After John retires he starts drinking wine all day. His wife tells him
that he is starting to look like a glassy eyed little old lady. She
requires him wear the clothes of a glassy eyed little old lady if he
continues to drink wine and eventually he becomes one.
Chapter One
John and Teresa had been married many years. They never had children
but took in some foster kids over the years. Teresa had always been a
stay at home mom for the foster children and became very involved in
her church. John travelled during his career and was too busy for
hobbies or friends. Teresa appreciated John's hard work to support her
to do as she pleased. Now retired he sat around the house all day
drinking beer. He started to gain weight and decided to switch to wine.
He found that he didn't feel hungry when he drank wine and started
losing weight.
When he was sitting around drunk he regularly surfed the internet and
often signed up for wine clubs. The UPS driver Lilly became a familiar
face as cases of wine started to be delivered daily which required a
signature from someone of legal drinking age. John decided to remodel
his man cave into a wine cellar, taking great pride in his
craftsmanship. After he was finished building it he spent many hours
organizing, dusting and rotating his wine bottles.
Teresa started to nag him telling him that he is becoming one of those
glassy eyed drunk little old lady's. John just laughed, he liked the
taste of wine and liked how it made him feel. She tried to be patient
with him for all he did for her over the years but she couldn't help
but to nag him more and more, John had no intention to stop. He started
drinking earlier and earlier and was often went to bed early in the
evening before Teresa got home from volunteering at her church. This
annoyed Teresa and she often told him that he was starting to look and
act like a glassy eyed little old lady who drinks wine all day.
She was worried that John would drive when he was drunk and asked him
to sell his pick-up truck. She showed him how much it is costing them
sitting in the garage collecting dust and he reluctantly agreed because
he was happy staying home drinking wine and had no plans to use his
truck for anything other than transportation.
Teresa eventually got fed up and decided that if he wanted to be a
glassy eyed old lady she would help him change. She went to Macy's and
bought several Bali Freeform nylon granny panty briefs and kept the bag
in her closet waiting for the right time to launch her plan to get him
to stop drinking. She woke up late morning and found John coming from
his cellar carrying a bottle of wine. They argued about his drinking
and she told him that he better not uncork the bottle until she
returned. She went back to the bedroom and got a pair of the granny
panties. She returned to the kitchen and told John that if he wanted to
be a glassy eyed little old lady he needed to wear underwear glassy
eyed little old ladies wear. John argued but Teresa reminded him that
he hasn't been able to get an erection since he started drinking
heavily and until he decides to quit drinking and act like a husband he
will wear women's panties.
John knew that he had developed erectile dysfunction, he was even
having a difficult time getting erect when he tried to masturbate.
John looked at the panties and they looked very comfortable, they felt
silky and had a wide crotch to support his privates. Teresa was very
surprised that he did not put up an argument and took the panties and
went to the bedroom to change. He came back to the kitchen and uncorked
his bottle. Teresa left the house in frustration to visit her family
and volunteer at church. She stopped back at Macy's and bought more
granny panties while they were still on sale. When she returned home
early evening she found John already sleeping. She lifted the sheets
and saw he was still wearing his granny panties. She removed all of his
men's underwear from his dresser and replaced them with his new granny
panties.
John woke up and found his underwear drawer full of panties. He liked
how they felt and he was happy to find more. Every morning he showered
and put on a new pair of his granny panties under his clothes and go to
his wine cellar for a few hours and return to the kitchen with a bottle
of wine. Teresa was upset that he seemed to enjoy her requirement that
he wear granny panties and did not reduce his drinking.
She decided that he should take over the laundry chores if he just
wanted to sit around the house drinking wine all day. She taught him
how to sort and wash laundry giving him special instructions for her
clothes. She trained him to wash their panties and her lingerie on the
delicate washer and dryer settings and how to properly fold. She was
disgusted watching him as he sat around the kitchen table drinking wine
and taking great pride folding their panties and her bra's, she told
him that he was not a man anymore. John liked the feeling of the
panties and sarcastically thanked Teresa, he tried to kiss her but she
turned away and left the house very frustrated and went to church to
volunteer.
John continued to lose weight drinking wine and not eating, bragging to
Teresa about his weight loss. He told her that his panties were now too
big and he needed new ones. Teresa asked him if he was ready to stop
drinking and wear men's underwear and be her husband again instead of a
little old glassy eyed lady. He replied that he loved wine and it did
not hurt his feelings when she called him a little old lady. She got a
tape measure and measured his waist to determine his new size. With his
old age and weight loss she noticed he developed saggy man-boobs so she
also measured his chest and shoulders.
She stopped at Macy's on the way to church and picked out new panties.
She really wanted to make John stop drinking so decided that she would
demand that he also wears a bra if he wants to be a glassy eyed little
old lady and drink wine all day. She found A-cup bras, even some with
underwire in his size. She thought that no man would agree to wear a
bra and her demand would be enough to make him stop drinking. She
picked out a large variety of bras knowing that she could return them
and get the money back.
The next morning she gave him the shopping bag. He thanked her for
buying him new panties and looked inside, he was confused when he saw
the bras. Teresa informed him that if he wants to drink and look like a
glassy eyed little old lady, he must also wear a bra. John was silent
for a few minutes in deep thought, he loved wine more than the prospect
of wearing a bra. He figured that half of the world's population wore a
bra it couldn't be so bad. He agreed and went to the bedroom to change,
frustrated Teresa followed and showed him how to properly put on a bra
and adjust the straps. The bra defined his boobs and as he was modeling
his new lingerie in front of the full length mirror Teresa left the
house in disgust, she knew she had lost her husband.
She went to her sister Ava's house to get away and cry. Ava poured two
cups of tea and they sat at her kitchen table to talk. Teresa told Ava
that all John does is sit around and drink wine and he is becoming a
glassy little eyed old lady. Ava was very intrigued by this statement,
she rubbed Teresa's back and consoled her asking her to tell her more.
