Samantha changed my life Ch. 10

I have known Samantha for years. My late wife Ann and I met her when she first became a bartender at a local upscale diner. Ann and I were both sexually attracted to her, but decided the age discrepancy was too much. But, in the meantime, my wife and Samantha became good friends. My wife was a mentor and confidant to her. Samantha was very broken up when Ann died. After Ann passed, my attraction to Samantha increased.

We stayed in touch, but I had some awkward moments because my attraction for her kept increasing. More than 4 years after Ann died, I steeled myself up and decided to ask her out. She surprised me by saying yes.

She works in restaurants, so I invited her for a home cooked meal. I made a delicious dinner, created a great atmosphere and we had a good time. After dinner, we started kissing and our temperatures rose rapidly. We ended up in bed and had incredible sex. Afterwards, she ended up making me cum a second time sucking my cock in the living room. We had great conversations, good food and great sex. She agreed to spend the night.

The previous chapter summaries have been getting long. The story of my May/ December fantasy relationship has been a great story to write. If this is the first time you're reading the story, please read the earlier chapters first.

I'm Bob. I'm a 64-year-old male who retired earlier this year from a career in technology. I'm 5'10, in good shape but feel like I could lose 10 or 20 pounds. I have salt and pepper hair and bright blue eyes. I think I'm average looking, but many women have told me I'm handsome. Personally, I think my sense of humor outweighs my looks.

Samantha is 28 and is 5'7" with luscious "D" tits, a curvy figure, slender hips but a fantastic ass. She has amazingly toned legs with nice thighs and well-defined calves. She is incredibly smart, wise beyond her years and is very funny in addition to being smoking hot. She has brown shoulder length hair, a beautiful face and wears very sexy librarian glasses.

I woke up the next morning, I had rolled over away from Samantha. Samantha was still spooned against Allie. I stretched, got up and went to the bathroom. When I came out, Samantha was waking up and doing her signature stretching her arms above her head, which made her tits look incredible. I leaned in, licked and lightly bit each nipple.

"Mmmm, I love waking up in 'our bed'!" she exclaimed.

I pulled on shorts and a T-shirt. "I'm going to go down and start breakfast. Coffee will be ready in ten."

I made coffee and started to pull everything together for breakfast. The girls came down about 15 minutes later. I don't know why women in T-shirts and panties look so good to me, but they both looked amazing.

Allie walked up to me first and gave me a quick, but deep kiss. She grabbed coffee and sat down at the kitchen table.

Samantha wrapped her arms around me. "Good morning stud!" she said with a grin. She gave me a very passionate kiss. After we broke our kiss, I turned around and threw the bacon on my electric grill.

I asked Allie what she wanted in her omelet. "Just cheese." she replied. "American, Cheddar or Swiss?" I replied. Allie said Cheddar. I had three skillets going on the stove with omelets. Samantha set the table. I pulled the bacon off the griddle, wiped some of the grease up, and put on the hash browns.

Amazingly, I managed to pull it all together, and everything was ready at the same time! I put the bacon and hash browns on the table and grabbed their plates. They laughed as I presented their plates with a flourish! I got mine and sat down with them. They attacked their food, ooohing and aaahing as they ate.

Allie looked at Samantha and said, "this is delicious, why do you guys ever go out for breakfast?"

Samantha laughed. "I'm not going to make him slave for dinner AND breakfast every time. Plus, I love to show us off to people!"

Allie laughed and said, "by the way, the ring you gave Sam is gorgeous!"

I was relieved that we were all comfortable just chatting and hanging out without any awkwardness.

After we finished eating, Samantha and Allie started clearing the table. Samantha brought the coffee pot over and refilled my cup. She kissed me and said, "sit right there, we're doing the dishes!"

I watched them, lusting after both as they moved around the kitchen. Samantha told Allie about the amazing walk-in shower and offered for us to share it with her. I could feel my cock responding as they talked.

When they finished with the kitchen, Samantha grabbed my hand and asked, "Would you be interested in a hot, soapy shower with a couple of hot young girls?"

I stood up and said, "Absolutely!" with a big grin. We went upstairs.

