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When I Am An Old Woman, I Shall Wear Nothing

1 June, 2018 (00:44) | Swinger Sex Stories | By: admin

by Tony Tiger (


Older woman enjoys the single life... finally. (FM+,


Maggie dried herself after the shower. She looked for 
her robe but had forgotten it somewhere. As she exited 
the bathroom she saw herself in the full length 
mirror. "Not bad for 55 and 2 kids," she thought. 
Realizing that it was warm and no one else was home, 
she decided to be adventurous and just forget about 
the robe. Just yesterday she had read the poem "When I 
am an old woman, I shall wear purple". 

Catching up on reading was her main activity for the 
first month after retiring from a career as a 
schoolteacher. Her husband had died a year earlier and 
her kids were grown and moved away. She had a slim 
body with full slightly sagging breasts and it was 
kept in excellent condition with careful eating and 
regular visits to the adult wellness center.

The poem had struck a deep resonance in her. Her life 
had been very predictable and conservative. At age 
twenty one, after graduating from college, she married 
her high school sweetheart as a wedding night virgin. 
She had brought forth two children and had weekly sex 
until a year before her husband's death. They had been 
active at church and travelled a bit but nothing 
adventurous, as that was just not her husband's style, 
and she was a dutiful wife. 

She knew that there was something missing and visiting 
with the other women at the wellness center was really 
setting off her curiosity. They talked about porn 
sites on the web. She had never seen a picture of a 
nude person of either sex. She was curious but hadn't 
followed up yet.

It felt good to go about the house nude. It was 
freeing and a bit wicked. "What if someone came to the 
door? Should I just greet them this way?" That thought 
gave her a tingle. Mmmm, this was kind of fun! Her 
full tits swung and swayed as she moved around. 
Sometimes they brushed against things and made her 
nipples feel good. 

She took the first romance novel of her life and laid 
out on the chaise lounge in the fenced back yard by 
the pool. As she got to the steamy parts, her fingers 
strayed to her crotch, parting the fine fur and 
rubbing her clit. The story and being exposed outdoors 
were very exciting and she brought herself off before 
long. Over the next few days she enjoyed the rest of 
the novel in a similar fashion. 

The next time sex was brought up in conversations at 
the wellness center, and it frequently was, she got 
some web site recommendations from the other women. 
This was another revelation for her. The pictures, 
videos, and erotic stories got her in a high state of 
arousal. This unusual stimulation drove her to use the 
dildo her husband had given her when he was unable to 
perform due to his illness. But that was lacking as 
well. She came to the profound realization that she 
had missed quite a bit having never been an 
independent single woman. But now was her chance!

In the house behind hers was a widower her age that 
had lost his wife about six months earlier. The 
couples had been friends and would do things together 
from time to time but never really became close. She 
liked Ray's personality and he had appreciated the 
meals she took him for a while after his spouse passed 

Maggie didn't think he had developed another 
relationship yet from the occasional conversations 
they had. Her new horniness overcame her insecurity 
and she invited him to dinner. Right on time he came 
through the gate between their yards bearing big 
bottle of wine. They ate and drank by the pool, both 
of them enjoying the food and the company. After much 
of the wine was gone, Maggie cleared the table and 
invited Ray for a swim under the stars. 

He protested that he had no suit and Maggie simply 
began stripping. He got the idea real quick and soon 
joined her in the pool. They swam, talked, and played 
for a while. Maggie took his hand, leading the way out 
of the pool and they toweled each other off. Talking 
ceased as touching and kissing became a much better 
way of communicating. Towels were thrown over the big 
chaise lounge and Maggie opened her thighs to welcome 
only the second cock of her life. 

The dildo had kept her vagina conditioned so Ray 
entered easily and fucked her with technique and 
energy she had never known existed. She was almost 
delirious with the pleasures of repeated climaxes by 
the time Ray shot his cum into her. After hugging and 
kissing for a while Ray pulled her on top of him and 
showed her how to ride a love pole. As he played with 
her firm hanging boobs, she reached a final climax 
when she felt his hot semen deep in her cunt and lay 
down on top of him. 

