Teachers With Benefits Pt. 03

SexyGrandmother65 was so excited over the response of her 1st story, she told me her vision of the next chapter. Once again, these are her thoughts and ideas, I'm only putting them in story form.

I'm Wyatt Westin. My wife Holly and I were eating at a new Italian restaurant that just opened near us. We were just about ready to leave when we saw dear sweet Britteny walk in on the arm of a rather handsome mid twenty man. That man was not Dominic, her boyfriend. They saw us and Britteny steered him over to our table.

I stood up when they reached our table. I gave Britt a quick kiss on her mouth before she leaned down and gave Holly a quick kiss just like I did to her. Holly started the conversation. "Britt, it's good to see you again. Who is this handsome young man?"

"This is Jim. He and I work together. Jim, this is Wyatt and his wife, Holly. Dominic had a family emergency, so he is in New York. His mother fell and broke her hip. He has been there since Monday. His sister is flying in from Detroit today so he should be home tomorrow night."

I spoke up and asked them to sit for a while. I motioned for the waiter to come over. "Can we get a round of drinks while they wait for their table?" He nodded and took our orders.

Britt started again. "Jim, please forgive them. They are very protective and loyal to their friends. They are very fond of Dominic and are concerned seeing me with you. Let me clear the air. Jim and Dominic are close friends. They both know I go out with and sleep with the other. Hell, they even doubled teamed me once. They know I go out with other men and yes, I sleep with other men. I'm sure Dominic isn't lonely at night while he is up there. He knows I'm out with Jim tonight.

Holly had a big smile on her face when she mentioned to Britt, "Well, maybe you should bring him by our house and we can have the talk with him, if he's interested, that is."

Britt smiled and announced she had to go to the Ladies Room before going to their table. Holly caught the smile and said she had to go also, before we leave. I read somewhere that men go to the restroom to do their business, but in the Ladies room, that is where the real conversation happens. They make their plans for the rest of the evening there. Will the guy get lucky tonight? Who were they going to pick from a crowded bar? So, I knew they were talking about Holly's suggestion about Jim joining us. I decided to wait until we left and get the scoop from Holly.

We were driving home when I asked Holly, "What did you two decide while you were gone?"

Holly was smiling again. "I knew as soon as I told her to bring him over, I had spoken out of turn. I told her that when we got to the Ladies room. I told her I should have spoken to you first. We decided she should talk to Dominic when he gets back. She's going to call me tomorrow night after they discuss it. If Dominic agrees, they will talk to Jim and get his option. Depending on how that goes, we can invite them to cocktail hour next Friday week. If we all agree, we can invite them back on Saturday afternoon. I'll tell you the rest when we get home and I have you in your panties, preferably with your head between my legs."

I thought about it for a minute, then said softly, "I think we should talk first. Why don't you go up and change and I'll fix us some drinks. The wine with dinner was OK I prefer something with a little more kick to it. I'll be ready to hear your plan after I have a real drink."

She also considered my proposal and said, "You're right as usual. I should always discuss things with you before making plans."

She ran upstairs, calling over her shoulder, "I'll be back in a minute."

I had the drinks ready when she came back. She was a sight to behold. She was wearing a spaghetti strap camisole and tiny white panties. "WOW," was all I could say.

Holly took the floor. "Here's the story. Britteny says she has been thinking a lot about being airtight, ever since I mentioned it after our trip. She tried anal a few times with Dominic and again with Jim. She feels she is ready. She wanted me to round up 3 guys so we could have an airtight party. I told her no. I said that would make us look like sluts. I did however come up with an idea I need to run by you. What if we brought in one of our playmates. I saw Paul in the grocery store a couple of weeks ago. He broke up with his girlfriend, so he's available now. How would you feel about having Paul join us along with Dominic, Britteny and Jim? You would be the Cum Slut for the evening. After they are done with Britt, you would play clean-up on all of them while they recharged. Then it would be my turn. After that we would have to see how everyone was feeling about another. What do you think about my idea?"

"Well, there are a lot of 'ifs' in your plan. Maybe I can have lunch with Paul next week. Worst case, we invite him over Saturday and take it from there. If the other 3 show up, you have your airtight party. If they don't, you still get to play with Paul and me. Another option, you get Paul and I'm there to serve and to service you and him."

Holly was smiling. "Sounds like a win-win for me, no matter how it turns out. Now if we are finished, I need my husband to take me upstairs and fuck me till I pass out." Long story short, I did both and we fell asleep with smiles on our faces.