She continued to explain that he can't perform as a husband anymore and
that she bought him granny panties and bras and told him that he must
be wearing them if he wants to drink wine. Ava resisted laughing but
couldn't and asked Teresa what he decision he made. Teresa started
crying and told her that he now wears granny panties and bra's, and
didn't complain when she threw out all of his men's underwear. Ava
tried to stop laughing and console her. When she was done crying she
said that at least he took over laundry chores and takes great pride in
folding their lingerie, both women laughed.
She returned home early evening and found John already sleeping in his
panties and bra. The next morning they argued as John wore his panties
and bra under his baggy shirt. He insisted that his drinking was not a
problem but rather a fruitful hobby. She noted that he hadn't left the
house in months, the only human interaction he has other than with her
is the UPS delivery person, and doesn't have a life beyond wine and he
is starting to look more and more like a glassy eyed little old lady.
John replied that he is very happy with his life and enjoys wearing his
panties and bra, he went to his wine cellar to organize his wine.
The next day Teresa decided that he needed some shirts that fit. She
still wanted him stop drinking and decided to buy him blouses with
colors and design that were definitely meant for an older women so he
would be embarrassed when he answered the door to sign for his UPS wine
deliveries. She returned home and told John that unless he stops
drinking he must wear the new shirts she bought him. He went to the
bedroom and put on the least feminine multicolored flowered blouse. He
went back to the kitchen and complained to Teresa about the flower
pattern and snugness at the chest, she fussed with the blouse and told
him that it fit fine. John just shrugged his shoulders and opened a
bottle of wine which was already sitting on the kitchen counter.
Later that day the doorbell rang. Teresa looked at the shock on John's
face, she smiled and told him to answer the door. Although John became
familiar with the UPS delivery named Lilly, Teresa never saw who was
making the wine deliveries. John was very reluctant as her approach the
door, Teresa stayed back from the door as John answered, they greeted
each other and Lilly told John that he looks very nice in his blouse.
Teresa recognized the voice of one of her church friends and went to
the door to greet her. They exchanged pleasantries and Teresa said that
she didn't know how route included her house. Lilly replied that she
knew she often delivered wine to her husband but is unable to discuss
it outside of work because UPS has a privacy policy. She made a nice
comment about John's new clothes and both the women giggled. Teresa
informed her that since John looks like a glassy eyed little old lady
drinking wine she is making him dress like a glassy eyed little old
lady to be allowed to drink wine. Both the women laughed as Lilly said
that they deliver clothes also. John thanked Lilly for the delivery and
took his box to his wine cellar. Teresa invited Lilly in for a cup of
coffee and they continued to chat.
Later that day Teresa told John that Lilly told her that she has an
unemployed brother who is having a rough time and could use some
clothes. She told him that he wears the same size as John used to wear
and it would be nice if he would bag up some clothes to give her next
time she makes a wine delivery. John knew he a delivery scheduled for
the next day so he went and bagged up some clothes that did not fit him
and he never intended to wear again.
He had the bag laying by the front door the next day for Lilly when she
made his wine delivery. The doorbell rang and Teresa followed John to
the front door. They exchange pleasantries and he gave her the bag of
clothes for her brother, she thanked him for his kindness and
generosity and complemented him on his weight loss.
Teresa invited her in for a cup of coffee and Lilly explained that her
glassy eyed wine drinking mother, who lived just down the block, passed
a few months ago and they are in the process of settling her estate and
that she was about John's size and had a very large wardrobe, other
than a few wine stains various blouses they clothes are in very nice
condition. She said they were about to have an estate sale to generate
some money for her brother but she would be happy to let them come over
and have first choice of anything they wanted. Teresa replied that that
would be awesome and made plans to meet her at her mother's estate
later that evening.
John was already glassy eyed when it was time to leave. He was very
nervous to leave the house the first time in months, especially wearing
a blouse and bra. Teresa considered walking but at the last minute had
him sit in the passenger seat of her van and she drove to meet Lilly at
her mother's house. When Lilly answered to door she complemented John
that his pretty blouse highlighted the color of his eyes, Teresa
laughed and replied, "What, glassy and red." They both laughed.
She escorted them to her mother's bedroom. It was beautifully decorated
in classy Victorian in rich feminine colors. Lilly opened the closet
door to show an impressive wardrobe of an older lady. She explained
that her mother sat around drinking wine all day and became addicted to
shopping, it started with QVC on T.V. but then transitioned to online.
Teresa picked out a salmon colored pants outfit, the pull on pants had
elastic waist and no pockets and the pull over top was the same color
with a large floral design. She handed it to John and asked him to try
it on for fit, Lilly directed him to the attached bathroom. The large
bathroom was also beautifully decorated in in a 50's style and still
had a hair roller storage rack and a helmet styled hair dryer. Lilly
explained that her mother went bed with rollers in her hair if she
thought she would be seeing someone the next day, she pointed to the
chair she sat in drinking wine and putting the rollers in her hair.
Teresa said that John hasn't left the house in months and his hair was
getting scraggly and could use some rollers, the women laughed.
They left John and told him to put on the outfit. He returned to the
bedroom to model the outfit, the women fussed over how well it fit.
Teresa walked over to the jewelry box sitting on top of the dresser and
found a large gaudy ring, she asked John to try it on and it fit
perfectly. Lilly said that her mother wore clip-on earrings and there
is a set matching the ring somewhere. Teresa sorted thru the jewelry
and found the set, she clipped it on John's ears and the women both
said he looked just like a pretty little old lady. John knew he should
be embarrassed but yet he felt very comfortable and thanked them for
their complement.