Sometime later she stirred and weakly said, "Thank you 
for an amazing evening. Let's talk tomorrow..." She 
climbed off Ray and staggered into the house, leaving 
her partner to find his way home.

It was midafternoon before Ray's phone rang. A 
somewhat timid voice asked him to meet his neighbor at 
her poolside. When he came through the gate Maggie was 
wearing a short pool cover-up and had two ice teas on 
the table. She smiled at him as he sat next to her and 
reached out for his hand. Ray let her lead the 

He asked questions that would encourage her to talk 
since that is what he sensed she really needed to do. 
At first the conversation was light and avoided the 
events of the previous evening but Ray guided it 
towards her feelings. After he learned about her very 
limited life and the recent decision to explore new 
things, Ray excused himself and retrieved a bottle of 
champagne from his house. He proceeded to toast the 
"new Maggie" and the beginning of the rest of her 

He praised her attractiveness and the adventurous 
spirit she had demonstrated the previous evening. As 
the bubbly took effect, Maggie shed the cover-up and 
moved them to the double chaise. She noticed that Ray 
often looked at her body and his cock showed his 
appreciation. As she lightly stroked it she asked, 
"How did you learn to use this thing so well?" 

Ray replied, "Well, my wife and I each had a number of 
lovers in high school and college. Even when we met we 
didn't date exclusively for at least a year." 

Maggie interrupted, "Did you know that she was having 
sex with other men?" 

"Yes, she didn't hide it." 

"That didn't bother you?" 

"At first a little bit but then it became a turn on to 
know how sexy she was. It obviously didn't reduce her 
enthusiasm for me. I got all I could handle. She later 
explained to me that having more lovers actually made 
her hornier. When we became closer as a couple then 
her fuck buddies became fewer. 

"There was one, Pete, who she had been screwing before 
she met me and who was a special friend. They had long 
ago decided that it would never be more than 
friendship but they had great sex together. They 
continued once or twice a week even during our 
engagement until about a month before the wedding and 
then after the honeymoon until we moved to my new job. 

"My wife got her "extra Peter" several times a year 
whenever he or we could visit. The only exceptions 
were when we were trying for children and during her 
final illness. I got to know him as a friend."

Maggie was a bit flushed and said, "This has really 
turned me on. Please help me out..." Ray moved between 
her spread legs and surprised her by heading south 
with his mouth and tongue. 

This was a pleasure that Maggie had rarely experienced 
and she nearly trapped him between her thighs as she 
went off like a firecracker. Ray then moved up and 
slid his rigid rod to the hilt on the first stroke. He 
surprised her again by not beginning the usual in-and-
out but just stayed deep, moving only slightly and 
slowly, enough to keep the sensations awake. He held 
his weight off her and continued the story of their 
marital loving. 

"Over the course of our marriage we became very close 
friends with a few couples. We might swap for an 
evening, a night, or a weekend about once a month. 
There were a couple of great cruises where we played 
musical staterooms. When we got back together, my wife 
always made certain I knew who her best lover was. It 
was exciting to tell each other of our adventures and 
share anything new we had learned. I sometimes got to 
feel her partner's fresh cum on my cock and she might 
taste different women's flavors on me. I have learned 
just how much well-shared sex can add to a good 

Maggie asked, "Did you ever watch her having sex?" 

"Not at first. She was very sensitive about that even 
though she would tell me all about it when we fucked 
afterwards. Years later, when Pete would visit, the 
door to the guest room was sometimes left ajar with a 
bedside lamp on. I could peek through the opening to 
see and hear them going at it. I would always be back 
in our bed when she returned, ready for my cock, as if 
I had never left. After the kids were gone she became 
more relaxed about nudity even when Pete was visiting. 
Eventually Pete joined us in our big bed." 

Maggie had been pushing back against Ray's cock more 
and more. Her feelings were so moved and aroused by 
this story that she was nearly in tears. She 
whispered, "Your wife was such a fortunate woman... 
now fuck me like you fucked her!" 