As we got naked, my cock became fully hard. We all stepped in the shower and started soaping each other up. It was very hot to watch them soap each other's chests. I was at one end, under a showerhead, Samantha was at the other end under the other showerhead, with Allie between us. I ran my hands up and down Allie's back and squeezed her ass while they played with each other's tits.

After some making out and playing with their tits, Allie turned around, wrapped her arms around my neck and kissed me deeply. She pulled back and said, "I really enjoyed this, I'm glad Sam invited me and you were OK with it!"

There was a stool in my shower from when I got my knees replaced, I had never taken it out. Allie pushed me down on it. "I licked you up last night, but I haven't gotten a chance to taste it spraying out of your cock yet"! She sprayed the soap off of me with the handheld attachment and kneeled in front of me.

She wrapped her hand around the base of my cock and lowered her mouth onto me. Her other hand played with my balls. Her mouth was just as velvety and moist as Samantha's, I began to moan loudly.

Samantha kneeled behind Allie, pressing her tits into Allie's back. She reached around, playing with her tits with one hand while the other moved down to her clit. When Allie moaned with my cock in her mouth, it was electric!

Watching the two of them in front of me, Allie sucking my cock, Samantha playing with her while she did was as the water poured down on them amazing. It wasn't long before Allie's skilled mouth and tongue triggered my orgasm. I moaned loudly, "I'm CUUUMMMING!" Allie pulled back so just the head of my cock was in her mouth and began swallowing.

As Samantha and Allie stood up, the water became lukewarm. Samantha turned the water off while I sat in the chair waiting for my breathing to return to normal.

We dried off and went back into the bedroom. Allie pulled clothes out of the backpack while she watched Samantha open the drawers of 'her' dresser and pull out fresh clothes. Allie looked wide-eyed at her. Samantha noticed it, and said, "yeah, he let me use this dresser and I have space in the closet too. I didn't tell you about it because I wasn't sure it was all real or would last."

I spoke up and said, "well, now I think of that as 'her' dresser. I'm just as in love with her as she is with me."

Allie just grinned, and said, "I'm so happy for you guys! I kind of wondered how Samantha knew where everything was in your kitchen. Look at you two being domestic!" she said with a grin.

We finished dressing and went downstairs. Samantha said, "we're going to go, but I'll call you later." I walked them out to the driveway and realized they had come in one car, not two. I just had to grin as I thought about their cunning plan last night.

Allie gave me a short, but deep kiss. "Thanks again, I had a really good time!"

Then Samantha wrapped her arms around my neck and gave me a long, passionate kiss. "We both had a great time. You are amazing, and I hope you enjoyed it as much as we did!"

I replied that I did, it was an incredible experience! Samantha said, "I'll call you later, love you." I replied, "love you too, Sweetie." She smiled as she got in the car and headed out.

I went inside and looked at my watch, it was a little after 11. Jon and Amy were both at work, so I texted them.

"Hey, I want to ask Samantha to have dinner with you guys. Are both of you available on Thursday night?"

They both texted me back within a couple of hours and were available.

Samantha called me on her way to work. I asked her if she was ready to go out to dinner with Jon and Amy. I told her they had been bugging me for a while, and I thought she and I were completely solid. I reiterated that they respected me, and my choices, and would be very accepting of her.

She hemmed and hawed for a minute, she was clearly nervous. I said, "Samantha, you are amazing. I am COMPLETELY in love with you. I want to show us off to them as much as you like showing us off to YOUR friends! When they see us together, they will be very happy!"

She agreed. I told her, "OK, Steak 47 on Thursday night then."

She laughed and said, "OK, you're blackmailing me with a great dinner!" I laughed and said, "absolutely."

After we hung up, I called and immediately made reservations for the four of us Thursday night.

I tried to work the rest of the afternoon, but I couldn't help but remember our threesome last night that extended into this morning. I couldn't believe Samantha set that up, and she was so turned on by what we did.

