately focused on her small breasts. They were just starting to take shape. I rubbed them gently for a few seconds until they became hard. “Very nice, Pearl. They’re lovely,” I told her. I then tugged off her track bottoms; they really didn’t need to be unzipped. Pearl was wearing yellow panties with a monkey motif on them! I didn’t bother to study it for long. I quickly pulled Pearl’s panties and red socks off too, leaving her nude.

My dick was starting to get hard, so I needed to quickly free it from the confines of my trousers. While I was stepping out of them, Pearl was vigorously playing with her pussy. It was a sexy sight. “Chris is one lucky fellow,” I said with total honesty to everyone in the room. I dropped my underwear to the floor—which got an immediate reaction from Jocelyn across the room. “Look at Patrick’s dick, Mom. It’s way hairier than Chris’ penis. I like it.”

I ignored the obvious accolade from Jocelyn and went to the task at hand—pleasuring Pearl. I spread her legs as wide as possible and placed my face between her thighs. I began licking her hairless mound with gusto. It was already wet from Pearl’s act of self-pleasuring, so I busily licked the liquid gold away. “Is he doing a good job on you, Pearl?” Mom asked from the sidelines. “If so, tell him! We all want to be complimented for doing something well.” I heard Pearl, still a girl of few words, faintly say she liked what I was doing to her—very much.

I decided to do my own things. I took my penis and rubbed it against Pearl’s moist vagina. It would have been easy to slide the head inside this wet female, but I obeyed the established ground rules: no vaginal penetration. “That’s right,” said Pearl’s Mom. “Patrick, I know it goes against a male’s natural instincts, but don’t violate the rules we have.” I nodded toward her and then refocused on Pearl.

I took my stiff dick and rubbed it against Pearl’s titties—another favorite sexual thing for me to do regardless of the size of a female’s breasts. “This is where I’m going to cum,” I told my subject and my two-person audience in advance. I did notice that Jocelyn was no longer watching the live sex show. She had quietly gone into her bedroom. I assumed she must have become bored with my attempts to make love to her little sister. That assumption proved to be wrong—quite wrong indeed!

I started kissing Pearl all over her body—even on her perky little bum—something I don’t generally do even in the wildest throes of passion. I was just about to lift Pearl into the air so I could rub her hot vagina against my solid penis when something remarkable and totally unexpected occurred. Out of her bedroom bolted Jocelyn—and she didn’t have a stitch of clothing on! She wrapped her arms around me from behind and began planting kisses on my back. She had nice, firm, enticing boobs. She made a point of rubbing them against me when I turned to face her. To say the least, it was all rather arousing.

Mom was horrified, however. “Jocelyn! What are you doing?” she asked.

“I want to play ‘cuddles’ too!” Jocelyn insisted. “I want to be touched all over by Patrick like Pearl is. Mom, I get horny too, sometimes.”

I liked the older sister’s sudden attention, too, and I copped a quick feel of Jocelyn’s sexy left breast before Mom laid down the law with her. “This is for Pearl—not for you, Jocelyn. Go back into your bedroom and get dressed!” she ordered.

I tried to strike a compromise. “Maybe I can come back tomorrow night once my tutoring is finished and service Jocelyn.” I was only half serious, but Jocelyn liked the idea very much. She said, excitedly, “Yeah! Mom, can that happen, please? Patrick is obviously okay with it!”

To my surprise, Mom did not reject my idea outright. She merely told Jocelyn, “We’ll see.” Hmm, I was slowly acquiring a harem here. (Okay, it was merely a sisterly, two-girl harem, but it was a great boost to my typical male ego!)

Jocelyn vanished again, so I resumed my amorous work on Pearl. “Let see...” I said, “Where was I when I was so shockingly interrupted? Oh, yes, I was going to do this...” I picked up Pearl and rubbed my dick against her pussy. I came dangerously close to penetration once or twice, but my dick did not venture into this girl’s forbidden zone. I sat down in the armchair and placed Pearl on my lap. My dick was pointing skyward and I continued to rub it against Pearl’s glistening mound. Pearl had her hands on my shoulders for balance. It was quite a sexy sight, both to me and others in the room. “Wow. Look at that!” interjected Mom! Not long afterward, Pearl emitted a girlish groan. Success! I had brought my excited sex partner to an orgasm.

By my estimation, it was now Pearl’s turn to pleasure me so I could have my orgasm. I opted for the old, reliable blowjob. “Have you ever sucked Chris’ dick, Pearl?” I asked.

Before Pearl could reply, her mother answered for her. “No, not yet, Patrick, but I assume Chris will be wanting Pearl to do it soon enough. I suppose she might as well do you first and acquire some experience.” I reclined in the armchair as Mom came over and instructed her second daughter in the basics of how to perform fellatio. She had no qualms about it. I could feel the stirring in my penis when the top of my dick entered her wet mouth. I wouldn’t last very long once Pearl started pleasuring my manhood, but I remembered what I had said aloud earlier.

“Pearl, when I am ready to come, I’ll let you know," I stated. "I want to make sure I come all over your pretty little titties. That would be so sexy!” Within 30 seconds I had reached my limit. I yanked my penis out of Pearl’s mouth and shot a ropy, white wad in the general direction of her small chest. My marksmanship was a little bit off as about half the jism fell to the floor. However, my second cum blast—a decidedly stronger one— was an absolute bullseye. A load of my sticky goo covered both of Pearl’s lovely titties. Two subsequent lesser shots actually landed on Pearl’s pussy. I was drained in every sense of the word, but the special work I had been asked so politely to perform that night was now done.

I wanted to act civilized, so I lifted my little lover back onto the armchair, and hugged and caressed Pearl for several minutes as I cooled down after my terrific ejaculation. I even got her to taste a wee bit of my jism that had struck her on the left arm, which was apparently something she hadn’t ever done with Chris. Surprisingly, Pearl wasn’t all that interested in sharing a few post-coital kisses with me, so I was content with just embracing and enjoying her youthful body as long as she wanted me to do so.

“Thanks,” Mom said to me as her little daughter continued to recline silently and contentedly on my lap. As an afterthought she suggested, “Patrick, would you like to clean yourself up with a refreshing bath?”

At this point, Jocelyn’s bedroom door opened just slightly--and the older sister asked an absolutely lovely question: “Mom, can I get in the bathtub with Patrick?”