And he did...

They spent time together making love at least once 
each day of the next week. Saturday night Ray took her 
to dinner and a concert and she asked him to spend the 
night. During breakfast, Ray said that as much as he 
enjoyed a whole night with her it might not be the 
best thing for that to happen very often. 

He explained, "You are just beginning to spread your 
wings and need the freedom to explore who you could 
become. You could too easily fall in love with me and 
that would hold you back. I want to be a special 
friend, lover, and mentor so understand when I resist 
some things it's for your best interests. I will only 
spend the night with you on special occasions for that 
reason. It would be good for you to develop other male 
friendships. You know that I am neither jealous nor 
possessive. You need to know that the wife of one of 
the couples we swapped with visits me about once a 
week. She says it is for my "comfort" but I think she 
just likes the variety." 

Maggie looked thoughtful, "I think I am getting a lot 
more attention lately from the men at the wellness 

Ray replied, "I believe that women who are well fucked 
have an aura that attracts other men. They are drawn 
like bees to honey. Are you interested in any of 

Maggie said, "There is one man about my age named Tom. 
He has been making a special effort to speak with me 
and do the same kinds of activities I am doing. He is 
trim and nice looking but we haven't talked very much. 
For me, a good man must be like you, a big brain as 
well as a big dick!" Ray encouraged her to have coffee 
with Tom and at least find out about his brain and 
personality. The dick part would have to wait.

They scaled back their couplings to every other day so 
that each of them would have some space. Maggie 
reported that Tom picked up on her interest and they 
had progressed to lunches and day outings. He was well 
educated and quite optimistic which suited Maggie 
well. Ray prodded her to check out the rest of the 
package so Maggie invited Tom to dinner by the pool. 
The scenario had worked well before and she was much 
more confident this time around. Tom was very ready to 
fall into her "trap" and the chaise lounge saw some 
more action that night. 

He was a bit bigger than Ray but not as skilled. He 
managed two rounds and she was quite satisfied by the 
time he left. Even though it was late, she had a 
request from Ray for a report no matter what the hour. 
Remaining nude on the chaise, oozing cum, she called 
her neighbor, "Come on over and see for yourself how 
well it went. You told me you liked seconds... how 
about thirds?" Ray burst through the gate already 
naked and hard. He took a quick taste of her twat and 
slipped his dick right in. "Oh my God you feel good! I 
haven't had fresh fucked pussy since before my wife 
got ill. Thank you! Thank you!" 

And then his cock throbbed and fired.

Maggie dated Tom once or twice a week. He took her to 
interesting places and activities and she enjoyed 
teaching him some of the sex techniques she had 
learned from Ray. Tom didn't seem to have any other 
women in his life and she didn't tell him about Ray. 
Ray got a cum by cum recounting when they fucked. He 
enjoyed her excitement as she told about exploring her 
femaleness. She also liked his stories about past and 
current sex adventures.

When the women at the wellness center talked about sex 
she listened carefully. Wouldn't they get a thrill out 
of her sex life, she thought. One had noticed how 
Maggie and Tom were interacting and had seen them out 
together. She asked, in front of the group, if they 
were a "couple". 

Maggie replied that they were good friends but not 
"steady", which was the truth as far as it went. 
Another woman, Myrtle, about ten years older than 
Maggie, asked her advice one day. It seemed that her 
72 year old husband was still horny and functional 
while sex had become painful for her. She had never 
liked oral sex and helping him masturbate was 
difficult due to her arthritis. 

His morals and social skills kept him from pursuing a 
girlfriend. She cared for him and his needs but didn't 
know what else to do. Did Maggie have any ideas? 
Maggie said she would think on it and talk to her 
tomorrow. That evening, in bed with Ray, she related 
the conversation and then added, "I've thought about 
helping her husband out, but would that make me a 

Ray replied, "It would be like the wife who comes to 
take care of me. It is being a "surrogate wife" and 
there are even women who do this as a professional 
service yet no one calls them prostitutes. Have you 
met her husband?" 

