Marnie's college girlfriend, Cheryl, comes to visit. Richard is allowed to have sex with her. She takes our couple out for dinner at a restaurant and Richard is seen under the table licking her by his company president. A new job offer arises. Marnie hires a bisexual sex worker for them both to fuck and suck. This chapter contains lesbian and gay sex, oral sex, anal sex, public sex, extra-marital sex including cuckolding and group sex. STD's and COVID don't exist in this fantasy world. My thanks to JohnnyGalt for his help
Becoming a Cuckold, Ch 3 - Our First Dates
Life settled down into a quasi routine. I still had a couple days off to decompress from our vacation, adjust for jet lag and the like. Mistress took me to a BDSM shop the first day after we returned. She picked out three cock cages in progressively smaller sizes. The first one might allow some blood flow and swelling of my cock, but the last one wouldn't allow me to get hard at all. We went back to the house and Mistress put the first one on and then we watched porn and she masturbated for me while testing the device. It hurt. It hurt - substantially. This was going to be hard. I worked at not getting erections when I received sexual stimulation. I had enough control at the end of the week, I mostly didn't suffer much. After a week, I was placed in the next smallest size, and I was struggling again.
We also bought a treadmill and stationary bike. Mistress liked it more than a gym membership as she wanted me to do my exercising at home where I could remain naked, collared, plugged and caged. It was aerobic, so it ought to do the trick. Riding a stationary bike while wearing an anal plug was not fun. I ended up standing on the pedals instead of sitting on the seat. Maybe I should have gotten a StairMaster instead.
I went back to work. Every day Mistress would start me off with sex, we'd shower and I'd dress, wearing an anal plug, my new cock cage and one of Mistress's panties. Just before I left the house, Mistress would remove my collar. I'd work all day, and when I returned to the house, I was re-collared, have supper, then both of us spent time exercising, followed by more sex. She made sure every one of her holes was used every day. She wasn't shy about any of them. She preferred vaginal sex, but she even gave me top notch blow jobs twice a week.
"I have to stay in practice," Mistress said. "I don't want you to get better than me at blow jobs like you are at cunt licking."
I think her comment was supposed to be a joke, but she had me practice sucking her strap-on a couple times a week so I wouldn't get out of practice either. She made sure I was able to swallow it all. I also gave her lots of oral sex, licking her every day, sometimes more than once. Also about once a week, Mistress would peg me, fucking my ass to get me used to it, reminding me of what was coming down the pike. She also made sure I received a punishment once a day to stay in practice. Usually, I was punished for cumming without permission. I may be getting sex a couple times a day, but not every time did I get permission to cum.
When Domina came the second weekend we were home, she asked me how I was doing and making sure Mistress was following the rules of her agreement. I said Mistress treated me fine. Domina paddled both of our asses forty times on general principles, having us bent over the arm of the couch. Can I say now how odd it was having my younger sister paddling my naked ass. Mistress orgasmed from her spanking. I didn't as I had a cock cage on. The pain kept me from an erection. After our spanking, Mistress had to lick Domina's cunt to five orgasms.
"You're not getting enough practice, Marnie. You should be licking more cunt. Do I need to send some of my girlfriends over for you to practice on?" Domina asked.
"I'm having my college girlfriend over next weekend, Domina. Both Richard and I will get plenty of cunt licking practice, I'm sure. She'll also be the first female I give to Richard to meet my monthly goal. I'm hoping she'll be a rather frequent visitor, though I don't expect her to be the only female I let Richard fuck. If you have any girlfriends interested in male sex, I'd certainly be willing to consider them."
"Fine, I won't come again next weekend to check on him. Just text me to let me know how things go."
"I found a nice bisexual male to start Richard on the week after."
I was wondering when that was coming. Seemed it was coming a hell of a lot sooner than I wanted it to. It was the reason I was practicing cock sucking and getting pegged.
"I might drop by for a few hours for that encounter. Let me know when he'll be here and I'll make arrangements."
"Yes, Domina. Thank you." Oh, goody. My sister would get to witness my shame and mortification.
"I'll tell Mother you got some exercise equipment instead of a gym membership. I doubt she'll have a problem with it. Keep up the good work. It looks like you each lost a pound or two and are looking a little tighter."
Domina kissed me before she left, a sisterly kiss, nothing more.
On Friday morning, Mistress reminded me Cheryl was coming for the weekend. "She'll get here before you get back from work. I'll explain our deal to her and remind her she needs to keep it on the down low. If we've had sex before you get there, she'll probably still be naked if she's agreed to have sex with us as a couple. When you get home, I want you to strip off down to your underwear. I want her to see you in your darling little panties, then come find us and I'll put your collar back on.
"I won't remove your cock cage right away. I'll probably make you watch us have sex first so you can work on not becoming erect when visually stimulated. You'll be wearing the smallest one today. I'm sure you'll be thinking of sex with her all day, so you'll get lots of practice remaining limp before you get home." She patted my cheek and kissed me. "She'll be staying until Sunday morning, so we'll have lots of time to fuck her. She wants to take us out to dinner on Saturday night. We'll dress up. I'm looking forward to it, aren't you, dear."
I was looking forward to it more than next weekend. I'd always enjoyed Cheryl's company and she was a stone cold fox. "Yes, Mistress."
I tried to stay really busy on Friday, because every time I thought of what the weekend was bringing, I'd start to get erect and this cock cage was the smallest Mistress owned and it didn't allow for any expansion at all. I'd have to let my thoughts settle and for the pain to stop as I managed to get myself under control.
Images of Cheryl naked were buzzing around my brain the entire commute home. I'd seen her in a bikini a few times when we'd gone to the beach on Long Island in the summer between our junior and senior years. She was more athletic than Marnie, not quite as chesty, but very well put together. What my dad used to call, built like a brick shithouse. When my thoughts drifted to her in that tiny swimsuit, I paid for it. A couple people on the subway saw me flinch and ask if I was okay.
"Pulled muscle," I said, "just have to work through it."
I got to our apartment and hobbled to my door, imagining what I might see there. I entered and did as Mistress ordered, removing all of my clothes at the entry except the ridiculous frilly panties I was wearing today, ones with ruffles on the buttocks. I heard sex noises coming from our bedroom and went to it, the door open.
Upon entering, I saw the two girls on the bed in a sixty-nine, Cheryl on top, my wife buried in her pussy. What an ass! I knocked politely to announce my presence. The reluctantly pulled apart, like they had sticky surfaces.
"Richard, say hello to Cheryl."
"Hello, Cheryl, good to see you again."
"Especially like this?" She waved to indicate her lack of clothing and calling attention to her pert, perky boobs. I saw those puppies and winced.
"Especially like that," I groaned.