I met up with Paul on Wednesday for lunch. Paul had been one of Holly's favorite playmates for a couple of years until he met a girl who he thought was 'The One'. Turns out she wasn't. He was very interested in meeting Saturday. We hadn't gotten together with him for over a year. He agreed with Holly that it was a win-win whether the other people were there or not. I told Holly that night that Paul was in for Saturday. Britteny called Wednesday night. She would be here Friday night along with Jim and Dominic. Jim had been given the same clues as she had; just be yourself and all will be explained. Britteny was pretty sure Jim was an open-minded kind of guy. All Holly said was, "I guess we'll see Friday night."

On my way home Friday, I stopped at Subway and picked up subs for dinner. Holly had already showered and prepared herself for our guest. After I changed clothes, I met her on the porch. We munched on the sandwiches as we waited. It was a short wait. Straight up 6:00, the doorbell announced their arrival. I met them at the door. Jim seemed a bit nervous. I shook hands with the guys and gave Britt a nice kiss on the lips. I led them to the porch to find a very excited Holly. She jumped out of her seat to greet her guest. She gave all three a deep kiss with lots of tongue. She stepped back and simply told the whole group, "How's that for an icebreaker? Now what is everybody drinking?"

Jim was still in shock after everyone gave Wyatt their request. "If that was an icebreaker, I guess I was worried needlessly about this meeting."

After the laughter died down, I started my spiel. "Jim, this meeting is just for your benefit. There are 2 parts to be considered here. The first part is our rules. The second part is to clarify what we all are looking for out of this relationship. Are you with me so far?" After his nod of understanding, I carried on. "Now that you have agreed that discretion is foremost, I feel we can carry on to part 2 of our activities. I am going to ask Holly, Britt and Dominic to take you to the living room when they explain our free-spirited relationship, between Holly and myself and other trusted people within our inner circle, which would include you. They will lay it all out for you. Choose well my friend. This a one-time offer. I'll be here awaiting your answer."

The gang of 4 went inside to talk while I made myself another drink. I could see them talking as they all took turns speaking and occasionally looking back me. About 20 minutes later they came back. Holly went to the bar and got all of them another drink. Domnic started the conversation this time. "Looks like you and Holly will have a new member of your inner circle, as you call it. He has a few questions he wants you to answer. All of us know the answers but he wants to hear it from you. Fair enough?"

"Fair enough for me. So, Stud, fire away."

"Thank you. I find this all very exciting. My biggest concern is, do you expect me to suck any cock in return? I won't do that. I understand your need to be dominated, but how far can I go? The last question is, is this a one-time thing or would we play again in the future?"

"All good questions and I understand your desire to hear it from me. There would only be 3 cocksuckers involved and none of them is named Jim, Dominic or Paul. I will be the only one on clean-up duty. Just follow the lead from the others as far as how to treat me. It is customary to spank my panty-ass as you enter the house to find out my name for the night. We won't know the answer to your last question until after we meet tomorrow. Holly and I will discuss it once we are alone. We'll let you know on Sunday. Everyone involved has done this many times, so just follow them and it should be fine. Most importantly is, the domination and humiliation is what I get out of this."

Since the talking was at a pause, Holly decided to end the discussion. "I think we all have something to think about tonight. Why don't you guys be here around 4 tomorrow afternoon. I think I will cook something so Wyatt doesn't have to be sweating over a hot grill. Let's call it a night."

We walked the trio to the door and exchanged deep kisses and handshakes all around.

After they pulled out of the driveway, I asked Holly, "Why did you change it from cooking on the grill to you cooking a meal?"

"I wanted to show off how well you have been trained. I want to show Jim how obedient you can be. That might help to guide him as to how to treat you. This way I can order you to go clean the kitchen while the rest of us start having our fun."

Saturday morning, I was up early. I started the coffee, then went back to get the laundry. Holly was already up and getting ready to take a shower. I noticed she laid out my panties that said Panty-Boy. I looked at her questioning the panties in my hand. She gave me a swat on my ass. "You can wear those to get the house ready for tonight and help me with dinner. I'll lay out your other ones when you take your shower this afternoon. For now, I want the bed stripped and re-made. Then start the laundry and have a cup of coffee ready for me when I get there."

Since I was only wearing my robe, it was no problem to just slip them on. Twenty minutes later, I had the bed remade, the laundry started and Holly's coffee sitting on the table. A minute later she came in, dressed and ready for the day. While she enjoyed her coffee, she started telling me what she wanted pulled out for cooking. "I interrupted her by saying, "I don't understand. You know I can't make a roast as good as you."

"I see you have a bit of attitude this morning. Take your panty clad ass up to the bedroom and lose that robe. You won't need that today. Bring me my paddle when you come back."

I followed her orders and handed her the paddle. She stood up and pointed to the table. I knew what she wanted so I leaned forward, spreading my feet and holding myself up with my hands on the table. I didn't get much time to brace myself before I got 5 rapid hard swats on my panty ass. "You plan on questioning my orders again any time soon, Panty Boy?"