"Yes, Lloyd is a tall, solid retired farmer who brings 
his wife to the center fairly often. He is very polite 
and considerate of her." 

"It's your pussy Maggie, so it is your decision who 
you share it with." 

"I've got to think about it some more. In the meantime 
I'd like another helping of your loving."

When she met with Myrtle the next day it was not quite 
the answer that the older woman expected but she 
appreciated the caring behind Maggie's offer and had 
some questions. Maggie explained that the first time 
would be a trial for all concerned. She would like to 
be with Lloyd alone so it would be easier to get to 
know each other. "He's kinda big down there," the wife 
said, "and I've had enough experience to know, but 
he's real careful with it." 

That raised Maggie's interest level a good bit. She 
told the wife, "Tell Lloyd I'll bring you home 
tomorrow and to be there because I want to talk to 

Lloyd was really wondering what was going on when this 
pretty woman sat down in their living room. Myrtle 
opened the conversation and explained why Maggie was 
there. Lloyd obviously thought that a trick was being 
played on him but Maggie went over and placed his huge 
hands on her ample tits telling him that Myrtle 
thought he would enjoy them. He felt her nipples 
through the thin material as she reached for his 
crotch. She found much more than a handful waiting. 

With no more objections, and a smile to his wife, 
Lloyd followed Maggie to the bedroom where she 
discovered that Lloyd was indeed big, gentle and 
horny. A half hour later a naked Maggie led an equally 
naked Lloyd back to where Myrtle waited. He wasn't as 
big now and Maggie had cum running down her leg as she 
told the wife, "Next time I'd like you to be with us 
so we can all share the experience." 

Myrtle gave her a big hug and kiss and took Lloyd back 
to the bedroom as Maggie dressed and left. Driving 
home she thought what a different experience that had 
been but she had enjoyed it enough to offer a repeat. 
She estimated that his dick was two inches longer and 
an inch wider than any she had ever had. 

Enjoying that big piece of meat once a week would fit 
her schedule. She was eager to tell Ray, but he wasn't 
home when she got there, so she left an invitation on 
his phone after she undressed and cleaned up a bit.

An hour and a couple of glasses of wine later she got 
a return call. Ray had been to the airport to pick up 
Pete, his late wife's longtime lover, who was arriving 
to take care of family business for a few days. Ray 
inquired if two visitors were welcome and Maggie 
replied, "If they meet dress code!" 

A few minutes later two naked men came through the 
gate. When Maggie rose to greet them, their cocks 
arose to show the appreciation of her shapely body. 
She then gave each man a very tight hug and kiss, 
telling Pete that she wanted to find out if all the 
good things Ray had said about him were true. She 
excused herself to get wine for the guests. As her ass 
wiggled away Pete watched it saying only, "Wow!" 

After a few hours of swimming, wine, and chatting Pete 
offered to treat for dinner so they dressed lightly 
and went to a casual restaurant. Seated in a booth 
between two men, the tipsy Maggie got playful with her 
hands under the table and spread her legs for the 
return play. Back at the pool the aroused hostess laid 
back on the chaise and said to Pete, "It is customary 
for me to get the first sample of a new cock on this 
furniture. Please help yourself." 

With two nice erections in plain view and easy reach 
she didn't need any more foreplay. Pete's cock head 
found the entrance well lubricated and with a few 
strokes was exploring the full depths of her cunt. 

After a few minutes of fucking he signaled to Ray who 
then replaced him so Maggie's mouth could taste his 
cock. This was Maggie's first threesome and the men, 
who had worked as a team before, made sure she would 
never forget it. They changed positions and 
combinations until first Pete and then Ray sprayed 
semen on her cervix. They covered up the fucked out 
woman on the chaise and left through the gate.

In the early morning, Maggie awoke, took a quick pee 
in the grass, and went back to the chaise. She gently 
played with her slightly sore pussy, spreading the 
oozing cum around as she recalled the delicious and 
wicked memories of the previous day. That was one for 
her diary! Fucking three different men in the same 
day, two for the first time, and her first threesome. 

