Lucky Over 40 – Chap 09: Helping out by Reek57
Author’s note: This is the ninth part of the story of two single 40somethings that met on-line and started an adventurous sexual relationship. It’s about exploring completely heterosexual kinks. You do not have to read previous parts to enjoy this, although some things would be better understood.
Please DO make use of story Tags to see what you may or may not like. If anything there bothers you, don’t be upset if you decide to keep reading.
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I’ve been dating Jill for over a month, and we’ve been having sex for about three weeks and it has been incredible. I feel like the luckiest guy in the world to be with her. Her adult daughter, Becky, went away this past weekend and we had our first sleep over, spending the whole weekend together. Before that, Jill had “lent my services” to two friends to help them out with some sexual frustrations. We were supposed to meet one of them, Jill-2 I call her (because her name is also Jill), tonight at the adult sex toy store she owns, so that Jill can try “helping” Teddy, Jill-2’s 24 year old nephew. We are also meeting the other friend she lent me to, 25 year old Deejay, there as well. Jill and Jill-2 hope to set up these two young people to start dating.
Jill sent me a text this morning while I was at work asking if I could pick her up at her house around 4. I texted back that I thought I could, but would let her know if it turned out otherwise. I knew enough not to even bother asking why the time had been moved earlier.
Since there wasn’t much planned for me this evening — just Jill giving Teddy a blow job in the glory hole with me there to watch her — and the fact that it was a fairly busy Monday at work, I wasn’t as charged up and horny as I usually am before seeing Jill in the evening. Well, the nearly non-stop sex all weekend may also have had something to do with quenching my libido.
I was able to get off work early, but didn’t have time to go home first, so I arrived at Jill’s in chinos and a button-down dress shirt. She opened the door and told me I looked real nice. I said the same of her, complementing the top she had on as I stared her cleavage through the low cut front and at her erect nipples poking out.
I gave her a nice kiss and started to rub her ass, when she tried pulling back and I heard Becky call from inside, “It’s awfully quiet. Are you two sucking face out there? Well, don’t mind me.”
“Hi Becky,” I called out. “Just greeting your mom properly, like the gentleman I am, you know,” I teased back to her. I gave Jill’s breast a nice caress, followed by a gentle nipple pinch.
“Gentleman my ass,” Jill whispered to me, swatting my butt as I went by, and adding softly, “But you do have a cute ass.”
Becky had stepped into the foyer just in time to see and hear the last part. “Yup, he does. Do you like smacking him on it very often, mom?” she said with a big grin, and then a blush. “Sorry, I couldn’t resist. Oh, and I bet you couldn’t resist either!” she giggled.
I just stood there, somewhat embarrassed and a little confused. Becky was more like her mom than I thought, and was being much more open around me than she had been previously.
Jill blushed, and said “I talked to Becky last night, about us. Especially after my little investigator said she found her favorite pen, that she had misplaced, trapped between the cushions of the fold out couch in the den. She wondered how you could have slept on it without moving the cushions, since it’s too short for you without unfolding it. I said you didn’t and she promptly figured out where you did sleep. I wouldn’t lie to her.”
“Yeah,” I said, “I noticed yesterday that you were kinda skirting around the truth, without lying, when you implied I had slept in the den. Knowing that she IS a bright one, I wondered how long that would hold up, or if Becky would just give you a pass and let it go.”
“Oh, I rarely give passes,” Becky said. “Really, though, I’m glad you two are at that stage in your relationship. You’re grown adults and all that. I figure your sex drive is nothing like it was when you were my age, but you must still have some urges, so fine.” Jill and I looked at each other and tried not to laugh.
“I’d just rather not know when you’re doing it, or hear the details from mom later — well maybe just a few,” she said with big smirk. “But she sometimes shares too much about some things. It’s bad enough I have to see that cute ass around here, especially when I don’t have somebody’s to play with myself,” she said, somewhat wistfully.
“Speaking of sharing too much, young lady,” Jill half scolded.
“Well, thanks, Becky,” I said. “I’m flattered, sorta, but also so very surprised to hear that your mother might share too much. I’ll have to keep that in mind,” I said with a little glare to Jill, who just shrugged.
“Um, we need to get going, babe, I mean Rob,” Jill said, quickly trying to catch herself.
Becky chuckled and said, “Hey, I know how you two feel and all, so you can get lovey dovey, when I’m here, just keep it within reason and try not to rub it in when I’m stuck without a boyfriend.”
“Sorry, Becky,” I said. “I wish I could help you with that.” Jill looked at me warily, perhaps wondering if I wanted to help Becky like Jill had me “helping” her friends. I looked back at her and just shook my head, “No.”
“Well, if you can send a nice young sexy medic or flight nurse my way… Males only, please.” Becky kidded, as Jill dragged me out the door. At least I think she was kidding, but it wasn’t a bad idea. I know a lot of nice, eligible young men at the ambulance and medical helicopter service where I’m the Operations Manager.
As we drove over to the sex store, I reassured Jill that Becky was off limits for me and that I was 99% sure she was kidding. “But on the other hand, it seems apparent that she is her mother’s daughter, so…” That comment earned me a smack on the arm from Jill, but she smiled when she did it.
I told Jill that I missed her in bed last night and it was a little hard getting to sleep alone, but that I had a sexy dream about her. She, of course, wanted all the details, which I just couldn’t remember, as much as I wished I could.
“Yeah, I usually can’t remember my dreams either,” she said. “Even when they’re about you. And I had some trouble being in my bed without you, too. I hadn’t changed the sheets and it smelled like you. It was very nice, but made me miss you more.”
Then she bit her lip, looked away and added, “I even ducked down under the sheets to smell the remnants of our lovemaking on them. It was kinda sexy, babe,” she said looking back at me with a shy grin.
“Oh, yeah?” I said, thinking it was kinda sexy. “Could you smell ‘us’ at all?” I asked.
“Yup,” she said with a smile, “And we smell almost as good as we taste, Tiger.”
We both laughed and I squeezed her hand in mine.
“Hey,” she said, changing the subject. “My sister, Barbara, who works for the Mouse, I mean Disney, remember? Well, she says she wants to give us some sort of special comped park tickets for the weekend after next. And some paper fast passes, too, that get us right onto rides without a big line.