Big thanks to ResJack for helping edit this one!
This chapter dives right in. I did my best to provide the backstory, but I highly suggest reading 1-3 before continuing below. As always, feedback is encouraged!
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"You excited for tomorrow?"
Samantha climbed into bed. She was wearing a sexy black nightie, one that covered her midsection but showed off a good amount of cleavage, and more importantly, was short enough to make her incredible ass even sexier.
"Oh yeah!"
I had been reading in bed, only wearing my sleep shorts. My cock was completely soft since Samantha had already made me cum once right after dinner. I put my book down to talk to her about tomorrow's plans.
"Dani should be here around 3," Samantha told me as she snuggled up next to me, her head on my shoulder and her hand immediately finding my crotch. "She said she'd bring wine and some pot if we want."
Her hand began lightly rubbing my cock through my shorts, I closed my eyes to bask in the sensation.
Samantha and I had an arrangement. We had been fuck buddies for a few months before she moved to the city for an internship. In lieu of paying rent, she had offered her services cooking, cleaning, and sucking my cock as often as I wanted.
I took full advantage of the deal, happily accepting blowjobs multiple times per day, starting with every morning when I woke up and first thing when I got home from work. As soon as I walked through the door it was like a daily quest to see how many times Samantha could make me cum before bed.
The last piece of the arrangement was my greatest fantasy: a threesome. I'd always dreamed of one, and Samantha was the first woman I could be open about that with. I mentioned it as a term of our agreement, and she immediately thought of her friend Dani. Now, just a few weeks later, it was going to happen.
Dani was a perfect third for us. She and Samantha went way back, and Samantha didn't know it, but she was much more my typical type. Very pretty, petite blonde with blue eyes, a fit body, and fantastic breasts. Don't get me wrong, Samantha and I had a good thing going and the sex was incredible, but she could be a bit much, and appearance-wise she just wasn't what I was looking for long term.
Still, she was incredible, and her sexual appetite was perfect for me. For the first time in my life, I felt completely satisfied sexually and as she stroked my cock tonight before bed, I couldn't help but smile and appreciate how amazing she was.
"Somebody's excited." Samantha smiled back at me as the bulge in my pants grew.
My smile widened. "I like your outfit."
Samantha blushed. "Oh, this old thing..."
We both knew she was joking. I had given her some money to go lingerie shopping a few weeks ago, since then she'd been surprising me with new nightwear every few days.
Samantha rubbed a little harder. "Mmmm!" I moaned. "Take it out."
She smirked before doing as she was told and reaching into my waistband to grab my suddenly hardened cock.
"I hope you've got some more in you." She whispered. "No blowjob alarm tomorrow."
Since Samantha started every day by waking me up with her mouth on my cock, I called her my blowjob alarm.
I pouted. "Why not?"
"You need to save your strength." Samantha began sliding down. "Danielle and I are going to expect you to go multiple rounds."
I sighed. She had a point, I did want to save everything I had for the threesome, but I couldn't imagine waiting until 3:00 for my first orgasm of the day.
I didn't have long to be upset about it. In a matter of seconds, Samantha's lips had reached my cock and she slurped it into her mouth.
"Aaah!" I let out a little gasp. "Aaah yeah!"
"Mmmmmm!" Samantha let out a long moan into my dick. "Mmm! Mmm!"
My hand went to her mess of brown hair as it bobbed slightly up and down on my lap. I applied some pressure, helping guide her to take me a little deeper into her talented mouth.
Samantha had no issues; she was an incredible cocksucker in every way. I felt her hand slide up to massage my balls as she worked me in and out of her mouth.
"Mmmmm! Mmmmm!" She happily hummed as she lost herself in the blowjob. This would be my fourth of the day, I hadn't fucked her yet, which we usually did before bed, but since I wasn't getting my usual morning head, I had a feeling I'd just want to fill her mouth tonight.
"Good job, baby." I encouraged. "You're right about tomorrow, I should save my strength."
"Mmmhmmmm!" Samantha replied, without taking any break from sucking.
"I think I just want to relax tonight." I continued. "No sex, just a nice long blowjob before bed."
Samantha paused. Her lips froze on the top of my cock as she slowly turned to look up at me. Her hand slid up from balls to begin lightly stroking my cock as she pouted. "What?"
"You bring up a good point." I continued. "We need to save our strength for tomorrow. I don't want to burn out any energy, and I don't want you to have any issues cumming hard in front of your friend."
Samantha spoiled me rotten, my orgasms were not only plentiful, but they were powerful. That said, I always took care of Samantha as well. She hadn't had sex for a couple of years before we started hooking up, and I always made sure she came. Not only that, but she always told me that I made her cum harder than she ever had. Maybe she was just stroking my ego, but she was very convincing, and I could tell that tonight she was looking forward to a good fucking before bed.
"I love making you cum." I told her. "But don't you want to cum extra hard tomorrow? Help me show off for our guest?"
Samantha could only pout for so long before being drawn back to my cock. She seemed to think about it for a second before opening her mouth to suckle my tip. Her hand continued stroking up and down my shaft.
"I guess you're right." She sighed between sucks.
My hand slid down to her back, rubbing it lightly as she slowly resumed the blowjob. "Sorry, baby." I comforted her. "I promise it'll be worth it."
Samantha nodded as she slowly took more and more of my cock. She traced her tongue back and forth along my glans as more and more of me became engulfed.
"Let's just do a nice, long blowjob," I told her, still rubbing her back. "Really take your time."
"Mmhmmmmm." Samantha was already losing herself in her craft again.
I reached to the side to pick up my book, holding it up so I could read while she fellated me.
It was hard to stay focused, but I had to admit that I found it extra hot whenever Samantha blew me while I was doing something else. Usually, it was just watching a movie or the game, maybe eating, but reading worked just as well. Even if it took me twice as long to finish the chapter.
Samantha kept things slow and sensual. She barely used her hand on my shaft, keeping it on my balls while sliding me up and down her tongue.
It was at least thirty minutes before she had me ready to blow. She had barely made a peep, just happily humming to herself as she serviced my cock, not a care in the world, just a mission to pleasure me as much as possible before I gave her a well-earned reward.
"Aaaah! Aaaah yeeeeaaah!" I moaned. "So good, baby! Don't stop!"
"Mmmmm! Mmmm! Mmm!"
My body got tense, I could feel my toes curling as she slowly brought me closer and closer. Still, it was too slow to get me all the way there. I needed more.