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Mom’s Friend

Category: Mature
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I have fond memories of summer barbecues at the home of Ron and Jill Harrington. My parents, Alice and Bill Barker, were friends of the Harringtons. There were always many guests at the barbecues. Ron loved giving parties and being the center of attention. I spent most of my time in the swimming pool with couple of kids of my age.

Ron Harrington is Jill’s hard-driving husband of 25 years. He was an avid hunter. He was from a wealthy family, and was the President and CEO of RJH Associates. Jill was about 12 years younger than Ron, blonde with hair pulled back, and deep blue eyes; she married him after Ron’s first wife died during child birth and raised his daughter: Sally.

I was about 12 when I noticed that Jill had a great body as she swam in the pool. Jill smiled when she saw me staring at her big bosom and sexy curves. I also noticed Ron was flirting with couple of young blondes from his office. Later, I overheard Mom telling Jill to watch those young women and Jill responding it was lot of smoke but there was no fire.

Jill was blessed with good genes and was also careful with her diet and regularly exercised. She was an avid tennis player with a group of mostly middle-aged woman-friends who got together to play at a nearby college field house; in between playing tennis, the women also checked on each other and exchanged gossip.

My Mom played tennis with Jill regularly. I played tennis for my high school team and, despite Mom’s encouragement, only occasionally afterwards. Even though Mom was a few years older than Jill, she had a close relationship with her. Their friendship was strengthened when Jill was very helpful to Mom when my Dad was hurt in a car accident.


Because of summer camps and being busy hanging out with my friends, I stopped going to the Harrington home, but Mom often talked about them. Sally Harrington, Ron’s daughter, grew up to be a pretty woman and had good job. Sally, who was about eight years older than me, got married the summer I was 18 years old to a young man from a wealthy family.

My Mom and Jill recruited me to help during the wedding reception at the Harrington home to do whatever needed to be done. It was a beautiful June day. Most of the 100 or so wedding guests remained under a large tent next to the pool or walked in the flower garden. A band played various music numbers; guests danced on the wide concrete apron surrounding the pool. There was an open bar and buffet dinner. I served in many minor roles to make sure the guests were taken care of.

About two hours in to the reception, after the toasts and obligatory dances by the parents of the bride and groom, I helped an older man to the bathroom adjacent to the game and exercise rooms. As I waited for the man to come out of the bathroom, I heard giggling and whispers coming from the exercise room; being curious, I opened the door slightly and peeked inside the dark room; I saw Ron Harrington lying flat on his back on the carpeted floor and a young blonde woman was sucking his cock.

Quietly, I closed the door and returned to lead the guest back to the reception. I saw Jill talking animatedly with my Mom, and then my Mom came to me and said:

“Jill’s upset. She can’t find Ron.”

“Don’t let her go inside the house now; I’ll explain to you later,” I said and walked to Jill and smiling asked her:

“Jill, may I dance with you.”

Smiling, Jill said, “Of course, Danny,” and, as I led her, added:

“The music is fast; I’m not sure what I should do.”

“I said, just sway to the music, like the others.”

Jill looked very elegant as she swayed slowly to the music. She looked beautiful in a low-cut long blue dress with slits to her knees, diamond necklace, diamond stud ear rings, gold bangles, and blue shoes. She also looked sad.

When the band started playing a slow number, we swayed after I pulled Jill close to me; I could smell her perfume on her neck and sexy cleavage. Without looking in to my face, Jill pushed her bosom in to me; my cock became rigid and I did my best not to let her touch it.

Jill said, “Danny, you have become a handsome young man.”

“Thank you. You’re a beautiful lady, as always,” I replied.

Jill smiled, blushed, and said, “Thank you,” and, looking in to my eyes, said:

“After one more dance, I’ve to go find Ron,” and again pressed her bosom in to my lower chest. I was sure she felt my hard on rubbing against her belly.

Later, I saw Ron talking to the blonde at the bar as if nothing happened; my Mom thanked me for being a helpful guest.


A week after Sally’s wedding, Ron went on a two-week trip to open a real-estate office in another city. I was working at a nursery. After my Mom and Jill played tennis one day, she told me that I should mow Jill’s lawn and, in return, I could swim in her pool and have lunch with her.

On Sunday morning by the time I finished mowing Jill’s lawn, I was perspiring profusely. After I put away the lawn mower, Jill offered me ice water and tea, and told me to take a shower before changing in to my swimsuit.

I was in the pool swimming leisurely, when Jill came with dark glasses and dressed in a two-piece swim suit. She brought a bottle of sun screen, and two robes and towels. She sat in a chair and was reading the Sunday paper. I swam towards her and said:

“The water feels good; come in to the swimming pool.”

“I am trying to warm up in the sun before getting in to the water; I don’t want to get too much sun.”

I said, “You can swim after putting on sun screen.”

Jill smiled, “You need sun screen too.”

I got out of the pool, dried myself, and sat in the chair next to Jill. She put the paper aside, got up, put some lotion on her hand, and started applying it on the top of my shoulders, neck, and ears. Her small hands were strong and I relaxed as she rubbed the lotion; Jill poured some more lotion and rubbed it on my chest, and whispered:

“Nice, strong.”

If Jill saw my cock had become erect, she did not say any thing. She spread her towel on the concrete, laid down on her tummy, and cooed:

“Danny, put some lotion on my back.”

I knelt next to Jill and was rubbing sun screen on her back, when she cooed:

“Massage my right shoulder; it’s a little sore.”

Later, after I rubbed the lotion on her legs, I inched my way to her muscular thighs. After a while, Jill got up and dove in to the pool. I was watching her voluptuous body with the clinging wet swim suit. Jill stopped and threw water on me; giggling, she said:

“Get in the pool,” and threw more water on me.

Quickly I dove in the pool next to her and threw water on her. Squealing, Jill swam away from me, but I swam after her and caught her by her waist at the shallow end of the pool.

Jill squealed, turned to face me, and found herself in my strong arms with my hands on her buttocks and my face close to her cleavage. As if in slow motion, I saw Jill put her arms around my neck and softly French kiss me. I kissed her back passionately. After several kisses, Jill pushed my hands away gently, and said:

“I fixed chicken sandwiches for us,” and went inside her home.

I got out of the pool and, after drying, put on the robe Jill gave me. Jill placed our lunch plates on the patio table under an umbrella. She was dressed in white shorts, a tank top, a thin jacket, and sandals; her blonde hair was still wet, but she had on bright red lipstick, a thin gold necklace, and ear rings.