Lilly saw a pair of white open toed sandals lying next to the bed and
asked John to try them on. John sat on the bed and put them on, he
stood and commented that they fit. Teresa said they look nice but he
needed to wear nude reinforced toe pantyhose like her mother wore so
his feet will look like a glassy eyed little old lady feet. Lilly
giggled and opened a drawer and handed him the pantyhose. Lilly
instructed John on the proper way to bunch up the pantyhose to slide up
the leg, Teresa couldn't believe her husband was being taught how to
put on pantyhose.
Lilly escorted Teresa to the kitchen while John removed his pants to
put on the pantyhose. She opened a drawer to show Teresa that it was
filled with prescription medicine. Lilly explained that her mother was
prescribed estrogen and other female hormones when she started develop
menopause and osteoporosis but rarely took them. She lied to her doctor
about taking the medicine and never told him that the real issue was
the lack of a proper diet and the amount of wine she drank. Her doctor
increased the prescription hormones and she didn't object because they
were fully covered by insurance thru a prescription delivery company
which uses UPS and it gave her a chance to visit me when I delivered
the medicine.
Lilly then opened the pantry door to show a large quantity of wine
bottles. She explained that her mother figured out a signature was
required for wine and joined wine clubs so I couldn't just leave the
package on her porch and continue on my route. John entered the kitchen
and walked into the pantry hypnotized inspecting the bottles, he did
not notice the women laughing at his little old lady feet. Lilly
pointed to the back of the dining room to show him cases of unopened
wine club deliveries and asked him to select a bottle to sample while
handing him a wine screw and her mother's favorite wine glass. He
opened a bottle and poured into the glass standing next to the counter
drinking the wine, Lilly went to the living room and returned with a
picture of her mother standing at the counter drinking wine and showed
it to Teresa. Lilly joked that with a little hair style and makeup he
would look just like her mother. This gave Teresa and idea, she turned
to Lilly and asked how much for everything in her mother's bedroom,
bathroom, and any other clothing around the house including her coat
closet. John started to panic until Teresa said including all of her
wine and wine supplies, he then formed a big smile on his face. Teresa
motioned her eyes to the prescription medicine drawer and told Teresa
she was also interested in the drawer.
Lilly said that before negotiating a price she must show them racks of
clothes her mother accumulated. As John rummaged thru the clothes,
Teresa and Lilly came to a financial agreement and Teresa wrote her a
large check. Lilly joked that it will be like visiting her mother again
on her delivery route. The women hugged and Lilly thanked Teresa for
the gracious amount written on the check. Teresa replied that John
worked hard in life to accumulate wealth and he deserves a suitable
wardrobe in his retirement years.
As John continued to look at the clothing, Lilly and Teresa sorted thru
paint cans stacked in the basement corner to find the paint used for
her mother's bedroom. Teresa took pictures of the paint color
descriptions and then went back to the bedroom and bathroom and took
pictures so she would remember how it was setup. Lilly gave Teresa the
door key so that they could get the items out over the next few days.
On the way out the door Lilly handed John her mother's purse and told
him her driver's license was still inside and with a little work, and a
little more wine, he could start using it as his ID. Teresa laughed and
showed him how to carry the purse at his elbow. They went home and John
had another bottle of wine while sitting at the kitchen counter looking
just like a glassy eyed old lady still wearing his clip-on earrings and
gaudy ring sorting thru the contents in his new purse, he appeared very
happy with his new possessions. Teresa couldn't believe that John never
resisted wearing the clothes of a little old lady and he was seemed
happy with his life, most of all she was disgusted that she was now
married to a little old glassy eyed lady.
Over the next few days Teresa and John spent all day at Lilly's
mother's house packing and all the clothing, jewelry, lingerie and the
bathroom items. While working with him Teresa didn't realize how much
weight he had actually lost, he was starting to look frail and weak,
just like a little old glassy eyed lady. John packed up all the wine
bottles but after carrying a few cases to his car he realized that he
lost muscle and could not continue. Teresa called him a little old lady
and told him to keep packing boxes and stack them near the door, she
would arrange for real men from a moving company to transport and
deliver the furniture and boxes.
They moved the dresser drawers without having to remove the contents.
While John was in the bathroom packing, Teresa packed the medicine
drawer finding bottles and bottles labeled estrogen, antiandrogens,
progestogens, steroids and various others that she never heard of nor
could pronounce.
Teresa informed John that she needed to leave for a few minutes to meet
the painters at their house. John was confused so Teresa told him that
she was having the master bedroom and bathroom painted the same colors
as Lilly's mothers so the curtains and quilt will match, she responded
that Lilly?s mother?s bedroom was beautifully decorated and perfect for
a glassy eyed little old lady. John was too excited at the prospect of
having all of the wine and didn?t process what Teresa was really
saying.
Teresa was upset when she returned and found John with glassy eyes
taking a break drinking wine and reading a wine magazine. She yelled
that they needed to finish packing because Lilly is having her estate
sale in just a couple of days. They finished packing and the movers
arrived early the next morning. Teresa asked the movers to move the
existing bedroom furniture to the guest bedroom and showed them how to
arrange the furniture in the master bedroom as John unpacked the wine
delivered to his basement cellar. The clothing racks were delivered to
the basement and Teresa ordered John to arrange them throughout his
wine cellar so that he is reminded that he is a little old lady every
day when he picks out his wine.
Over the next several days Teresa also sorted thru the very large
quantity of clothing deciding what went in the bedroom closet and what
off-season clothes should be hung on the racks in the basement. She
bagged up all of John?s men?s clothes and put the bags into the garage.
She had John carry the piles of clothes to the basement and arrange on
the racks, he had to make many trips because he was only physically
able to carry small load with every trip. While John was doing this,
Teresa put the dresser drawers back in the dresser frame, she quickly
shuffled thru the contents of each drawer and was happy with the
contents of undergarments and lingerie perfect for a little old lady.
She found several sex toys hidden at the bottom of one of the panty
drawers, she laughed thinking that since John can?t get an erection he
will enjoy his new toys.