The next couple of days passed, and I asked Samatha to be at my house by 6 on Thursday. She showed up in a beautiful turquoise and white shift dress, what Ann and I used to call 'potato sack dresses. It had thin straps and fell straight down from the top of her bosom to just above the middle of her thigh with no waist or belt. Like Ann, it fit her body type very well! Her make-up and hair were amazing, and she had taupe stockings with her signature glossy, four-inch black stilettos.

I called an Uber, which showed up quickly. We ended up arriving a little after 6:30. Suzanne was working as hostess again. She came out from behind the podium and gave me a big hug. She said, "I was so happy to see your name on the reservations tonight." She looked at Samantha with a big grin, and said, "welcome back, Samantha, so happy to see you again."

Samantha looked nonplused for a moment, then smiled and reached out to hug Suzanne. "Good to see you again too!"

I told Suzanne another couple was joining us, and we would just wait at the bar until they arrived. As we walked to the bar, Samantha said, "I can't believe she remembered my name!"

I replied, "well, we were just in here a couple of weeks ago, and she probably has a really good memory, working in customer service here for so many years."

I texted Jon and Amy that we were here and at the bar.

As we sat at the bar, I asked, "do you want a G and T, or a cheesecake martini?" Samantha replied, "I'm not sure if they have everything or he knows how to make it."

"Would you like your martini?" I asked. "Yes, please." she replied.

I pulled out my phone as Steven was walking over. I shook his hand and said hello. I pulled up a Note on my iPhone and showed it to Steve. "Do you have everything you need for this drink, can you make it for Samantha?"

He gaped at Samantha again for a few seconds, and then looked at the list, and said, "Yeah, I have everything, but I've never made it. Can I borrow your phone for a minute?" I handed it to him, and he went to make Samantha's martini. He brought it back, set it in front of her and handed me my phone. Steven asked me, "Double Chivas on the rocks?" I said yes, please and he stepped away to pour it.

Samantha sipped her drink. She looked at me and said, "it's very good, but not as good as yours." with a smile. "You have my drink on your phone?"

I laughed and said, "when you said yes for our first date, I looked it up and put the ingredients and the mixing instructions on an iPhone Note so I wouldn't screw it up!"

She took my hand and squeezed it. She said, "you take very good care of me!"

We were just finishing our drink as Jon and Amy walked up to the bar. Samantha and I both stood up. As I shook hands with Jon, Amy leaned into Samantha and gave her a big hug. Samantha shook Jon's hand while Amy gave me a hug.

I could tell by looking at Samantha that she was a bit nervous.

I asked if they wanted a drink before we got our table. Amy ordered a drink and Jon ordered a ginger ale. I looked at him, and he smiled and said, "I might have a glass of wine with dinner, but I'm the designated driver tonight." I was only 20 minutes from the restaurant, but Jon and Amy had moved to a more rural location and were an hour from the restaurant.

I ordered fresh drinks for me and Samantha.

As they waited for their drinks, I went to the hostess podium and told Suzanne that we were ready whenever our table was available. She told me to go grab our drinks and she would seat us right away.

I went to the bar, asked Steven for the bill and told everyone that the hostess was ready to seat us.

After I paid the bar tab, Suzanne seated us. We chatted, Amy asking Samantha about her school and major. We all chatted about our school experiences and careers for a little while, and Samantha started to relax.

After our server dropped off the menus, I looked at Samantha and asked if she would like to try something different tonight. She replied with a smile and said, "I didn't get a good look at the menu last time. Let me have a look."

Amy's face was puzzled, and she asked, "why didn't you get a good look at the menu?"

Samantha laughed and said, "Bob looked at the menu for less than a minute, then asked if I trusted him. I told him I did, and he asked for my menu back. Then he ordered this." holding up her menu and pointing to the "Steak 47 for 2" on the menu.

Amy asked how it was. Samantha replied, "the food was amazing, but the whole experience of it tableside was incredible! We had such a good time that night. I can't believe how everyone greeted Bob, even the owner, and he hadn't been here in a year." She went on to say, "the owner comped our dinner, I couldn't believe it. Bob said it's just that he's been coming here for years, it's no big deal, but it sounded fishy to me!"

Jon looked up from his menu and looked at Samantha. He asked, "Bob didn't tell you how he saved this place? Joe signed the contract for the reno just before COVID hit. COVID almost wiped him out, he had to close, employees weren't getting paid and the general contractor was demanding payment."