I said, “You look lovely, as always.”

Jill blushed and cooed, “Thanks. You’re kind.”

After I ate half my sandwich, I saw Jill was looking away from me towards the garden. A stream of tears was flowing from her sun glasses covered eyes. I got up and held her shoulders; Jill covered my hands, and said:

“I don’t know what you see in me that Ron does not,” and after a short pause added:

“May be counseling will help save my marriage. I don’t want to give up on him. Not yet.”

Realizing that Jill still loves Ron, I decided to not interfere in her life even though I cared for her.”


I attended a Community College and later took an intensive course on computer networks. I am working for an Internet service and office network company. Earlier, I worked with the network support group of the State University; one aspect of my job was to help faculty and staff of the university with network connections.

I met Mary, a slim, very bright, articulate woman, and fell in love with her. Mary was about five years older than me and provided considerable emotional support to me. She married me in a small ceremony and I recall Jill looking happy. Mary was a lecturer in the Department of English at the Community College and taught freshmen. Sadly, she was in a traffic accident while driving home from a meeting in Boston; after being in coma for about a month, she died at the young age of 30.

It has been about three years since Mary died. With the help of my parents and my in-laws, I have been taking care of my four-year old son, Adam. Often, I worked long hours on a job and was away from home for three to four days. Mom was worried about my social life. Couple of times, she asked if I would be interested in going out with someone she knew. One of them was older than me and I was impressed that Mom didn’t think dating an older woman was an issue. Because Dad was bald, it was hard to tell that he was ten years younger than Mom. I had gone out with young women couple of times, but I did not meet anyone I really liked. Once or twice a week, I jacked off in to tissues thinking of fucking Jill.


With Mom helping me take care of Adam, I spent more time visiting with her. I knew she and Jill still played tennis several times a week. On a fall day, I asked her:

“How’s Ron doing?”

“I guess fine in business. I think he’s still running around on Jill. He keeps going on out-of-town business trips for couple of weeks at a time; I think he has a mistress. I told Jill to confront him,” she said.

I said, “May be she’s not sure what to do.”

After a pause, Mom added: “Jill has improved her tennis game; she practices by hitting a ball against the wall in her backyard. She looks very fit. You should stop by and say hello to her.”

I mumbled wistfully, “Sure. Ron will be thrilled to see me at his home.”

Shortly afterwards, Ron went on a deer hunting trip in late fall and suffered a stroke; his friends took him to General Hospital. Although Ron survived, he became paralyzed from the neck down. After he was in the intensive care unit of the General Hospital for three weeks, Ron was transferred to a nursing home. Fortunately, he had good medical insurance.


About six months after Ron was paralyzed, Mom and Dad left on a week-long vacation to Florida; my in laws were taking care of Adam. Before leaving, Mom told me to help Jill: mow her lawn, figure out Ron’s computer files, and play tennis with her for an hour so in a doubles league match on Saturday morning.

After working long hours during the week, I came home early on Friday afternoon. I called Jill and arranged to mow her lawn. It was a nice spring day. I dressed in shorts, a tee shirt, sneakers, and a baseball cap. Jill was working on a flower bed; she was dressed in a short-sleeve pink blouse, shorts, a floppy hat, and old sneakers. After waving to her, I began to mow the lawn.

Later, as I put the lawn mower away, Jill called to offer ice tea. After hugging each other, we talked about various topics, drank iced tea, and ate chocolate chip cookies. I noted Jill was still in good shape: about 5’3″ and 125 lb; she had an easy smile and a hearty laugh. She looked tired from the strain of taking care of Ron; still she was glad to see me. When I offered to help her remove debris from the pool, Jill gladly accepted. After we chatted like old friends, I said:

“I need to get some dinner, may be a sandwich and a beer. I did not perspire much and can go like this. Would you join me?”

Jill smiled and said, “Sure, I’ll join you after freshening up.”

At a sports bar, Jill and I ordered sandwiches; she had a glass of wine and I had a beer. As we ate, Jill said:

“I’m still figuring out my family’s finances. I obtained power of attorney on all bank accounts but I do not know how to log on and work with some of Ron’s accounts. So far I’ve been using cash reserves; I’m afraid of depleting them.”

I said, “I can help you any time you want.”

“Let’s work tomorrow morning. I’ll relax tonight,” said Jill and ordered a second glass of wine.

After a pause, Jill asked:

After a pause, Jill asked:

“Are you ok? How’s Adam doing?”

I replied, “I’m doing well. It has been a while since Mary passed on. I’m glad to have Adam to take care of.”

Jill said, “I loved taking care of Sally,” and put her hand on my hairy arm and rubbed it.

As Jill continued rubbing my forearm, she said:

“Thank you for bringing me here; I see so many happy people. I only saw stuffy people when I went out with Ron.”

Later, after I parked my car in her drive way, Jill said:

“You’re welcome to watch TV with me.”

I said, “Sure. Thanks,” and followed Jill inside her home.

Jill brought two glasses of wine and turned down the lights in the living room. We were watching a movie on a pay channel sitting side by side on a sofa, when Jill said softly:

“Danny, it’s nice to share an evening with you. I’ve been lonesome.”

I said, “It’s great to be with you,” and, when I hugged Jill, she snuggled up to me.

With Jill’s boobs pressing in to my side, I could not focus on the movie. I rubbed Jill’s upper arm and shoulders, and kissed her blonde hair and neck; Jill turned her face towards me and we French kissed. We sat hugging each other until the movie was over when Jill slid to sit in my lap; she held my head in her hands and French kissed me passionately. After her kiss ended, we both giggled, and I initiated a French kiss.

Slowly, while watching Jill’s face, I undid her blouse buttons, slid it to expose her shoulders, and kissed them. Jill moaned with pleasure when I kissed her lovely neck and ran my face on it inhaling her perfume and skin fragrance. Jill helped me remove her blouse to expose her large boobs covered by a lacy pink bra.

Covering her bosom with her arms, shyly Jill whispered:

“They are sagging. I’m an old woman.”

I said, “You’re beautiful and kind. You’re not old at all. I admire you.”

Jill smiled, touched my face, and cooed, “I know you admire me. Your eyes bulge every time you see me in a swim suit or evening wear.”

I whispered, “I’ll never forget the thrill I felt when we kissed in the pool.”