"No, Mistress. I'm sorry."

"Good. I'm going to keep the paddle close at hand in case you lose your way again. Now wash my cup and pull out the Crock Pot. The recipe is on the counter; lay out everything I'll need."

Holly spent a few hours in the kitchen, and I decided to wash my car. Before I knew it, it was 3:00. Holly came and told me to go take my shower and reminded me to make sure I shaved closely both North and South, if you know what I mean.

Twenty minutes later I was presenting myself to my Mistress for inspection. After approving how smooth I shaved, she gave me a solid hard swat to my cum slut panty ass. I was put to work, setting the table for 5. She decided she wanted me close at hand, so she had me pull out our card table and set a place for me to eat. The pot roast fell apart as I tried to remove it from the pot, so my Mistress told me to shred it. Everything was ready aside from the gravy. Mistress went upstairs to prepare herself. She came back wearing a sundress that zipped down the back and white 3" heels. She gave me a devilish grin when pulled up the hem to show me that was all she had on. "You've got about 10 minutes before they get here. Go set up the bedroom. I bought a new bottle of lube yesterday, set that on my nightstand along with the usual things you lay out. Be quick about it. I want you to answer the door and I don't want them to have to wait on you."

"Yes Mistress," was all the response that was needed.

No sooner had I come back downstairs when the doorbell rang. I looked back and saw Holly waiting in the living room with a big grin. Through the peephole I could see it was Paul. I opened the door and bade him in with a "Welcome Sir". He stepped in and saw me already bending over, showing him my ass. As expected, he delivered 2 hard swats,

"I see your Mistress still has you well trained. Let's see, Cum Slut, eh. We'll see about that later. Now, where is your Mistress? She and I have a lot of catching up to do."

"She's in the living room, Sir."

They fell into a deep passionate kiss. I went to the kitchen to heat up the gravy. On my way back to the lovers, the doorbell rang again. Through the peephole I saw the rest of Holly's guests. I opened the door and greeted them, ushering them in.

Once they were all in, I bent over in front of them. They took turns giggling and spanking my ass. I stood up and told them, "My Mistress is in the living room, greeting her other guest. Dinner will be ready soon. Just call out my name if you want something." I took my leave and went back to the kitchen. I knew Jim had been told about what I would be wearing and what I would be ordered to do, but I think he still looked shocked to see it for himself.

I was just about to pour the gravy into the gravy boat when I heard Holly call out, "Cum Slut, get your panty ass out here!"

I scurried out to the living room. "Yes, Mistress?"

Holly asked, "Do you remember what everyone drinks?"

"Yes, Mistress."

"Good, go make the drinks and put them on the table. Make yourself a plate of food and put it at your seat. Come back when you have all the food on the table. Now go."

It took a few minutes; I had everything set as my Mistress had ordered.

Once I had all the food on the table and gotten my dinner, I informed my Mistress that dinner was ready. The group followed me to the table. They found their drinks as the guys sat down. Britteny and Holly just stood by their chairs. I hurried over to pull out their chairs and slide them up to the table.

When I had set up the card table, I put the chair so I could see them as we all ate. When I took my drink to the card table, I saw Holly had moved the chair so I would be looking at the wall instead. I realized after 30 minutes that the sounds of people eating had stopped and they were quietly talking. I got up to take my dishes to the kitchen.

Holly saw me get up and told me, "Leave that for now, Cum Slut. Refresh our drinks first, then go set up the Mistress bedroom. Come and let us know when everything is set."

When I got back from the bedroom, they were all naked in the living room.

Mistress boldly said, "We're going to start our party now. You need to get your panty-clad ass in the kitchen and clean it. You better be quick about it because you are definitely going to be needed."

I started stacking plates and silverware, quicker than I normally would. I washed the crockpot by hand because there was no room for it in the dishwasher. I figured they would be needing me by now, so I headed upstairs. I was almost at the top when I heard Paul call out, "Cum Slut! Get in here."

I was actually walking in the door when he called me. He saw me and smiled. "Lube up my cock, Cum Slut"

I grabbed the bottle and squirted a good amount in my hand. I fisted his cock, up and down for a few strokes. He finally stopped me and told me to lube Britteny's ass. I smeared a lot of lube from the junction of Jim's cock sliding in and out her love box, up to and in, her cute brown star.