Her mind was surprised by the familiar tingles of 
arousal but her body knew that females didn't wear out 
that easily. She idly wondered how many men it was 
possible to bang in one day. This seemed like enough 
for now but if the opportunity arose what would she 
do? She used her cum lubricated finger for a small 
orgasm before she headed to the shower.

She entertained Pete, and of course Ray, the next two 
evenings. They did talk about Ray's late wife and 
Maggie enjoyed the sex stories Pete told. He was 
currently living with a woman who was loving but not 
adventurous and he complimented Maggie with word and 

She managed to work in a nooner date with Tom while 
Ray and Pete were busy elsewhere but wouldn't visit 
Lloyd until the next week. Her life then settled down 
to a lusty schedule. She visited Lloyd on Wednesdays 
after the wellness center. Myrtle joined them in the 
marital bed, kissing and touching her husband as he 
coupled with her surrogate. Maggie never kissed him 
but often held Myrtle's hand as the big man's sizeable 
penis stretched her vagina in both directions. 

His ejaculate was substantial being saved up for a 
week. Maggie let it drain when she peed and thought 
that Ray might enjoy banging in it. Included in her 
busy schedule of visits to the wellness center, some 
volunteer work in youth programs, reading, and nude 
yard work, were dates with Tom once or twice a week 
which usually included sex. He was interesting, 
dependable, and seemed quite happy with whatever 
involvement Maggie wished. 

He had his own life too and didn't try to invade hers. 
Ray was a regular visitor through the gate though he 
was always mindful of Maggie's needs. With her 
permission he arranged a viewing hole through the 
fence so he could watch when she fucked Tom by the 
pool. Knowing she might be watched added a little 
thrill to the otherwise pretty conventional times with 

A couple of weeks later Maggie got a phone call that 
began. "Hi cousin Maggie, this is Phillip! I'm going 
to be in town for meetings next week and I'd like to 
have dinner with you." 

"Where are you staying?" He named a nice hotel and she 
agreed to meet him there. When the Monday came they 
enjoyed a good dinner and lots of catch-up 
conversation. He was a good looking man in his early 
forties, long time married with three boys. In his 
hotel room they enjoyed some bourbon he had brought. 

Maggie noted how much he looked at her, how close he 
stayed, and the compliments about how she looked 
better than he could ever remember. Was her "well 
fucked aura" even attracting a relative? She subtly 
responded to his attentions with lots of smiles, 
looks, and touches as they sat on the loveseat in his 
room. Finding out that he would be there two more 
nights, she boldly invited him to stay at her house so 
they could get "better acquainted". 

The implications of that were lightly veiled. His 
token objections were silenced by her offer to provide 
shuttle service to his meetings since it wasn't very 
far. Maggie was distracted all day as her thoughts 
kept going back to the handsome younger man who would 
be her guest. She cancelled a date with Tom and filled 
Ray in about her impending guest. 

Bringing Phillip home after his meetings, she duly 
installed him in the guest room and fixed drinks for 
both of them by the pool. Her pussy tingled with 
incestuous thoughts as she hoped that her "dinner and 
dip" seduction routine would once again be successful. 
From the hugs and looks Phillip gave her, she was 
pretty optimistic. She had changed into a light cotton 
summer dress sans underwear. While not directly 
revealing, her buns & boobs could be seen moving 
around nicely as she served and they enjoyed the 
cocktail hour.

After the second drink, in the twilight, Maggie looked 
intently into Phillip's eyes as she stated, "Please 
join me for a swim!" She stood up, pulled the dress 
over her head, and dived into the pool. Phillip paused 
to grasp the situation, then began stripping revealing 
a nice, partially filled cock to Maggie's gaze before 
he too jumped in the pool. 

She noticed how close he stayed and took every 
opportunity to brush him with her breasts. His cock 
made frequent contact with her as well. Phillip 
finally sat her on the edge of the pool and gave his 
squirming cousin a thorough tongue fucking. He then 
pushed his hard-on into her as she watched. After a 
few warm-up pumps Phillip withdrew and laid back on 
the chaise. Maggie climbed on and re-welcomed the 
substantial organ deep within her. He gave her tits 
lots of attention with hands and lips as she took 
charge of getting them off. Phillip's cock stayed 
quite firm after ejaculating so Maggie enjoyed it 
soaking inside her as she lay on top of her new lover. 

