The babysitter, now girlfriend, and I, part 4. [MF]

First, an update;

Let me start by saying sorry for the delay in posting anything else. Work has gotten a little crazy. We’ve lost 3 clinical staff, 2 to new jobs, and 1 temporarily due to Covid-19 infection. My job is the float, meaning I work wherever I’m needed here and so I’ve been working a minimum of 55 hours a week lately. Paige tried getting an administrative job here, and did not get the job. They hired someone else. We’ve officially labeled ourselves as girlfriend and boyfriend after I agreed that wouldn’t be considered too scary. To which Paige told me she was proud of me and in her own way made me feel very childish but without actually hurting my feelings. Paige has been working from my house while watching James an d he’s become very attached to her. All and all, things have been fantastic for me, and while my sex life has been a little more same ‘ole same ‘ole I’ve decided to share you a fun story from Friday night.

It was late, I had just finished working nearly 12 hours and the traffic on the way home was brutal. I was on the phone with Paige and James (Bluetooth headphones, safety first!). We were going to go out to eat but hadn’t anticipated my getting off so late and Paige was busy making something.

“You can say no, Will. You do your part and then some. This is why you left the hospital, remember?”

“No, it’s not that simple.” “It is, you just did it, see? Good job!” I smiled, but tried to not let it be obvious in my voice…

“Things will slow down and it’ll be fine, I just have to get through it.”

We continued to idly chat, with James interrupting to yell at us in toddler, mostly asking if I was on my way home a hundred times and telling me he loves and misses me. Which is cute at first but 30 times in a few minutes is a little much, love toddler loops!

I got home past dark and with dinner already getting cold, I was absolutely beat. Paige of course was trying to shovel food into the child’s maw while I robotically ate my dinner. There wasn’t much talking, when I get kind of downtrodden Paige has realized it’s best to give me a little bit of time before prying me out of my shell.

I got into the shower after dinner and when I got out Paige was in James’ room getting him down for bed. I decided to just crawl into bed myself and hopefully disappear into some resemblance of sleep (I have pretty severe insomnia).

Despite my desire to sleep I couldn’t help but listen to Paige and James. He’s a lot like his dad in that he doesn’t sleep very well and getting him down can be a bit of a nightmare. He’s learned that since he now is potty training well, we rarely stop him from going to the potty and it’s a great way to not have to lie down… After the fifth or sixth trip into the bathroom, and about 20 minutes of them softly talking to each other, he was out.

Paige came into the bedroom and got ready for bed, by this point I had gotten over my being in a bad mood but was now sulking due to my being ashamed of myself so I didn’t look up, just laid there pretending to be asleep.

She crawled into bed and cuddled up behind me, pressing her chest against my back. I sleep shirtless and could feel that she had no top on. She didn’t say anything to me, just began kissing the back of my neck gently as her hand slid up my arm and took hold of mine. She awkwardly wormed her second hand under my neck to wrap her arms around me and continued kissing me, leaving little licks and nibbles between her lips.

I moaned softly but sort of withdrew into myself a little, I was absolutely exhausted and not sure whether or not I could appropriately perform, and I’m still self-conscious about it.

“Just relax, let me take care of you tonight” she whispered into my ear before nibbling at it.

I turned onto my back and we began kissing. Not hardcore passionate making out, but soft and gentle, each of our tongues slowly caressing each other. I had a hand on her cheek for only a moment before letting it simply rest on her back.

We kissed for a long while, I haven’t a clue how long but certainly longer than we usually do, it was comforting…

She moved on top of me, kissing my neck, shoulders, and chest, slowly working her way down as she slid my pants off of me. By this point while the rest of me was exhausted, I was firmly erect. She kissed down my stomach, gave one slow kiss to the head of my erection, and then kissed down my thighs.

She spent a while there, kissing and massaging my thighs, I could practically feel my erection screaming for attention. She kissed up to my testicles and began to slowly lick, kissing and licking them gently, my perineum, and occasionally slow full length licks to the tip ending in a soft kiss.

I was moaning as she began to focus on my shaft continuing with the gentle licks and kisses, her hands massaging my perineum and testicles. Whenever I’d get close to climax she’d stop everything except for gently squeezing my testicles until I settled down.

My hips were practically lifting off the bed as she continued in this fashion for what felt like hours, just waiting for what I knew was coming, her to take me deep and coax an intense orgasm into her throat.

That’s when she stopped completely. I was practically whimpering when she raised herself up and to kiss my lips, and then slowly began to lower herself onto me. She was absolutely drenched, and I loved it. She slowly lowered herself onto me inch by inch, and before getting me entirely inside her I came.

She kissed me deeply, probably mostly to shut me up, as she continued to rock back and forth where she was, not really taking me any deeper. Before my climax completely finished, but after I had calmed down a bit outwardly, she leaned back placing my hands on her breasts and began to slowly ride me.

She alternated between grinding on me and moving herself slowly for long deep strokes while I caressed her breasts. She leaned forward placing a hand on my chest to hold herself steady and with her other hand began to rub at her clit as she grinded against me.

Her breathing began to come in a little more heavily and her moans getting more intense. I could feel her tightening against me. “Cum for me.” I said up to her as she began to grind against me harder. She called out as she climaxed and fell against me. I wrapped my arms around her and began to thrust up into her as she buried her face into my chest. I hadn’t been close to a second orgasm, but hers pushed me right into mine and I came with her.

She laid there for a while, just cuddled into my chest, us both enjoying our little high. After a while we got up, showered again, got some cereal and watched Deadpool while I bitched about my job. She bitched about wanting to contribute more rather than just leeching and watching James, which lead me to tackle her and try and convince her how much of a blessing she’d been in both our lives, but we’ve all got our insecurities I suppose.

Anyhow! I think this may be the last babysitter and I update unless we get real freaky some time… I’m starting to really write fictional things, both erotica and non and am just trying to figure out a good place to start putting all this crap. I may find a good thread on reddit and maybe something else, if anyone’s interested or has some suggestions let me know. I hope you all enjoyed, and thanks to the mostly positive feedback from everyone. This has been quite the intense situation for me.

Source: reddit.com/r/gonewildstories/comments/qq3lu2/the_babysitter_now_girlfriend_and_i_part_4_mf