Samantha asked, "what did Bob have to do with that?"

Jon replied, 'he recruited investors, mostly 'angel investors', and raised almost two million dollars to help pay employees and get the renovation funded. When the contractor Joe hired got a little out of control, Bob took over as project manager and made sure it was done on time and on budget. Everyone here, especially Joe, owe him everything."

Samantha turned to face me and looked dumbfounded. She said, "Why didn't you tell me that the last time we were here?" I just shrugged my shoulders and replied, "it wasn't that big a deal, I just helped out here and there, Jon is exaggerating."

Jon looked at her and said, "I'm not exaggerating, he saved this place. Did he tell you what he recently did for our volunteer organization?"

Samantha shook her head no.

Jon said, "we had a bill stalled in the state legislature for a $100,000 appropriation bill for over two years. Last year, Bob took command of our legislative efforts. In less than eight months, he lobbied legislative members, schmoozed them and got it raised from $100K to over $200K, and got it put in the governor's budget instead of a one time appropriation. Now we will get it every year, and he nearly doubled the state legislature's honorary members. He also recruited the governor as an honorary member, which she never did when she was a member of Congress for nearly eight years."

Samantha looked at me with her mouth open. She asked, "why didn't you tell me any of this?"

I shrugged my shoulders again and said, "Jon's making a bigger deal of it than it was. I didn't feel the need to brag about any of this."

Jon looked at Samantha and said, "yeah, NO, he's a huge deal for a lot of people."

Samantha leaned over and whispered in my ear, "Do you have any idea how wet I am right now!"

We ordered, we all got the tableside Caesar salad. Samantha had the lamb chops, I ordered a ribeye. Jon had the ribeye too, and Pam ordered the surf and turf, with a filet and a lobster tail. Halfway through our meal, we ordered a second bottle of the Louis Jadot Beaujoules Village.

Joe B. came out while we were eating and sat down with us again. We chatted for a few minutes, and Samantha asked him about the fundraising. Joe confirmed it was all true.

I thanked him for paying for our dinner last time, but held up a finger and said, "not tonight!" He grinned at me and said "OK."

When we finished up, I paid the bill. Jon and Amy protested, but I told them I invited them, it was my treat.

Amy looked at Samantha and said, "Bob hasn't let us pay for dinner since Ann died. He was so grateful for our help, and we can't convince him to let us pay since she passed. He feels so indebted for our help while she was sick and afterwards. He is really amazing!"

As we got up from the table, Amy gave Samantha a big hug and whispered something in her ear. Jon and I did the one-armed shoulder hug as we shook hands. Jon gave Samantha a hug as Amy hugged me. Jon and Amy left, Samantha asked me if we could have a nightcap at the bar before we called an Uber.

We went to the bar and ordered our drinks. Samantha looked at me, "I can't believe you didn't tell me what you did for Joe and the restaurant! That is amazing, and your modesty about it makes me even hotter for you!"

I blushed and tried to brush it off. She wasn't having it and told me I should be proud. I replied that I was proud but didn't feel like I needed to flout it.

I asked her what Amy whispered to her. She blushed and said, "She said that you looked amazingly happy being with me and asked me to take good care of you."

We finished our drink and I ordered an Uber. As we were waiting outside, Samantha pushed me against the wall and kissed me. She pulled back and said, "when we get home, I'm going to have to punish you for withholding all that information from me. I'm going to give you a nice hard spanking and then FUCK you!"

My cock hardened as she told me that. She reached down and felt my crotch. "Hmmm, seems like you like that idea!"

When we got home, we headed upstairs immediately.

"Get naked! Samantha said with a stern tone in her voice. I immediately stripped, and she sent me in the bathroom to get my ass ready for her.

I came back to the bedroom. She was still dressed, but her panties were laying on the bed next to a bottle of lube. Her strap-on was pushing out from under the hem of her dress. She looked very hot, and my cock stiffened as I walked over to her.