Teresa emptied the contents of the bathroom drawers and cabinets to
make room for the contents of the items from Lilly?s mother?s bathroom.
The bedroom and bathroom layouts were similar and they were able to put
the hair dryer and roller racks next to a chair by the makeup and
perfume. Lilly?s mother must have had urinary issues because the
packages of sanitary pads filled much of the cabinet space, Teresa
considered throwing these out but decided to keep them in case John
also developed urinary issues like a little old lady.
With all the unpacking and arranging complete, John and Teresa took a
few minutes to look at the new rooms pleased with the results, they
looked very much like Lilly?s mothers which was what Teresa wanted.
John went to his cellar and selected a bottle of wine as Teresa started
to prepare dinner, John returned and the helped her prepare dinner.
Other than the women?s clothes John was wearing, with the outline of
his bra visible, they acted like a happily married couple, Teresa even
had a glass of wine with dinner.
When they were done cleaning the dishes. Teresa said she felt dirty
from all the moving and went to take a shower before changing into her
pajamas. John thought this was a good idea and jumped into the shower
after Teresa was finished. Teresa changed into her flannel pajamas and
went to the new bedroom and selected a nightgown and robe, along with a
matching pair of nylon panty briefs and a bra. When John got out of the
shower she told him that his pajamas were laying on the bed. He went
into the bedroom and questioned her choice, Teresa told him that if he
wanted to be a little old glassy eyed lady he will dress like a glassy
eyed little old lady, John tried to argue but Teresa pushed him down on
the bed, jumped on top of him and dared him to try to get away. John
struggled but Teresa was clearly now much stronger than him, she told
him that he was nothing more than a little old glassy eyed lady, she
teased him some more, even rubbing his crotch asking him if he is
missing something, before letting him up. He put on his new clothes and
Teresa found a pair of pink fuzzy slippers for John to wear.
They returned to the living room to watch T.V., as John went to the
kitchen to pour himself a glass of wine he saw that Teresa had set
Lilly?s mother?s favorite wine glass on the counter. He liked the large
size of the glass and decided to use it. He returned to the living room
and found Teresa in his recliner, she smiled at him and told him that
since she is more of a man than he now is, the recliner is now hers and
he will sit on the couch. Hearing this comment from his wife made him
feel bad but knew she was right, he took his new seat on the couch and
drank his wine as Teresa flipped thru the channels. After John?s eyes
were glassy he decided to go to bed. While he was going into the
bathroom Teresa reminded him that little old ladies sit to pee, she
turned down the sheets and when he returned helped him take off his
robe and slippers and tucked him in bed. She kissed him on the forehead
and said goodnight to her little old glassy eyed lady.
John was very comfortable in his new bed and had a great night of
sleep. He dreamed that he was Lilly?s mother, it was shocking at how
real the dream seemed. He made his bed and went to the bathroom and
washed up and straighten his hair. He put on his robe and slippers and
went to the kitchen and started a pot of coffee. He sat at the counter
reading his emails and surfing the internet and ordering his monthly
selection from his wine club and writing his wine reviews. He was
having a difficult time reading and couldn?t find a pair of reader
glasses. He remembered seeing a pair of Lilly?s mother?s glasses on the
dresser so he went and got them trying not to disturb Teresa. They were
pink pointy 50?s style prescription glasses with a pink glass bead neck
strap, he thought twice about wearing them until he noticed how well he
could see. He went back to the kitchen and continued working on his
laptop.
Teresa went to the kitchen and was surprised that he was wearing the
glasses. She complemented him on how well the glasses framed his face.
She poured herself a cup of coffee, took a drink setting her cup on the
counter next to him. She went over to the cabinet which they kept their
medicine. She picked up a day-of-the-week pill container, already
filled with pills, and sat down next to John. She explained that
Lilly?s mother drank a lot of wine and didn?t eat properly. Her doctor
gave her prescription vitamin?s to keep her healthy but she did not
take them. Teresa continued to tell him that he needs to take the
pills each day when he wakes up. John commented that there were a lot
of pills, she replied that since he is now just like a little old
glassy eyed lady, he just needs to do as he is told and let her make
the difficult decisions. John did not want to argue and took all of the
pills. Teresa told him that she would keep the container full and he
need to take the contents when he woke up every day.
Lilly was scheduled to make a wine delivery that day and she usually
came midmorning. Teresa told John to get in the shower so he would be
ready when she arrived. When John got back to the bedroom Teresa was
sorting thru the clothes to find something for John to wear. She told
him to put on Lilly?s mother?s things that she laid on the bed. He
found a white control panty with a flower pattern and a little pink
bow, a satin underwire bra, and knee high nude hose. The panty fit well
and helped hide his flabby belly but bra cups had loose material,
Teresa said that would be fixed in no time, John did not understand
what she was saying. She handed him a pink pants outfit, the pants were
polyester pull-on old lady pants with an elastic waist and no pockets.
The pink blouse had large white flowers and sewn-on jewels. Teresa told
him that he looked nice and took his arm and escorted him over to the
jewelry boxes. She picked out a variety of bracelets, necklaces and
earrings and helped put these on John. She reached over to the vanity
and grabbed a pink lipstick and told John to pucker. She told him that
from this day on he will wear lipstick when he drinks wine so the lip
marks on the wine glass remind him that he is now a little old glassy
eyed lady. She handed him a pair of pink open toed sandals with 2?
chunky heels. As he sat on the bed and put on the shoes Teresa sprayed
him with Lilly?s mother?s perfume. She helped him stand and escorted
him over to the full length mirror and asked him if he likes being a
little old glassy eyed lady. He replied that he loved wine and doesn?t
mind dressing as a little old lady. Teresa looked at him in disgust,
she no longer had a husband and it seemed as if he had no will to stop
drinking wine and act like a husband.