"Have you ever thought about fucking family before?" 
she asked. 

"Better than that, I've done it for a long time. One 
of our older experienced cousins stayed with my family 
one summer and she taught me a LOT about women. We 
still do each other a few times a year." 

No name was mentioned but Maggie was pretty sure who 
he was referring to. Phillip continued, "I've thought 
about you for years but you seemed too straight 

"Until recently I was," Maggie replied, "but as you 
can tell, I've opened up a lot." 

Phillip chuckled, getting the double meaning. "My wife 
knows about our cousin and she will learn about you 
too. We don't keep secrets. She can't criticize since 
she has a couple of special cousins on her side and 
they even visit once in a while between family 
reunions. I know she will want you to visit... she 
already thinks you are attractive so wait till she 
sees you now!" 

"I've never done a woman but it seems like fun from 
what I've heard... and especially if you were there 

His cock was regaining its glory so Maggie took him to 
her bed... why mess up the guest room? After they 
fucked and were going off to sleep, Maggie recalled 
memories of coupling with her husband, Ray and Pete on 
this very mattress. Each man was very enjoyable in 
their own unique ways and she did not prefer one over 
another but just appreciated who she was with when it 

She also marveled at people's secret lives. She would 
never have guessed that Ray and his wife or Phillip 
and his were so open sexually. She supposed that her 
friends would be really surprised about her too...but 
what hidden lives did they have?

Sometime later she was awakened by Phillip spooning 
her and sliding his re-hardened cock between her 
thighs. She raised her leg and guided the love arrow 
into its wet target. They fucked gently until finished 
then went back to sleep still spooned. There was just 
enough time for a quick shower in the morning before 
Maggie took her cousin downtown. On her way back she 
stopped by the wellness center. 

Myrtle greeted her and reported that their marriage 
was better than it had been in a long time. Lloyd was 
in such good spirits and had more energy than she 
remembered. Maggie felt very good about the news and 
then realized that it was the day she visited Lloyd. 
Too late to cancel on them now, she thought. 

Oh well, Phillip wouldn't mind anyway... even if had 
had any say in the matter. Having been fucked twice in 
the past twelve hours and now being with Lloyd had her 
horny feelings wound up. This time she rode him so she 
could control the penetration of his very large 
pecker. He loved to see and fondle her tits and she 
had gently encouraged Myrtle to touch her too. The 
older wife would now even feel where their crotches 
were joined. Maggie caressed and held the older 
woman's soft floppy boobs and took the husband's cum 
on her fingers and diddled the wife to a climax. 

After a nice dinner downtown, Maggie took Phillip for 
a moonlight swim and then spent hours in slow and 
thorough lovemaking. They awoke with before and after 
breakfast fucks to properly send him on the four hour 
drive home. Shortly after she kissed Phillip goodbye, 
nude as usual, she called Ray. "Has there been a pussy 
drought over there?" she teased. 

He replied, "Yes, I sure am in need of a wet cunt." 

"I'll bring one right over."     

Her cunt made lots of squishy noises as Ray banged it 
vigorously. "You weren't kidding about the wet part", 
he remarked as he added his contribution. He lay 
beside her and reinserted his firm cock into the 
sopping love hole as she related all that she had been 
doing since he had last visited her twat. "Thank God 
pussies don't wear out," he remarked as he regained 
his erection and began stroking slowly in her 
collection of male deposits. "You are amazing and I am 
extremely fortunate to have you as such a special 

Maggie held him close and showered him with kisses. "I 
am truly blessed to have you as a neighbor and mentor. 
You have guided my realization of how truly wonderful 
loving sex can be. And you have greatly helped and 
accepted my learning how to share that gift with 
people I care for and trust. Last, and far from least, 
you are a right handy damn good fuck!"


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