“I was thrilled you were turned on by my body,” cooed Jill shyly.

When I kissed Jill’s cleavage, she tilted her head back and cooed:

“Ohhh. Dannny. It’s so nice.”

I pleaded, “Please, I want to kiss them.”

Blushing and smiling, Jill just unhooked her bra clasp, when the phone rang. Holding her bra in place with her right forearm, Jill got off of me, picked up the cordless phone, listened for a moment, and mouthed to me:

“It’s Sally.”

Smiling, Jill quickly walked to her den and I followed her. When Jill picked up a pen and wrote a message, her bra cups came off her boobs, and the bra fell on the desk. Jill put down the pen, sat in an upholstered chair, and tried to cover her large dangling boobs with her right forearm.

As Jill continued to talk to Sally, I knelt in front of her, and gently pulled her forearm away. Her boobs were shiny, large, with large dark pink nipples, and drooped sexily resting on to her rib cage.

Jill blushed when I mouthed the words, “They are awesome.”

Leaning forward, I began suckling her right nipple. Jill’s eyes opened wide with surprise and pleasure but she did not push me away. After a while, Jill switched the phone to her right ear, steered my head to her left boob, and said in the phone:

“I’m still here honey; just switched the phone to my right ear,” and signaled me to be quiet. I suckled her left boob and fondled her right boob and pinched her nipple.

Later, Jill turned off the phone and said happily:

“Jill’s pregnant. I’ll be a grandmother. She and Ken waited five years for this news,” and touching my face cooed:

“You are fondling saggy, old, breasts of a granny to be.”

I whispered, “They are beautiful,” and resumed suckling her left boob.

After a while, Jill looked at the clock and, as she nudged me to get up, said,

“I should tell Ron the good news. I have to talk to the nurse first and ask her to help Ron talk on the phone.”

As Jill was about to call Ron, I said:

“I had a long week. I am tired. I will be here early tomorrow to look at the computer files. Thank you for a great evening.”

Jill hugged me passionately, pressed her bare boobs in to my chest, and said:

“Good night Danny. See you in the morning. Don’t forget to bring your tennis racket tomorrow.”

Lying in bed, I wondered if Jill would let me be her lover; I was tired and fell asleep soon afterwards.


Saturday morning, I put on jeans, a sport shirt, and tennis shoes; I carried my tennis racket, shorts, and a sports shirt in a gym bag. Jill was dressed in jeans, a red short-sleeve blouse, and sneakers. Her shoulder-length blonde hair was combed back. Her gray-green eyes sparkled behind wire rim glasses resting on her long thin nose. After hugging and kissing me on my cheek, she offered coffee or coke, but I said I was fine.

After turning on Ron’s computer, I asked Jill, “What do you want to find out?”

Jill smiled and said, “I guess everything, especially about our finances. I never used this computer. I don’t know how long Ron will be in the nursing home; I have to take care of several bills.”

With Jill sitting next to me, I opened a file marked: ‘Bank Accounts,’ and said:

“Looks like the files are well-organized by each month; just double click on each to see what it has.”

Jill smiled and raised her arms in joy when she was able to open the most recent file by herself. As she scanned the entries, she mumbled:

“I wonder who’s ‘Kris,’ and what for the $2,000,” and added:

“I wonder if there are similar entries in earlier months. Can you see what’s in this folder: ‘Letrs’?”

The folder contained about 20 files. I opened the first file in ‘Letrs’ using a word processing program; it was a love letter sent by Ron to a woman named, Kristin. After glancing at the contents, Jill quietly got up and walked away. I followed her, stood next to her in front of the kitchen sink, and said:

“I’m really sorry.”

Jill, who was crying, hugged me and said:

“Just hold me,” and added:

“Alice warned me many times about Ron having affairs with young women. But I trusted him blindly; I ignored clues: new ties and bottles of cologne.”

I rubbed Jill’s back and neck; when she pressed her large boobs in to my chest, my cock became rigid and erect. I was thrilled when Jill pushed her thigh in to it but did not withdraw it.

Later, Jill pulled away and, as she made two cups of coffee, said:

“I took care of Ron and loved him as best as I could. We tried counseling. I thought I was a good wife.”

“You’re a good wife,” I said, as we drank coffee.

Jill said, “I should have known he had a mistress when he started complaining of being tired. Alice told me many times to dump him,” and added in a whisper:

“We rarely made love in two years. I bought sexy lingerie and adult videos; nothing worked. I blamed myself for being an old woman. I had a tummy tuck in hopes of pleasing him.”

Boldly, I whispered, “You can dress sexily for me. I’ll watch adult videos with you. I admire you.”

Blushing and while touching my face, she said: “I know you do. I thought of you many lonely nights as Ron slept snoring next to me.”

After a pause, Jill got up, and said:

“I need to calm down. It’s a nice day. Let’s walk in the garden.”

As we walked in the garden, Jill showed me her flower beds and hanging branches that needed to be cut. Under a maple tree, I hugged Jill lovingly and French kissed her; after she kissed me back, she said:

“Don’t you see I’m an old woman, soon to be a grandma, with drooping breasts and wrinkled neck?”

I hugged Jill and said:

“I only see you as a very attractive lady. I would love to see you in sexy lingerie,” and pushed my hard cock in to her tummy.

Jill blushed and said, “It’s nice and warm inside. Let’s go in. I need to freshen up.”

Jill thought: “Danny cares for me. He wants me. He loved my boobs last night. I’ll dress sexily in the tight black tank top with no bra. He’s so handsome and strong.”

I walked behind her watching her undulating buttocks and my cock hardened more with desire for her voluptuous body. Jill returned to the living room a short while later: she was in high-heel black sandals, shorts, and a red jacket. She applied red lipstick and light-blue eye shadow, and put on a short two-strand pearl necklace with a tear drop pendant and pearl ear rings. Smiling at me, she removed her jacket to reveal a black, low-cut, tight-fitting tank top; she was braless and her pendulous breasts outlined sexily. My cock grew thicker and I had trouble walking.

I whispered, “That’s a sexy outfit.”

Blushing, Jill cooed: “Thank you,” and added:

“Let’s look at a few more computer files.”

After I sat in front of the computer, Jill stood on my left. As I explained the contents of a few files, she leaned over to see the numbers on the monitor while pressing her boobs on my shoulder. I turned my head towards Jill to find her tank top-covered large drooping boobs close to my face; I rubbed my face on her tank top-covered right boob, and gently bit her protruding nipple. I also inhaled her freshly applied perfume on her cleavage.

