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Son for Hire: Chapter 105
🕑 Added 2022-09-14 20:48:14 +0000 UTCFasten your seatbelts, here comes another time skip chapter! I hope you aren't upset or disappointed with the fast forward here. As I said in the updates, I really want to bring this story to a conclusion soon. I LOVE SfH but it is really stretching on now. I had whole other arcs that will have to be left on the cutting room floor, we didn't even get to meet Eugene! But if I followed those I could fill another 100 chapters or more. I think this is for the best. And besides, I can save some of those ideas for other stories. Anyway, hope y'all are cool with this.
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After that incredible night life just gets better and better. My busy, happy days just flit by one after the other. The days soon turning into weeks. I knew I was getting by on borrowed time but it was a great time. Evelyn and I had agreed that the day after she takes my ass for the first time, whether successful or not, we would confess our affair to Alan. This would upset everything I had going on but it had to be done. Evelyn wished we could hold off longer but on this she was willing to follow her Prince. She understood that it was important to me, and she confessed it would be good for her guilty consience as well. We didn’t know what would happen after it happened but I was secure in the knowledge that Evelyn would not cut me loose, no matter what it cost her. Things would change, no doubt, but we’d still have contact in one way or another. In the meantime I savor every minute of what were truly the happiest days of my life.
The job at the cafe turns out to be awesome. While you were expected to work hard and pull your weight everybody there was happy to help and there was just a great camaraderie overall. As Harper had told me most of the staff were youngish aspiring writers or actors or some sort of creative type so we all had a lot in common. I was actually starting to make friends! The first week I was only doing dishes and busing tables but by week two Harper already had me working the till and pitching in with some of the baking. Harper was kind and fair, the perfect boss. Though it wasn’t much, boy did that first real paycheck feel good. I bought Mommy some flowers with a part of it. Her telling me how proud she was of me when I showed it to her had me soaring. She made me actually want to work and be conscientious. She made me want to be a better person, in every way. The blowjob she gave me after the flowers was just icing on the cake, or icing across her big fat titties as the case may be. As low man on the hierarchy I had to do the closing shift most of the time but that afforded me the days to spend with Evelyn, so I was not complaining.
My painting was coming along leaps and bounds. The night sky I end up painting, inspired by that magical trip to the country, consumes my every spare minute for a few days and in the end even I had to admit was pretty good. When it was revealed Kitty and Evelyn were both blown away by it. They even drag over Valerie, the neighbor from two doors down, to come see it. She says it was better than half the stuff down at the local gallery and encourages me to stick with it as I had natural talent. I didn’t need the encouragement, the making of the art was joy unto itself, but the kind words feel good nonetheless.
At home my upfront apology to Alan had gone a long way to establishing a new peace in the house. He mostly avoided me now but when we did bump into each other we both maintained a cordial, bordering on friendly, energy. I was always very respectful of the big man, recognizing his status as the elder and the breadwinner in this house. We weren’t friends but we certainly were not enemies either. Not until the big reveal at least, then all hell was sure to let loose. I was going to miss our little interactions. I was really starting to look up to him and the way he carried himself. His wife made me want to be a better man and he gave an example to emulate. I hated to admit it but I found myself secretly hoping that he’d let another ‘son’ slip out again, but sadly it never comes. I was just Donny now. But I suppose that respectful distance would make things easier at the end.
Kitty is hardly idle herself. During the days Kitty works on her health and her studies. She was eating clean and getting more active by the day. Needing to keep the constant temptation of relapse at bay Kitty uses exercise as a surrogate. She takes her walks with Evelyn, she gets into a yoga class that they did outdoors at a nearby park, and, trouble-maker that she was, she even sneaks into the pool for some laps whenever she could get away with it. I do worry about her pushing herself too hard, a couple of times I swear I hear her getting sick in the bathroom, but she insists that she’d never been better. She certainly looked well enough, she positively glowed! She enrolls in the classes we’d talked about and even gets a head start on the material. Having been out of school for the better part of seven years she definitely needed the brush up, but she was confident she’d be ready for when the course began. And at nights while I was at work she heads up to work on her precious car. The t-bird ended up being a much more time intensive project than even Alan had guessed and after almost a month she still hadn’t gotten to drive it.