She gave me a kiss and asked if I was ready to be punished for misleading her. I quietly said "yes." She turned me so I was facing the bed and pushed me down. She stood on my side and slapped my left cheek very hard. I moaned loudly and my hands gripped the sheets. A second smack landed on my right cheek. My cock was hard as a rock.

She spanked me a dozen times. She reached between my legs and lightly stroked my cock a couple of times. "Are you enjoying your punishment?" I replied, "yes ma'am!"

"Well, let's make sure you learned your lesson!" She grabbed the lube and a moment later I could feel it in my ass. She pushed a couple of lubed fingers into me to lube up the inside. She quickly pulled out, and I could feel the end of her strap-on at my ass.

She pushed in quickly as her hands grabbed my hips. She started the vibrator. I shouted "ooooh fuuuccck YES!"

She was moving in and out at a steady pace. I begged her to fuck me harder.

She pounded in and out of me very fast and hard. She asked, "do you like it?" I replied, "yes ma'am, please don't stop!"

I could hear that she was breathing as heavily as I was. As she continued to fuck me, she began to moan. After a few minutes, she pushed all the way in and stopped. I could feel her thighs tremble against the back of my thighs and felt her cum splash against me.

She leaned forward against my back and supported her weight on me for a minute.

Once her breath returned to normal, she stood and pulled her end out of her pussy, leaving the strap-on still inside me and vibrating. She reached down and pulled on one side of my hips, indicating she wanted me to roll over.

I rolled over, laying at the edge of the bed, my feet on the floor. My cock was painfully hard! Samantha, dressed and still wearing her stilettos, towered over me.

She leaned in and supported herself with her left hand on my thigh. Her right hand moved quickly and gave my cock a hard slap. I moaned and muttered, "oh FUCK YES!"

Samantha asked, "Look at how hard your cock is. Are you enjoying your punishment?" I loudly replied, "yes, ma'am!"

She slapped my cock again. I cried out, "YES PLEASE." The angle of her hand was perfect, the crook of her fingers stimulating the head of my cock. After a few slaps, I felt the orgasm building and shot my load all over her hand and myself. It was a powerful orgasm, and I moaned loudly as I was shooting. I sat up and took Samantha's hand and licked my cum off of her.

She kicked off her shoes and leaned down to kiss me. "That was amazing!" she whispered.

She turned off the vibration and pulled the strap-on out of my ass. She went to the bathroom. I just laid on the bed, trying to compose myself. Between the spanking and getting fucked, my ass was sore in a very pleasant way.

After a few minutes, Samantha came out of the bathroom naked and had a washcloth. It was warm as she pressed it against the front of me and wiped up my cum. Then she reached under me and wiped the lube from my ass.

She took the washcloth back to the bathroom while I worked my way up to fully lay down in the bed.

Samantha came back, laid down next to me and pulled the covers up. She was on her back, eyes kind of glassy eyed.

I looked at her and said, "Are you OK Sweetie?"

She snapped out of it and looked at me. "I'm just trying to process it all. It was amazing and I'm feeling overwhelmed!"

I gave her a kiss and replied, "it really was amazing. I always love what we do with each other in bed, but that really was a remarkable experience!"

She snuggled into me, and soon both of us were asleep.

In the morning, I felt her stretch and we began to wake up. She got out of bed and went into the bathroom. When she came out, I was sitting up on the edge of the bed.

Samantha leaned over, kissed me and said, "I'm going downstairs to make coffee, I'll be right back." She slipped on a short velvety white robe and went downstairs.

I got up and went to the bathroom. When I came back, I flipped on the TV and sat in bed against the headboard.

Samantha came back a few minutes later with two cups of coffee. She handed me one and sat down next to me in bed. She grabbed the remote and turned off the TV. She looked at me and said, "last night was so powerful! Watching you bent naked over the bed, sliding the strap-on into you, seeing my handprints on your ass, watching the vibrator sliding in and out of you was all amazing. When you said, 'yes, ma'am', I became incredibly turned on. It gave me an incredible sense of power at that moment."

She continued, "I usually cum with that strap-on when I'm pegging someone, but I have NEVER squirted with it." She blushed and said, "it also really turned me on that I was dressed while you were laying naked in front of me. Balancing on my stilettos while I fucked you was really unique too." She laughed and said, "I think I'm into that whole CFNM thing too!"