A few hours later the doorbell rang. John and Teresa went to the door
to welcome Teresa. She had a case of wine and complemented John on his
outfit as he signed for the delivery. She carried the box to the
basement wine cellar for John, as she used to bring her mother?s wine
deliveries to their storage place, and was happy to see the clothing
racks integrated into John wine cellar. She returned upstairs and
Teresa gave her a tour of the newly decorated bedroom and bathroom,
Lilly was happy that they decided to decorate just as her mother had.
Teresa invited her to stay a cup of coffee and she thanked Teresa
saying that she used to take a break and have a cup of coffee at her
mother?s house every morning. She said that she misses it and is happy
that they invited her, she looked at John and told him that he looks
pretty and if he did something with his hair he could look just like
her mother.
She told Teresa that a hairdresser came to her mother?s house every
Tuesday morning, she asked Teresa if she should check if she still has
the slot open. Teresa replied that that would be very appropriate since
John wanted to be a little old glassy eyed lady. Later that day Lilly
called Teresa and told her that the hair dresser would be over the next
morning at 9:00 am and John should be showered and wearing one of her
mother?s old snap front house dresses and slippers just like her mother
used to wear for the hair dresser visits. John was already glassy eyed
sitting on the couch wearing his new pink pointy eye glasses doing a
cross word puzzle in a large print Readers Digest with his lipstick
stained wine glass on the table next to him. Teresa informed him that
even glassy eyed old little lady?s need their hair done and tomorrow
someone will come at 9:00. He needs to be showered and wearing the robe
and slippers that she will set out. Teresa left for church and when she
returned home early evening John was already passed out on his bed
still wearing his clothes. She covered him up with a blanket and picked
out a yellow and pink house dress and draped it over his vanity chair
and returned to the living room for a quiet evening alone.
John woke early morning and remembered that the hair dresser was coming
once he saw the house dress on his vanity chair. He took a shower and
found the panty drawer to select a pair of yellow nylon granny briefs
and a plain white underwire bra. He put on the house dress and loved
how comfortable and airy it felt, he looked in the closet for slippers
and was happy to see a large variety of house dresses. He went to the
kitchen and made a pot of coffee and took his daily vitamins and
checked his emails and read wine reviews. His hair was scraggly and
long and he looked forward to getting something done with it so at
least he could leave the house without attracting attention wearing his
old lady?s clothing.
Teresa got up and found John in the kitchen looking very happy, she
poured a cup of coffee as John told her that he already took his
vitamins and he believed that they made him feel like he had more
energy. Teresa just smiled but inside was sad that she lost her husband
that she once loved and adored and they sat silently doing their own
thing.
The doorbell rang and both John and Teresa both went to meet Kerri the
hair dresser. She was a younger woman who was just starting her career
and found a niche visiting homes to take care of old ladies beauty
needs. They invited her in to the kitchen and poured her a cup of
coffee and chatted to get to know each other. Kerri said that she was
concerned about taking John as a client because she only works with
older ladies but Lilly assured her that it will be okay. She asked John
if he enjoyed looking like an old lady, John replied that Teresa
insists I dress like a little old lady if I continue to drink wine all
day, like a little glassy eyed old lady, and I have no plans to stop
drinking wine. He continued saying that he was comfortable looking like
a little old lady and definitely needed something done with his hair.
Teresa nodded her head in agreement, Kerri was at ease knowing that
John had a choice, and she informed them that she would take John on as
a client.
She described how she did Lilly?s mother?s hair for the last couple for
years. She showed John pictures of Lilly?s mother?s hair and asked him
if he wanted the same dew. Before John could reply Teresa piped in and
said that Lilly would be happy if John?s hair looked like her mother?s.
John shrugged his shoulders and agreed. They escorted Kerri back to
John?s bathroom thru the newly decorated bedroom and she noticed that
he had the same furniture and decorating as Lilly?s mother. This made
Kerri even more relaxed seeing that John was living just like Lilly?s
mother used to live.
John sat on the bathroom chair as Kerri set out her stuff on the
counter. She draped a pink cape around John and started to trim and dye
his hair. She noticed him looking at the color listed on the box and
said it was the color of the dye she used on Lilly?s mother?s hair, but
will probably have a ting of blue because of his drastic color change.
In disgust Teresa took one last look at John and left in disgust
knowing that his hair was the last thing still slightly left of his
manhood and John was amenable with what was happening.
Kerri dyed his hair and put in the hair rollers and a pink hair net.
She told him that she would be back early the next morning to take the
rollers out and style his hair. He thanked her and as she packed up
Teresa returned handing her money and commenting that his curlers and
hair net reminds her seeing her grandma when she was a young girl. John
kept on his housedress and went to his cellar to pick out a bottle of
wine.
When he returned upstairs Lilly was having a cup of coffee with Teresa.
Unfortunately she didn?t have any deliveries and just stopped in for
her break to visit. She did have a gift bag that she handed to John. He
looked inside and found the entire collection of The Golden Girls on
DVD. She told him that her mother enjoyed watching the episodes as she
drank her wine, instead of selling them in the estate sale she thought
John would also enjoy watching The Golden Girls as he drank his wine.
John never watched the show but he heard about it, he thanked Lilly for
her kindness.
She complemented John on getting his hair done, she told him that she
remembers seeing her mother in the same house dress with her hair in
curlers. She asked John how he liked Kerri and he replied that she is a
dear and he looks forward to visiting her every week. He smiled and
told her that she is coming back in the morning to teach him how to
take the curlers out and brush out his hair. John uncorked his bottle
and poured into Lilly?s mother?s favorite wine glass. Teresa reminded
him that he needed to wear lipstick of he drank wine. John apologized
and excused himself and left the kitchen to put on lipstick in his
bedroom. The women were talking but when John returned they immediately
stopped. Lilly finished her coffee and said goodbye as she returned to
work.