And Evelyn? What can I say? Perfection. She was my friend, my lover, my soulmate, my Mistress, and my Mommy. She was my everything. I would die for her. I would live for her. I was hers.
As a live in lover one would think it would just be sex, sex, sex all the time, but it wasn’t like that. Every few days we’d get hot and heavy and it was always incredible. I can safely say that you have not truly lived until you’ve had a woman like her riding you and felt her huge cock and balls slap down on your belly on every thrust. But most of the time we just hang. I could cry with her and laugh with her and speak with her about literally anything. One of her favorite things was to lightly bind me as she read to me. She would read her novel aloud and gently pet my hair as I lay curled up beside her with my head on her lap. It soon becomes one of my favorite things as well.
The nursing continues, of course. It remained the bedrock of our bond. The quiet moments of suckling and gazing could not be matched in their sheer silent intensity. The rich, sweet milk nourished my soul as much as my body. And Evelyn got so much pleasure from it. She complained about how sore her boobs got when I wasn’t around and soon something arises that we hadn’t thought about, her leaky nips were becoming an issue. Evelyn’s swollen lactating breasts were now in full production and would begin to drip if left too long. My feedings were increased to twice a day and when I wasn’t available she now needed to wear these little pads inside of her bra to soak up the excess milk. It was a good thing we’d be telling Alan about our tryst soon as there was only so long she’d be able to keep that hidden.
Speaking of, progress in my training goes exceptionally well. Evelyn buys me my final set of ‘trainers’, a foot long dildo and a thick buttplug. Despite my eagerness Evelyn maintains strict control. She teaches me to be able to tighten and loosen my sphincter consciously, she even gets me so that I can hold a gape for awhile. She would not take my ass until I could handle each toy with relative comfort. With the care of a mother and the thoroughness of a nurse she checks me constantly, looking for signs of fissures or prolapse or any indication that we were pushing things too far. But step-by-step, day-by-day, my bum is gradually stretched and trained. She has me ride the toys as she watches me and cheers me on, oh how loved performing for her, and sometimes she ties me up and bends me over to take a more direct involvement. I liked those times. Like the other trainers there is a phase of adaptation where they hurt a little but eventually they feel good. The plug was awesome but god damn, that long dildo made me squirt and p-gasm every single time she used it. It just felt so darned good! It left me sore afterward but ohhhhh, it was a good kind of sore. An extra special treat was how she looked after me after our sessions. She’d stroke me and cuddle me and give me sweets and drinks and tell me what a good boy I was. I was so blessed. We were getting close now. The next stage would be the real thing. I had never looked forward to anything so much in my entire life. It was like a birthday, Christmas, and graduation all at once.
It was just such a shame that there would pain to follow. Possibly physical on my end, depending on how Alan reacted, but definitely emotional pain for both husband and wife. It couldn’t be helped though, we’d put it off as long as we could.
Evelyn and I were starting to make nebulous plans on how her claiming of my ass would happen. We needed a time when we could be completely alone for an entire night and morning and during a time where I didn’t have to work the next day. Based on my experience with the training dildo I knew that wouldn’t be walking so well after taking Mommy. We had a few possible dates in mind but hadn’t yet worked out how we could away without suspicion as Alan had no business trips on the horizon.
Something had to give. Soon. I needed this so badly. I ached for her. I ached to FEEL her. I ached to be her first true bottom boy. I ached to be at last truly and completely conquered by her. I wanted there to be nothing left of myself to give. With all that Evelyn and I had done, in all of the ways we had connected and shared ourselves, there was still one more way I could surrender myself. She had my heart and soul already, but she had yet to take my ass. And by God I would see it done!