After a while, she French kissed as she pressed my painful hard on with her small right hand. I turned off the computer, and led Jill in to the living room. I sat on a sofa and pulled her to sit in my lap. Jill did not resist and cooed:

“I like this seat; it shows you like me.”

I pulled her in to my arms and hugged her feeling her boobs in my chest. I put my hands underneath her tank top and, while French kissing her, I grasped her boobs and pinched her nipples. After the kiss ended, I continued fondling Jill’s boobs, as she leaned her head back, and closed her eyes.

Jill got off my lap and whispered, “Take off your jeans and shirt.”

I said, “Take off your shorts.”

Blushing, Jill removed her shorts. She had on skimpy, black, silk, panties that barely covered her crotch.

I whispered, “Wow. You are a sexy woman.”

Jill cooed, “I bought these two years ago,” and, after pushing me to sit on the sofa in my boxer shorts, climbed on to my lap.

Jill rubbed my hairy chest and cooed:

“You’re muscular. Strong,” and, giggling, added:

“You’re thing’s poking me in my bum.”

I whispered, “You look more voluptuous than I imagined in my dreams.”

Giggling and blushing, Jill asked, “What have you been dreaming about me?”

I whispered, “Things like this,” and, after lifting her tank top, I started suckling her left nipple and fondling her right boob.

Jill closed her eyes and cooed, “Naughty things. Feels good. Suckle the other one,” and directed my head to her right nipple.

Shyly, Jill asked, “Did you get turned on dreaming of me?”

I mumbled, “Yes,” as I suckled her nipples.

Jill asked, “Did your cock get hard thinking of me? Like right now? Did you jack off many times?”

Again, I mumbled, “Yes; one evening I jacked off four times.”

Jill blushed and cooed, “Four times, uh? May be you can love me four times one night!”

Boldly, I whispered, “I would love to.”

Shortly, I whispered, “This is a dream come true. Hold on tightly to my neck for the next dream; just trust me.”

Jill giggled and held on to my neck, as I carried her from the sofa to the large dining table. Gently, I put her down at the edge of the table and pushed her to lay on it. I sat on a chair, lifted her legs, spread her knees, and kissed her tapered thighs from knees to crotch. Gently, I pushed my nose in to her crotch and inhaled the fragrance of her arousal fluids mixed with a floral perfume.

Jill thought: “Danny has his nose in my panties-covered crotch and is sniffing it. I don’t recall any guy doing that. I want his mouth on my vagina. I’ll tell him to take off my panties.”

Supporting herself on her elbows, Jill lifted her head, looked at my face in her crotch, and whispered:

“Honey, take off my panties,” and lifted her buttocks as I pulled her panties down her thighs.

Jill watched intently as I gently ran my fingers through her dense, blonde, pubic hair. She tilted her head back soon after I started licking her pink, wet, slick pussy labia, and engorged clit. After about the tenth lick of her clit with my flattened tongue, her crotch began to convulse wildly, and Jill held my head tightly against her pussy:

“Dannnyyyy. Ohhhhhh. Ahhhhhh. Ohhhhhhh.”

With her right hand on her forehead, Jill said:

“That’s the most intense orgasm of my life. I’m drained of all my energy.”

After getting off the table, Jill French kissed me; she cooed:

“It has been a long time since any one sucked me to an orgasm; you did it just like in the video,” and blushed when she realized she admitted to watching an adult video.

Jill: “I can’t wait to get my hands on his stiff cock. I have not held one this big in my hand for a few years.”

As I fondled Jill’s tight buttocks, she cooed:

“It’s my turn to play; sit comfortably in that sofa.”

After I sat in the sofa, Jill slid to her knees, pulled down my boxer shorts, and gently grasped my throbbing rigid cock. She cooed:

“It’s been a long time since I jerked a guy. It’s warm and thick, and throbbing,” and gently licked the head several times.

I whispered, “Wrap it with your boobs,” and helped Jill take off her tank top.

After wrapping her boobs around my cock, Jill cooed:

“Isn’t this better than jerking off?”

I mumbled, “Yes. I’m clooose.”

Jill cooed, “Ok. I’ll pump it,” and, after grasping my rigid cock in her small hand, pumped it slowly while intently watching my leaking cock head.

Soon, my cock spewed out gobs of cum; after the first few spurts landed on my chest, Jill carefully placed her mouth around my cock head and caught my jism in her delicate mouth.

Jill said in awe, “That was a big eruption.”

Later, she giggled when she saw my cock was still stiff; she looked at her watch and said:

“Let’s go play tennis and have lunch afterwards.”

I said, “Great. Let’s go out for lunch.”

“Let’s have lunch here and may be go out to dinner,” said Jill.

I agreed. Jill wore a conservative short-sleeve tennis dress. She and I played two sets against another couple. She gave me many pointers on how to play and we won both sets because of her well-placed fore hand shots and her vision of the court. Jill declined an invitation to have lunch with her friends.

After the league match, I said:

“I’m rusty with my forehand and backhand strokes; I need to put in more practice.”

Jill said, “You can practice hitting the ball against the wall at home. I’ll help you practice tomorrow,” and added shyly:

Later, as I was driving, Jill said:

“I like playing doubles. I get a nice work out, without having to run too much and get too sweaty.”

In the game room of Jill’s home, she bent down to untie her tennis shoes, exposing her white cotton panties-covered voluptuous ass. After she stood up, impishly she turned around, smiled at me, and cooed:

“You like what you see?”

I quickly walked to her, hugged her, kissed her neck, and whispered in her ear:

“Jill, you are a gorgeous lady,” and, to make my desire to fuck her clear, pushed my hard on in to her ass.

Jill thought to herself: “He’s turned on seeing me in my tennis outfit. Tomorrow, I’ll wear the very short skirt at the bottom of the drawer; it should get his juices going.”

Jill turned around, French kissed me passionately, rubbed the outline of my erection, and cooed:

“I am a little sweaty from playing tennis; I need a shower.”

As she pushed her pillowy boobs in to my chest, I continued kissing Jill’s lovely lips, and neck, and whispered:

“You smell fine to me.”

Giggling, Jill wiggled from my embrace and walked towards the kitchen. She ran when I took two steps towards her sexy, undulating buttocks. I caught her in the kitchen and French kissed her. Again she wiggled out of my embrace and began to put together our lunch; I was delighted to stand behind her, and fondle her covered boobs and kiss her salty neck.