John stayed in his housedress all day, he had a difficult time getting
comfortable wearing the tight curlers. Late afternoon he filled his
wine glass and went to the living room. Teresa heard him and grabbed
the DVD?s and put on The Golden Girls and told John that he will enjoy
watching. She went back to the kitchen and was surprised to hear John
laughing, she was disgusted that her husband turned into a glassy eyed
little old lady and now also enjoyed little old lady TV shows.
John got very drunk and Teresa helped him to bed early evening. He
thought he heard someone in the house as Teresa was helping him to bed
but he was too exhausted to care. Teresa helped him out of his house
dress and into a nightgown and tucked him into bed. John loved his new
bed and even while wearing curlers for the first time to bed, slept
like a baby.
Teresa told Lilly earlier during the coffee visit that it seems that
John enjoys being a little old lady so her brother can have all of
John?s men?s clothes, Lilly?s brother Pete was over to take her up on
her offer. Teresa took two beers out of the refrigerator and sat at the
kitchen table chatting with Pete to get to know each other. She thought
he was very sexy and missed having a man around her. He explained that
he was still unemployed and having a difficult time. Teresa told him
the story of her husband John and how she tried to make him stop
drinking wine but it backfired and now he looks and acts like a little
old lady. She continued the story of how they bought all of his
mother?s clothes, her bedroom furniture, and everything in her
bathroom. She explained that Lilly even connected John with their
mother?s hair dresser and right now he is sleeping in her old bed,
wearing one of her nightgowns with rollers in his hair.
She started to cry and Pete stood up to hug and comfort her. It felt
nice having strong arms around her, it had been a long time. She held
him tight and then positioned her lips to kiss him. After a long juicy
kiss she took his hand and led him to the guest bedroom explaining the
she prayed to God for guidance in her marriage and she felt that it was
okay to have an extramarital affairs because her husband would rather
be being a little old lady than a husband. They undressed, even though
Teresa was a few years older Pete liked what he saw. Teresa had the
best sex she had in her life. The wound down holding each other, Teresa
liked the strong hand on her back.
As they laid in bed Teresa asked him if was able to do handyman type
work because other than dusting and cleaning, John could no longer take
care of the house. She offered him $25 an hour and Pete happily agreed
and told her that he would be back in the morning to start. They got
dressed and Teresa showed Pete all of Johns men?s clothes packed in
bags in the garage, she told him that he could have everything. Pete
carried the clothes to his car as Teresa emptied John?s wallet. She
handed him the wallet and kissed him goodnight.
John woke in the morning and was excited for Kerri to visit. He was
very curious on how his hair dew will turn out. He put on a shower cap
and took a shower. He found a pair of granny panties and a nice
underwire bra, he liked underwire bras because his bra cups seemed to
fill out more. He shifted thru the closet and found a pink housedress
that looked just like a housedress Sophia wore on an episode of The
Golden Girls he watched yesterday, he put it on and found matching
lipstick and went to the kitchen to start a pot of coffee and wait for
Kerri to arrive. He washed down his pills with a cup of coffee, he
liked how the pills made him feel.
Teresa woke up, put on a robe and entered the kitchen. She gave John a
big hug and asked how her pretty little old lady was feeling this fine
morning. John was confused because for many months she had talked down
to him and this morning she was nice. He told her that is he is excited
that Kerri is coming over and excited the see how his hair turns out.
Teresa poured herself a cup of coffee and gave John a kiss on the cheek
telling him that she knows he will look just beautiful.
The doorbell rang and John jumped to answer it, he opened the door and
saw a strange man. The man greeted him and said that he looked just
like his deceased mother as Teresa walked up and invited him into the
house. She introduced John to Lilly?s brother Pete and told John that
she hired Pete to do handyman work around the house since he could no
longer do it. Teresa and Pete went to the kitchen as John looked out
the door wondering where Kerri was. He shut the door and joined Teresa
and Pete in the kitchen. Teresa complemented Pete on how well John?s
old clothes fit him. John remembered donating a bag of old shirts to
Lilly but was suspicious because Pete was wearing a pair of his
favorite pants. He looked into the garage and didn?t see his bags of
clothes, he returned to the kitchen and threw a temper tantrum. Teresa
walked over and held him tightly to calm him down, she told him that
his clothes no longer fit and he now has new belongings more suitable
for his new lifestyle as a little old glassy eyed lady, but if he ever
decided to stop drinking wine and become a husband again, she would get
him all new men?s clothes.
She told John that he made Pete feel very uncomfortable and ordered him
to shake hands with Pete and apologize. John gathered his composure and
went over to Pete to shake his hand but Pete grabbed his hand and
pulled him close and gave him a hug. He told John that he looks pretty
wearing his mother?s old clothes and they fit him perfectly. John was
uncomfortable being hugged by a man and tried to get away. Teresa
noticed John helplessness trying to get out of Pete?s hug and commented
that it is nice to have a strong man around the house again. He let
John go and Teresa walked over and hugged and kissed Pete on the lips,
for the first time John was starting to regret giving up his position
as man of the house.
The doorbell rang and all negative thoughts in John?s head turned to
excitement, Kerri arrived. Teresa and Pete laughed as John hustled to
the door. He greeted Kerri and welcome her in, offering her a cup of
coffee before they start. They went in the kitchen and Pete knew
exactly who she was, he met her many times at his mother?s house. They
chatted and Teresa commented how excited John was to see her this
morning and that they were all excited to see his new little old lady
dew.
Teresa told John to go to the bathroom and get things ready. After he
left Teresa informed Kerri that they have all of Lilly?s mother?s
makeup asked Kerri if she could teach Anna how to do his makeup for
extra money. Kerri happily agreed and said that she should also paint
his nails because Lilly?s mother always had perfectly painted nails.
After Kerri and John went to the bathroom, Teresa kissed Pete and
grabbed his hand and led him to the bedroom. She looked in at John
getting his curlers removed and hair brushed out and shut the door. She
laid Pete on the bed and had sex, John was too fascinated watching
Kerri in the mirror seeing what she was doing to notice the groaning
and screams of Teresa and Pete. Kerri tried not to laugh knowing that
she was making over a husband to look like a little old lady as his
wife was having sex in his bed.