I said, "it turned me on a lot to submit to you that way. I love the sensation of having my cock slapped, but I have NEVER cum from that before! It was amazing."

"And honestly, it's turning me on a little bit that I'm laying here naked, and you have your robe on!"

She laughed and leaned in to kiss me. "I just can't get over how powerful it all made me feel. You being you made it possible, no one else has given me that kind of confidence! It's made my pussy wet again just thinking about it."

"Hmmm" I said. I put my coffee down and laid down onto my back. "Want to get that wet pussy filled?" I asked.

Samantha reached for the tie on her robe. I put my hand on hers and said, "no, leave it on!"

She smiled at me, put on her glasses, and slid over my lap. She reached down and guided my cock into her pussy, moaning as she slid down on my cock. "You always feel good inside me!"

I looked up at her, and it was so hot with her robe on and glasses while she rode up and down on my cock!

Samantha moaned and said, "oh, it's too bad you can't see my pussy sliding up and down on your cock or see my tits sway while I ride you!"

I reached up and squeezed her tits through the thick fabric of the robe. It felt completely different than her naked breast, or even a sheer bra.

She moaned and started riding me faster.

Between the feel of her pussy and how hot she looked riding me in her robe, I only lasted a few minutes. As I began to orgasm, she dropped down all the way on my cock, arched her back and squeezed her pussy tightly around my cock.

We both moaned as she milked my cock. When I was completely drained, Samantha moved off of me and laid on her back, still breathing heavily.

I rolled into her and we had a deep passionate kiss. I whispered in her ear, "that was so hot. I can't believe what you do to me!"

I lowered myself down, parted her robe below the tie and pushed my mouth into her pussy. I love the way she tastes after I cum in her, and her still in her robe made it even hotter.

After I cleaned us off the lips of her pussy and had driven my tongue deep inside her, my tongue moved up to her clit, and I slipped two fingers inside her. She had been moaning loudly and started bucking up her hips into my mouth.

After a few minutes, I gently pressed my teeth against her clit. She screamed and began squirting. I lowered my tongue to eagerly lap it up. I could still taste myself.

After a couple of minutes, she reached down and pulled my head away. I moved up alongside her and gave her a deep kiss.

While we were kissing, she reached down and untied the robe and broke the kiss while she shimmied out of it. She murmured, "I need to feel your skin against mine!" She pressed her tits into my chest and wrapped her arm around me. We kissed again for another minute and then laid in each other's arms for several minutes.

She sat up and said, "I'm starving! Let's get moving."

We hopped in the shower and got dressed. We drove down to Americana and walked in a couple of minutes before 11. Lisa had just finished opening up the bar.

We ordered our Stoli Bloody Mary's and settled on what we wanted from the breakfast menu. Lisa and Samantha chatted, recalling the girls' night last weekend and telling her about our dinner with Jon and Amy last night.

After we ordered, Lisa smiled at us like the Cheshire Cat and asked, "so how was dinner with Allie on Monday?"

I blushed furiously.

Samantha smiled and said, "we had a great time. The dinner Bob made was delicious!"

Lisa grinned at us and walked away to get our meals. I leaned into Samantha and whispered, "Lisa KNOWS about our threesome?"

Samantha laughed, and replied, "Neither of us said anything to her, but she knows Allie and I have an extracurricular relationship, and she knows Allie was coming for dinner. I think she extrapolated from there. By the way, how red you turned when she asked that probably confirmed that for her." with a grin on her face.

"Oh, also," she continued, "Allie enjoyed it very much, and would be happy for a repeat any time!"

I felt furiously embarrassed, but also a little turned on. Here I was, 64 years old, and had just had a threesome with a couple of twenty-something year old women.

We finished up our meal, and we decided on a farmers' market for Saturday.

We went home, and Samantha studied and did homework while I surfed the Internet and worked on a couple of documents. A little after 2, she got ready to leave and told me she was coming here after work tonight, it would be easier for the farmer's market in the morning. We kissed and she left for class.