I opened a wine bottle, poured and handed Jill her wine glass. After Jill said, “To our friendship,” we clicked our glasses.

We sat together in the living room to eat lunch. Jill took couple of sips and sighed deeply. She touched my hand, looked into my eyes and said,

“I am glad you are here,” and kissed me on my cheek.

Gently, I pulled Jill in to my arms and kissed her red lips; in turn, she hugged me pressing her big boobs in to my chest. Impishly, she took a sip of wine and kissed my mouth; I drank her saliva-mixed wine. I kissed Jill’s mouth for several minutes; she closed her eyes and moaned with pleasure. Still kissing, I slid my right hand on Jill’s covered left boob.

Jill cooed, “You make me happy.”

After we ate our lunch, Jill cooed:

“I want this evening to be a special one. Please come here at six. I’ll make vegetable lasagna for dinner; I like pasta.”

I asked, “Can’t we go to a restaurant?”

In a low voice, Jill said, “I’m a married woman. My husband is still alive. I don’t want to be seen out all dressed up on a date,” and added:

“Just to avoid gossip, park your car in the garage. Oh, you need a clean tennis outfit for tomorrow.”

I nodded my head and left.


I dressed in a long-sleeve shirt, dress slacks, and a jacket; I packed my travel bag for overnight stay with Jill and clean tennis ware. On my way to Jill’s, I picked up a large bouquet of flowers and a bottle of chilled Chardonnay wine. When I reached Jill’s home, she was still getting dressed. A few minutes later, she came to the living room in a maroon short strap-less dress covered by a sheer blouse that showed a generous portion of her cleavage. Her blonde hair was pulled back and held by a maroon silk ribbon. She had on bright red lipstick, light-blue eye shadow, a gold necklace, and short, dangling, ruby-encrusted gold, ear rings. She had on maroon shoes and shiny black stockings.

I said: “You look lovely,” and handed the bottle of wine and the bouquet of flowers to her.

Jill gushed, “I’m not used to getting flowers. Thanks.”

Jill placed the flowers in a crystal-glass vase on the dining table. We had dinner with wine in the Lanai. Jill told me about growing up in a strict home. When she was a senior in college, she met and married Ron, an older widower with a baby daughter: Sally.

I said, “You know a lot about me. There’s not much new.”

After a pause, she asked, “How’s the lasagna?”

I said, “I like it very much,” and added:

As Jill put the leftover food away, I rinsed the used dishes and cutlery, and put them in the dishwasher. Jill gushed:

“I’m impressed you help in the kitchen.”

I said, “I’ve other intentions. I think we can make better use of our time. You look especially lovely tonight.”

As Jill blushed, I led her to the living room, put on a Charlie Parker jazz CD, and slow danced with her. Gently, I French kissed her red lips.

After a while, Jill whispered:

“I need to freshen up,” and walked towards the master bedroom.

When Jill returned, she had on a black knee-length see-through negligee over black silk panties and gloves, open-cup bra, stockings, and garter belt. She looked tall in black high-heel sandals. She hugged me and, after helping me remove my clothes, firmly grasped my rigid cock and led me to the bedroom.

Jill’s bedroom was decorated in pink décor; two lamps on the dressing table illuminated both of us. Two burning incense sticks provided soothing aromas. Jill stood in front of me facing a full-length mirror and placed my hands on her large boobs hanging out of her open-cup bra.

I whispered:

“They’re beautiful,” and tweaked her erect nipples.

Jill said, shyly, “They grew a bit since I turned 40; more saggy now.”

Quickly, I said: “They’re fabulous,” and hugged Jill passionately.

Grasping my stiff cock, Jill cooed:

“Darling, love me,” and looked intently at our images in the mirror as I fondled her boobs, pinched her nipples, and kissed her neck. For several minutes, Jill did not let go of my cock.

I knelt in front of Jill and massaged her athletic legs and thighs. After I lowered her flimsy panties down her thighs, Jill shuffled backwards to lie on the end of her bed. Slowly she wantonly spread her thighs wide open to expose her aroused cunt and cooed:

“Honey, suck it. Please.”

I crawled on my knees to Jill’s sex treasure and commenced licking and sucking it. After I gently tweaked her distended nipples, Jill cooed:

“My cliiit; suckkk it. Uhhhhh. Suckkkkkkk.”

Soon, Jill had her second orgasm on my mouth:

“Dannnnnny. Ahhhhhh. Ohhhh. Ohhhhhh.”

I got up and lay on the bed on my back.

After savoring her orgasm a long time, Jill sat up and cooed:

“I can’t believe I had two orgasms in one day.”

She saw my rigid cock waving in the air; after grasping it with her small gloved hand, asked:

“What’s your pleasure?”

I said, “Darling, ride me after I sit propped up.”

Jill whispered, “This is the first ride for me. I saw it being done in the videos,” and mischievously added:

“It’s called a lap fuck.”

Slowly, she sat in my lap with her knees on either side of my thighs and her crotch pressing on my rigid cock. She hugged me and lovingly rubbed her large boobs on my chest. Holding on to the head board, Jill slowly maneuvered to support herself on her feet, squatted, and opened her crotch wide. She whispered:

“Be patient. I have not done this in a while. I will insert it slowly.”

I nodded my head. I held my leaking cock in place as Jill very slowly impaled herself on it. Jill sighed deeply after my entire cock became embedded in her pussy and then gave a satisfied smile. Because I was sitting propped up, I was able to French kiss Jill, kiss her neck, and fondle her boobs. With my encouragement, Jill fucked my cock taking it deep in to her wide open pussy.

I tried to hold off my climax as long as I could. But Jill’s snug lubricated pussy continuously massaged my cock. Fondling her voluptuous body also was highly stimulating. It didn’t take me long to reach my climax.

I whispered, “I’m close. Cummming. Cummmming. Ahhhhhh.”

When Jill got off of me, I saw my cum flowed out of her pussy and coated her pubic hair. After freshening up, Jill and I put on robes, and had milk and cookies. Together, we watched a two-hour movie on TV.

To my delight, Jill let me suckle her boobs during commercials. At the end of the program, she cooed:

“You’re making my juices flow all evening.”

I whispered, “It’s too early to go to sleep,” and kissed her neck.