Kerri combed out and styled Johns hair. It was puffy and stood tall and
a curly wave on his sides pointed toward his face. He looked just like
a white haired little old lady with a blue highlights. John was very
happy with new his dew, it was the first time in his life that he had
different hair. Kerri informed John that she was instructed by Teresa
to do his makeup and nails. She plucked his eyebrows and applied semi-
permanent makeup. Kerri told John that she helped Lilly?s mother pick
out a dress after her hair was done and she escorted him to his
bedroom. She held various dresses John in front of John until deciding
on a pink satin bowtie blouse and a white floral skirt. She also set
out a girdle with a built in underwire bra, two piece slip and suntan
pantyhose, she also found some pink strap sandals with chunky heels.
She went back to the bathroom to pack her things as John put on his
girdle and pantyhose. The girdle was very tight but he managed to get
it up on his body and told Kerri he was ready. Kerri added some silicon
enhancers and adjusted his skin pushing up into the bra cups to form
cleavage. While Kerri was helping him dress and pick out jewelry he
heard the doorbell ring and hoped that Teresa answered the door to
accept his wine delivery. A few minutes later Kerri escorted John to
the kitchen for his reveal. Teresa, Pete, Lilly and Teresa?s sister Ava
were sitting at the table drinking coffee.
Lilly and Pete were surprised at how much he looked like mother, they
even remembered their mother wearing the same outfit. Ava was in shock,
Teresa told her stories about the transformation to a little old lady
but she had no idea. Teresa walked over to John to get a closer
inspection of John smiling ear-to-ear with his little old lady dew and
makeup wearing a dress, she saw nothing left of the man she once loved.
She knew he had no desire to be her husband again and announced that
from this day forward his new name will be Anna, in memory of Pete and
Lilly?s mother. Teresa walked over behind Pete?s chair and hugged and
kissed him while looking at Anna for a reaction. John was uneasy seeing
his wife with another man but didn?t know what to say. He forced a
smile on his face to ease the tension and said that he thinks Anna is a
pretty name and would be honored to take Pete and Lilly?s mother name.
Teresa paid Kerri and thanked her for her great work. Before she said
goodbye to Anna she gave him instructions on how to brush out and style
his hair every morning and suggestions for makeup. He was all smiles as
he thanked her and told her that he is looking forward to her visit
next week. Lilly left to complete her deliveries and Pete started on
Teresa?s honey dew list.
Anna hadn?t seen Ava in many months but she knew Teresa often visited
her to cry on her shoulder. She had a hard time believing Teresa?s
stories and hadn?t seen John in months, she was told that he was
getting his hair done like a little old lady and decided to visit to
see it herself. After small talk with his sister-in-law he collected
the laundry and started a load before going to his wine cellar. While
Anna was in his wine cellar he heard Teresa giving Ava a tour of the
new bedroom and bathroom, he even heard to closet open and Ava squeal
in shock with all the clothes. Teresa brought Ava to the wine cellar
and she was also shocked at all the clothes and wine. She also liked
wine and asked Anna to pick out a bottle of Chardonnay and they went
back to the kitchen. As he entered the kitchen he heard Ava telling
Teresa that she is the luckiest women in the world having a husband
that transitioned to a little old lady and does all the laundry and
housework, does what she pleases and even had her boyfriend in the
house. She saw Anna but did bother to stop what she was saying. Ava was
recently divorced and told Teresa that she wished her husband had
become a little old lady and she wouldn?t have divorced him.
Anna poured three glasses of wine and set them on the table. Before he
sat down Teresa told him that she saw a basket of clean clothes in the
laundry room and he should get them and fold the clothes like her
mother used to do when they visited. Ava laughed as Anna went and got
the laundry basket. He returned to the table and took a seat, a sip of
wine, and then started to fold panties. Ava asked him what type of
panties he liked wearing the best, Anna sorted thru the basket and
found a pair of Bali Freeform nylon panties, he showed her how silky
they felt and how the wide crotch was the perfect size. Ava laughed and
said that if only her ex-husband would have enjoyed wearing panties and
being a little old lady she?d still be married, Teresa rolled her eyes.
Ava watched Anna fold the panties, they had to be perfect before they
were put on the folded pile. When he was folding a pair of Teresa?s
sexy panties Ava asked him if he wanted to wear sexy panties like his
wife, he replied that he prefers nylon granny panty briefs. In a huffy
voice he said that Teresa just started wearing sexy panties again for
Pete, she wouldn?t wear them for him. Teresa replied looking towards
Ava and said that there was no need, he is a just a little old lady and
can?t get it up, the women giggled.
When emotions calmed, Ava told Teresa that her washing machine broke
and she can?t afford a new one because she has a new mortgage to pay
off her ex-husband for his share of the equity. Teresa replied that she
can bring it over and Anna will wash and fold it, she snickered at Anna
and said that he will probably enjoy folding Ava?s panties anyway. Anna
sarcastically replied that it would be awesome if Ava visited more and
he would love to wash and fold her panties. Ava thanked them for their
kind offer and accepted, she said she would be back the next day with
her laundry basket.
The wine bottle was empty and Pete was over doing men chores. Teresa
continued to encourage and support Anna to become the little old glassy
eyed lady that he wanted to be so she could spend some time with Pete.
She held his arm and escorted him to the basement to help him pick out
a bottle of wine telling him how pretty he was. They returned to the
kitchen and she helped him uncork the bottle and pour into Lilly?s
mother?s favorite glass with the name ?Anna? engraved on the side. Anna
told Teresa that he wasn?t happy seeing her kiss and hug Pete and
reminded her that they were still husband and wife. Teresa walked Anna
over to a mirror and told him to look at the mirror, she asked him if
they look like husband and wife. Anna didn?t know what to say and
Teresa continued to say that she never dreamed of being married to a
little old glassy eyed lady. She informed Anna that she prayed to God
for marital direction and she feels it is okay for her to start dating
real men since her husband chooses to be a little old glassy eyed lady
rather than a husband.