Once I was out of the way, Paul positioned the head of his cock on Britteny's ass. Brit was still bouncing on Jim's cock. Her downward strokes drove Paul's cock into her ass. She let a loud long moan escape from her lips. It was a bit muffled by Dominic's cock in her mouth. She seemed to be in seventh heaven. I looked over at Holly and saw a lustful look in her eyes. She motioned for me to come closer, so I knelt down at her feet. She reached out and grabbed my hair, guiding my mouth to replace her fingers on her clit. I hadn't been doing that for long when we all heard Dominic grunt as he came in Brit's mouth. Holly pushed me back as Dominic said, Cum Slut, Britteny needs a kiss. Make it a good one."

I scooted over to her and found that kiss was a snowball, compliments of Dominic. He gave me a minute before he pulled me away. "That's enough, Cum Slut. Clean my cock so I can go keep your neglected wife occupied while they finish"

Britteny's moans were louder now as she had another orgasm. That set off Paul and Jim, almost at the same time. Paul pulled out, Britteny rolled off Jim and they all 3 laid back, trying to catch their breaths. First Paul then Jim came to me to clean them up. Holly joined them all on the bed while I was put to work cleaning the sloppy mess between Britteny's legs. She must have still been ultra-sensitive since she came again while I was licking and sucking her clean.

Holly reached over, slapping my panty-clad ass. "You've had your fun, now go to the living room and fold all our clothes and set them neatly on the table. We are going to rest for a while before we start round two. Clean whatever you find out of place and come back in about 15 minutes."

"Yes Mistress. May I use that time for a cigar?"

"As long as you're back here on time, sure."

There wasn't enough time to enjoy a cigar, so I picked up all the clothes and folded them as best as I could. I laid them in 5 separate piles on the table. Next, I picked up their drink glasses and washed them by hand, leaving them on the drying rack in the kitchen. I put the crock pot in the cooker and put it away. On my way upstairs, I grabbed the card table and set it in the garage. I had 5 minutes left so I headed back to the party.

I walked in to see Holly climbing onto the bed, straight toward Dominic who was laying on his back. I couldn't see her face, but I'm sure she was smiling as she straddled his hips. Dominic grabbed his cock and guided it toward her hot wet pussy. After she wiggled around a bit, she started bouncing on that hard cock. Paul walked around the bed to feed her his cock. Jim saw me and ordered me over to him. "Lube me up, Cum Slut. Spread some on your Mistresses' ass, inside and out. I'm going to enjoy this. Go take care of Britteny while we take care of your wife."

Just like Paul, he simply lined up his cock and let Holly impale herself at her own speed. I looked at Britteny as she smiled and pointed to her Honey Pot.

From what I could see and hear, Holly was coming down from her 3rd climax when Paul coated her mouth with his man juice. He stepped back, giving her a gentle kiss on her forehead. He came over to me, pulling me away from Britteny, telling me to go kiss my Mistress. He came back to shove his slimy cock in my mouth. Holly started bouncing even harder. It wasn't long Jim exploded in her ass. Dominic lasted another minute before he too added to all the baby-batter in and on Holly. I was waiting as first Jim and then Dominic came over for their tongue baths. Holly had rolled over and held her legs up and open, with her hands behind her knees. I spent more than 5 minutes cleaning the mess those guys made. Holly seemed to have enjoyed it as well.

Dominic spoke up, "Why don't we go down and have a drink and decide what we want to do? The cum slut can fix us some drinks."

Holly joined in, "Great idea. I could use a break, that's for sure. Cum Slut, first things first, when we get down there, find our underwear and panties and put them on us. After you make our drinks, go up and tidy up the Mistress bedroom."

I carried out her orders and left them talking and making plans for the rest of the night. As I was heading out to the porch, I heard Britteny ask, "Are you guys up to couple more rounds? Have you got enough cum stored up?" She was still talking as I got my drink and enjoyed my 1st cigar of the night. I was called back in after they had finished talking.

Britteny started this announcement, "Cum Slut, Holly and I are going to take a shower. See that the guys get dressed and fix them a drink. Have one ready for us when we get back."

It was a half-hour later when they came back. Paul was smiling, "That was some shower, did you make sure you got all the sweat and stuff off?"

Holly smirked at him, "We did our best to inspect every inch, inside and out. Some places 2 or 3 times. Does that answer your question, Mr. Nosy?"

Everyone, including me, broke out in laughter. When it died now, Holly instructed me to dress both of them, in spite of 3 other volunteers. Britteny asked when we could do this again. Holly explained it would be quite a while before she did it again.

As they were all getting dressed, Holly slipped Britteny Paul's number, reminding her of how nice his cock was. There was a lot of hugging and kissing as they left.

Now that everyone was gone, Holly turned to me, still standing at the door. "Drop those panties. I want to suck my husband's cock, not some panty-clad cum slut. You have proved what a great husband you are tonight. This is the best I can do for you tonight. Take note; I'll never allow another situation to cause me to deny you access to my body. You are the best husband in the world."

The End, (or until SG65 has another dream)