When Jill saw my stiff cock had formed a tent underneath my robe, she cooed:

“Oooh, you want me again. I want to wear another outfit for you,” and left for her bedroom.

Later, when I went to the bedroom, Jill was seated at her dresser putting on red lipstick.

She had put on a bright red: a baby-doll see-through dress, silk push-up bra, and panties. She stood up and asked:

“Do you like it?”

I hissed, “Yes. Just gorgeous,” and hugged her passionately, fondled her well-shaped buttocks, and rubbed the backs of her thighs and smooth armpits.

After I laid on the bed, Jill fondled and rubbed my balls with her gloved hand, and sucked my cock to full length. I nudged Jill to lie on her left side; after she raised her bent right leg up, slowly I snaked my cock in to her cum-filled pussy. For several minutes after coupling, with my cock deep in her snug pussy, I kissed her neck and fondled her sagging boobs.

As Jill mumbled and moaned with passion, I fucked her jism-filled pussy for about 15 minutes before I had my climax. Jill used several tissues to plug her vagina and keep my jism from dripping on the bed sheets. Both of us were tired from our physical exertion and fell sleep.


I slept soundly for several hours. When I woke up at ten, Jill was not next to me. In the bathroom, I saw clean towels, a robe, and a note:

“Darling, I am going to the Real Estate office for a meeting. I hope to be back by Noon. In case you’re worrying about Adam, I am sure he’s doing fine at your in laws; just call them. You will find a pot of coffee and Danish in the kitchen. Help yourself to anything else —. Love, Jill.”

I called my in laws on my cell phone and found out Adam was busy watching Sesame Street. I told them I will see him that evening. After I took a long shower, I decided to make omelets for lunch.

At about eleven, Jill returned home. She was dressed in a black short-sleeve dress, stockings, and low heels. She had on a black sun hat, two-strand pearl necklace with a large gold pendant, and pearl ear rings.

As I hugged her in the kitchen, she asked, “What am I smelling; it’s nice.”

I said, “Omelets with onions and green peppers. We will have toast and orange juice.”

I asked: “How are things?”

Jill replied, “I called the nursing home; they said Ron was sleeping. I had a meeting with Ron’s accountant. He was very cooperative,” and hugging me cooed:

“How’s my lover?”

I said, “I’m fine. Let’s have lunch. I skipped breakfast. I’m starving,” and added:

“You look gorgeous; don’t change clothes.”

Jill blushed and cooed, “Thank you. I have to freshen up.”

When Jill returned I detected freshly sprayed perfume. After sipping a half glass of left over wine, she relaxed. After lunch, Jill carried her plates to the kitchen and cooed:

“Let’s leave the dishes in the sink.”

When I hugged Jill passionately, she cooed:

“Danny, I’ve to hang up my dress,” and tried to slip away.

Still hugging her, I pleaded, “You look beautiful. Please let me love you in your underwear.”

Giggling, Jill asked, “Is it one of your dreams?”

I blushed and said, “Yes,” and helped Jill take off her dress and lay it on a sofa.

Jill had on a black lacy silk demi bra, black thigh highs, and lacy panties. While hugging her, I fondled her bra-covered boobs. After I lifted Jill to sit at the corner of the L-shaped counter, I sat in a chair and rubbed her thigh high-covered muscular calves and well-tapered thighs.

When I started licking Jill’s panties covered pussy, she leaned back on her hands, angled her crotch up, tilted her head back, and moaned with pleasure. Slowly, I pushed her panties aside and licked her bare pussy.

Jill cooed, “What are you doing to me in my kitchen, lovely man?”

I mumbled, “Loving you, darling.”

After a while Jill whispered, “This is not comfortable,” and I helped her get down from the counter and kissed her panties-clad tight buttocks.

Jill giggled and cooed, “Is there anything of me you don’t love?”

I said, “Nothing.”

Softly, Jill cooed:

“You need to practice your backhand before you leave; we have tough opponents next week.”

I got dressed for tennis and waited in the game room. Jill came dressed in a skimpy white tank top, bra-less, and a short frilly skirt; I could see her panties as she walked. I got aroused.

I said, “Love your outfit.”

Jill giggled and insisted on practicing as we planned. She spent a lot of time showing the proper foot work and racquet grip all the while rubbing her sexy body against mine. Jill also walked around the small court with her boobs bouncing sexily which almost spilled out of the tank top. After I hit a tennis ball against the wall a few times, giggling Jill said:

“You appear to be distracted.”

I said: “I love your tennis outfit.”

Jill giggled and cooed, “Thanks. You said that before.”

I mumbled, “It’s due to your voluptuous beauty.”

Blushing, Jill said, “Also due to hornies of a young guy.”

My cock was rigid and precum began to flow. In the game room, as Jill lit the gas-fed fireplace, I caught her by her waist and hugged her. She shrieked in mock surprise and said:

“Wait till I change.”

I whispered, “Leave your tank top on, please.”

Jill thought to herself, “I’m getting more loving in two days than in past two years. He likes to see my boobs jiggle and bounce.”

After sliding to my knees, I kissed both her thighs and panties covered crotch. I lowered her panties to her ankles, and rubbed her thick clit and labia. As Jill held on to a sofa, I lifted her left thigh and licked her pussy till it became slick.

I whispered, “I want you now. I’ve been excited since I first saw you in that outfit.”

Fondling my cock lump, Jill cooed, “Ok, honey. I want you too.”

As soon as I removed my shorts and underwear, Jill grasped my rigid erect cock in her small hand and shyly asked:

“Can we do a 69?”

I nodded in agreement; Jill led me to a sofa and nudged me to lie on my back. Holding my stiff cock in her small hand, Jill straddled my chest and, as I nudged her shiny buttocks, wiggled her ass close to my face.

As Jill sucked my cock periodically and whispered endearments to it, I was thrilled to first see up close her blonde bush, and glistening labia and clit. After I licked Jill’s clit, her slick nectar began to seep out of invisible pores. Jill moaned as I rubbed her pretty pink-brown ass hole.

Realizing I was close to cumming, Jill got off of me, straddled my crotch, and snaked my oozing cock in to her slick pussy. Suddenly, she became still, removed her tank top, and said:

“I’m having a hot flash. I’m perspiring. It will go away in a few minutes.”

After a while, she said, “May be I should wash up.”

I pleaded, “Darling you look lovely. I’m glad to see your voluptuous body in daylight.”

Jill giggled and said, “I can tell; your cock is throbbing inside me.”

She then held my head, leaned forward and, while French kissing me, began to fuck my cock. While whimpering and cooing, she continued to fuck my cock. Our naked sweat-covered chests stuck together as Jill repeatedly pounded my cock. I was in awe of her passion. I held on to her meaty buttocks, as she continued to fuck me. Suddenly, Jill became still and mumbled:

“Cummming. Godddd. I’m cummming. Dannnyyyyy,” and, after kissing my face, rested her head on my chest.

Jill used her tank top to wipe her face and neck, and slowly got off of my still rigid cock. After Jill pulled me up to stand, I hugged her and began to hump her crotch in search of her juicy cunt. Jill giggled and quickly lay on the carpeted floor. I knelt in between her thighs, spread them wide, and, as she watched intently, quickly licked her pussy nectars. Slowly, I snaked my precum covered cock in to Jill’s slick pussy until my brown pubic hair touched Jill’s matted wet blonde pubes.

Watching Jill’s sweat-matted hair and -covered boobs that spilled over to her sides turned me on. It was my turn to hug her in a passionate embrace and pound her pussy. Jill whimpered and grunted happily as I fucked her juicy snug cunt for several minutes. In turn, I mumbled:

“Greattt. Jilllll. Fuckkkkk. Cummming. Ahhhhh.”

Jill thought to herself: “I never did it on the game room floor. I’m glad wearing a tank top without a bra turned on Danny. I’m totally naked. He saw all of my wrinkles and my sagging boobs. He was still turned on. He cares for me.”

After my cock spewed out several jets of cum, I said:

“That was awesome. I could not wait.”

Jill cooed, “You sure released another big load in me. I need to freshen up,” and left.

Later, after putting on a robe, as I watched a ball game on TV, Jill laid next to me on the sofa with her head in my lap. She asked:

“How does left over lasagna and salad sound for dinner?”

I said, “Fine. Let’s eat early, I want to spend some time with Adam.”

Soon, Jill fell asleep and was snoring softly. Later, I too fell asleep.

I was awakened by Jill who offered me a cup of hot tea and cookies. She looked very attractive in a short pink silk robe and smelled nice after a shower. Smiling, she said:

“I thought you may like to see my photos.”.

I said, “Fine,” and walked with her to her den; Jill opened an album containing photos of her marriage and the first year afterwards. She looked beautiful in a white wedding dress and voluptuous in swim suits. I said:

“You’re more voluptuous now,” and grasped her robe-covered buttocks.

When I saw photos of Jill’s cleavage and tight ass, my cock became erect. Jill cooed:

“I always thought my ass is my best asset. Ron told me he married me for my ass.”

On an impulse, I slid to my knees, lifted up Jill’s robe, and kissed her exposed and panties-covered buttock flesh. Jill giggled and cooed:

“You’re supposed to see my photos, instead of kissing my buttocks.”

I said, “Ok, show me photos of you in a swim suit.”

Blushing, Jill showed me several photos of her in swim suits. When I saw the one she wore when I was 12 years old, I grasped her buttocks and said:

“I’ll never forget that swimsuit; it was the first time I saw you as a sexy voluptuous woman.”

Lovingly, Jill grasped my erect cock, and cooed:

“I’m so glad you’re turned on by my body. Let’s have dinner first.”


While having dinner, Jill said:

“I like wearing sexy lingerie and making up sexily for you,” and shyly added:

“I also like to watch adult movies. It seems like I rediscovered my sexuality.”

I said, “I love to see you in sexy clothes and lingerie, and watch movies with you.”

After dinner

“While you clear the dishes, I will freshen up. I want to wear one of the expensive outfits I bought.”

Several minutes later, Jill returned in a full-length black fishnet stocking with an open crotch and two openings for her drooping boobs, and fish net gloves, and cooed:

“You like this sexy outfit?”

I whispered, “Honey, you look ravishing,” and quickly walked up to her and hugged her tightly. As I kissed Jill’s long neck, glistening cleavage, Jill giggled and cooed:

“Let’s watch an adult video; it was recommended by a friend.”

I asked, “Who?”

Shyly, Jill replied, “Alice.”

“Alice, my Mom?”

Jill replied, “Yes. She said she has seen it. It’s about older women loving younger men.”

I said, “You know my Dad is bald and looks old; actually, he’s ten years younger than my Mom.”

Jill said, “About a year ago, she hinted I should take a young lover to get even with Ron. She talked a lot about you. But I was not ready to dump him until I was convinced of his infidelity.”

I said, “I am glad to know Mom wants us to be together.”

In the video, after exchanging pleasantries with the smiling older woman (Betty) for several minutes, the young man (Mikey) French kissed the much older lady for a long time. Mikey was dressed in jeans, a tank top, and sneakers.

After Mikey sat on a sofa, Allie brought coffee and cookies, sat next to him, and rubbed his back and thighs. After eating a cookie, Mikey kissed Betty passionately, removed her robe, unhooked her lacy bra, and fondled her large drooping boobs.

Jill whispered, “Alice said there’s more petting and talking in this video; in many videos, within a minute, the man and woman take off their clothes.”

As Mikey suckled on Betty’s nipples, she watched his face intently and rubbed the outline of his hard cock.

Jill said, “Mikey is turned on; his cock is hard.”

Soon, the young man removed the old lady’s lacy panties, nudged her to spread her legs wide and, as the woman moaned with pleasure, he licked her clean-shaven pussy for several minutes.

After a while, Betty turned towards Mikey, and helped him remove his tank top, jeans, and underwear.

Jill said, “Some how she keeps on her high-heels.”

I said, “I am excited seeing the mature woman letting the young guy have his way with her.”

Jill cooed, “You come by it honestly.”

My cock had grown fully erect. Wanting it in Jill’s love hole, gently I inserted my middle finger in Jill’s pussy; it was wet and slick. I nudged her to impale herself on it facing away from me.

As both of us watched the video with my stiff cock deep in Jill’s pussy, I grasped her large drooping boobs in my hands and tweaked her nipples. After I whispered to Jill:

“I would rather focus my attention on my voluptuous lover.”

Jill cooed, “Thank you,” and turned off the VCR and TV.

As Jill whimpered incoherently, while holding on to her boobs, I fucked her snug lubricated pussy for several minutes. Sensing I am close to another climax, Jill cooed:

“Come deep in me Danny. Cum, Cum,” and I did just that.

After freshening up, I went to see Adam and spend the night at my in laws.


After Mom and Dad returned from vacation, they took care of Adam when I was on out-of-town jobs. Two days later, Ron went in to a coma and Jill spent much time being near him. My Mom spent much time helping Jill and occasionally coaxed her to play tennis matches.

A week later, I was out of town on a job; late one night, Jill called me at the motel where I was staying and said:

“Ron passed away this morning,” and added:

“I’m a widow. Please come home. I need your support.”

I took a leave of absence from my job and stood by Jill through Ron’s funeral until Jill assured me she will be busy taking care of many aspects of RJH Associates. Sally came with her husband and stayed for a few days. When Jill mentioned to Sally Ron’s girl friends, Jill told her that she saw her Dad with one young woman.

Afterwards, even though I saw Jill many times, I knew she was too grief stricken to love me. I kept busy working and taking care of Adam; I took him on a week-long trip to Disney World. When I was out of town, Jill and I spoke on the phone; she kept me informed of her efforts to take control of Ron’s businesses.

Jill took steps to take control of RJH Associates. My Mom, who had worked as an administrative manager, helped her evaluate all the employees. Jill fired three employees whose performances were poor; among those fired were a well-endowed young woman named Kristin and her friend who also had a long-term affair with Ron.

When Jill learned Ron had affairs with more than one woman and even Sally knew about one of them, her grief subsided; she accepted that the man she loved for a long time was not faithful to her and it’s time to live her life.


Soon after Jill took over RJH Associates as President and CEO, she planned a reception for staff and customers at the real estate office on a Friday. During that week, I worked on an out-of-town project; Jill called me at the hotel and after exchanging pleasantries asked,

“What time are you coming home Friday?”

I said, “In the afternoon, about four.”

Jill cooed, “I missed you; can’t wait to see you. Come to my office as soon as you can.”

I said, “Ok, see you tomorrow.”

Next day, I drove straight to Jill’s office. Her Assistant, an older woman, told me Jill was expecting me, and alerted Jill I was coming in to her office.

In Jill’s office, I saw she was dressed in a black short-sleeve silk dress, shiny black stockings, and black low-heel shoes; her blonde hair was pulled back and tied with a black silk ribbon; she had on large gold-plated stud ear rings, a multi-chain necklace, light-blue eye shadow, and red lipstick to match her finger nails.

Jill told her assistant to close her office, take the rest of the day off, and forward all phone messages to a voice mail box. She said:

“We had a reception this morning for the customers and staff. Now, this reception is specially for you.”

Jill got up from her plush chair, and hugged and French kissed me passionately for several minutes. After locking the office door, as she hugged me lovingly, she cooed:

“Danny, I missed you; really missed you,” and led me to her, plush, swivel, chair behind her desk, and sat in it.

With me standing next to her, Jill cooed:

“Honey, I bought new sexy lingerie,” and wantonly put her right thigh over the arm rest.

Eagerly, I slid to my knees on the carpeted floor, rubbed her stocking-covered legs and thighs, and slowly lifted her left thigh. Jill had on open-crotch black panties that framed her blonde-haired crotch; her pussy lips were glistening with her love juices.

As I smelled her crotch while rubbing my nose in it, Jill cooed:

“I’ve been thinking of you all afternoon; suck my pussy, lover.”

Indeed, Jill’s pussy was slick and filled to the brim with her passion-driven nectars. Holding my head in her hands, Jill steered it where she wanted to be licked and sucked. Eventually, when I was gently sucking her slick enlarged clit, she held my head in place and mumbled:

“Right there honey. Theeeere. Suckkkkkkk. Ohhhhhhhh.”

After savoring her orgasm for several minutes, Jill lovingly unbuckled my slacks, lowered my underwear, and pulled out my raging hard on. In turn, I helped Jill remove her dress; she had on a black push-up lacy bra and silk panties; her nipples were distended due to excitement.

Jill led me to a black leather couch, sat in it, put her legs on the arm rests, and opened her thighs wide. After I knelt in front of her open thighs, she grasped my hard cock, and guided it through the opening in her panties in to her sopping pussy.

Jill held on to my hips as I plunged my cock in and out of her well-lubricated pussy slowly at first and then at a steady pace.

I savored the vision of voluptuous Jill dressed in the black push-up bra, open-crotch panties, wide-open thighs, my cock sliding in and out of her juicy pussy, and the feeling of her snug lubricated pussy grasping my cock.

I mumbled, “I’m close. Cumming. Cummmming. Cummming,” as a large amount of my cum pulsed out of my cock in multiple jets.

Several minutes after my climax, Jill cooed in surprise:

“You’re still hard.”

I whispered, “It’s been a long time; I really missed you. This couch is perfect to see your voluptuous body and make love to you,” and resumed plunging my cock in to her wide-open cum-filled pussy.”

Having climaxed once, I was in no hurry for a second climax. I loved Jill for a long time pausing to remove her bra, kiss her sagging boobs, and watch my cock sliding in and out of her snug pussy.

Jill whispered, “Danny, they’re all yours,” and, giggling, added:

“My pussy still has a lot of use left in it.”

In turn, Jill enjoyed our love making: she closed her eyes partially and tilted her head back. I found it more stimulating when she grasped the back of the couch with both hands while exposing her smooth armpits.

After my second climax, I collapsed on Jill’s chest. As she stroked my sweat-filled hair, she said:

“It’s a great way to initiate my new office.”

After we freshened up in her private bathroom and got dressed, Jill said:

“I made a reservation for dinner at Bella’s Italian Restaurant. Adam is being taken care by a baby sitter at my home; your Mom helped him pack a number of toys and video games.”


I am still working for the same ISP company. Jill goes to her office three days a week. She appointed my Mom as a part time office manager. When I go on long out of town jobs, Jill comes to visit me. My Mom has been giving Jill new OW/YM videos to review; Jill and I also have our favorite collection.

Adam loved Jill and to swim in her pool. One day, Jill said:

“There’s plenty of room in this house. Adam can have his own bedroom. You know I love him.”

Adam, Jill, and I are living together. With Jill’s coaching, my tennis game improved considerably. Mom and Dad visit us frequently. Many a time, I call ahead and stop at Jill’s office to lap her sweet mature pussy and fuck it or she calls me to have her pussy sucked and fucked. Jill wears sexy lingerie all the time and keeps me excited.


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