Pete was around the house more and more. Anna noticed that he often
slept in the guest bedroom. Teresa still slept in the same bed with
Anna but always went to bed after he was sleeping. Once in a while he
would wake up when Teresa was getting ready for bed and try to hold or
touch Teresa but she would remind him that he lost his rights to touch
her, act angry and go to the guest bedroom to be with Pete. More and
more she would find excuses to sleep in the guest bedroom so she could
be with Pete.
Ava started to visit more often so Anna could do her laundry. He didn?t
mind because he was lonely and she often visited with him drinking wine
and watching him fold her laundry. She would often hug him and
sometimes give him a kiss, he missed the physical contact he had with
Teresa liked the safe feeling he had in Anna?s arms. She liked the new
John and wished her ex-husband would have taken this path in later life
but she was happy that Teresa shared Anna with her. Teresa liked Ava
hanging around their house because she kept Anna occupied leaving
Teresa more time to bond with Pete.
The weeks went by and Anna started looking and acting more like a
little old lady. He got into a routine of waking up, putting on his
robe and slippers, making a pot of coffee, taking his medicine,
checking his emails and wine reviews, showering and doing his hair and
makeup, and with the help of Teresa pick out little old lady clothes to
wear so he would be ready for Lilly?s delivery. Lilly, Teresa and Anna
had coffee while visiting during Lilly?s break. After Lilly left he
would pick out a bottle of wine, spend a few hours cleaning and doing
laundry. When he ran out of energy or became too drunk he spent the
rest of the day by himself watching episodes of The Golden Girls. He
especially looked forward to Tuesday?s when Kerri visited to do his
hair and makeup.
One morning Teresa told him not to get too drunk because she is
starting a weekly bingo event at her church and she expects him to join
her for support. Anna took his vitamins and got ready for Lilly?s
visit. He was excited to tell Lilly that he is going to play bingo at
Teresa?s church that night. Lilly thought it was cute, her mother liked
to play bingo also. He spent the day doing laundry and cleaning but
enjoyed a couple of glasses of wine in the afternoon while watching the
Golden Girls.
Late afternoon Teresa called for Anna to come to their bedroom. Anna
turned off the TV and went to the bedroom. He saw control panty briefs,
underwire bra, pantyhose, one piece slip, and a green polyester dress.
Although he wore dresses before he did not want to wear a dress in
public in case someone recognized him. Teresa laughed and said it is a
perfect dress for a little old glassy eyed lady and he will wear it.
She pushed him down on the bed and got on him daring him to escape, he
struggled but Teresa was just too strong. She made him say that he was
a glassy eyed little old lady before she let him go. She watched him
strip and noticed that his nipples had budded and he had defined
breasts, she smiled knowing that his medicine is working. She was also
happy looking at his flat crotch after he put on his control panty
briefs.
When he was dressed she walked him over to his jewelry box and helped
him select jewelry, she made sure that he put on several gaudy rings so
he looked like a little old lady that watched QVC all day. She selected
a pair of low heel black pumps and handed him Lilly?s mother?s purse
and reminded him that her I.D. is in the purse and he can now start
using it. She made him pose for some pictures before they left.
Anna got in the passenger seat and Teresa drove them to her church.
They arrived early so Teresa could set up and organize. She escorted
Anna to a table and told her to sit here and wait for Bingo to start.
People started filtering in and in no time his table was filled with
other little old ladies. He introduced himself as Anna and when he was
asked who brought him he almost slipped and said his wife, but caught
himself and concocted the story that he just moved to town and lives
with his daughter in-law, Teresa, and she convinced him to get out of
the house and come along to play bingo as she volunteered. Anna pointed
Teresa out and many of the little old ladies recognized her and
commented that she was a good person and he is lucky to have her as a
mother in-law.
They chatted as they played bingo, Anna enjoyed herself socializing
with the ladies. Teresa noticed him smiling and laughing with the group
of little old ladies, she hadn?t seen him that happy in many years.
When the night was wrapping up Teresa walked over to the table to say
hello. Anna stood up and introduced Teresa as her fabulous daughter in-
law, Teresa tried not to laugh thinking that Anna thought of the story
after seeing her in Pete?s arms.
Teresa recognized some off the ladies and asked if they were in the
widowed women?s bible study and volunteer group, they acknowledged that
they meet three times a week at church to discuss the bible and
volunteer to make and serve food at funerals and other events. Teresa
said that she is proud of them for their commitment to serve God and
the church community. She looked at Anna and said that he looked very
happy visiting the ladies during bingo and he should consider joining
the group. Anna was not religious and really didn?t want to join a
bible study and church volunteer group but after prodding from the
other ladies telling them that they frequently also get together to
socialize, he accepted the invitation. Teresa had the ladies pose for a
group picture, Anna was front center with a big smile on his face.
On the drive home Anna thanked Teresa for convincing him to come along
and play bingo, he continued that he really enjoyed visiting with the
other ladies. Teresa stooped at a book store and picked out a bible
with a pink leather cover for Anna. She was excited that he finally
found an activity other than drinking all day. She told him how proud
she was of him to join the women?s church bible study and volunteer
group. She even told him that if he stopped drinking she would consider
buying him another car so he can get back and forth to group
activities. He sat in the passenger seat clutching his purse happy
being a little old lady.
Anna put on a nightgown and robe and finished an open bottle of wine
while watching another episode of The Golden Girls before going to bed.
Teresa had been very nice to him all day, like she was earlier in their
marriage, and he decided that if it makes her happy he will willingly
and actively participate in the women?s church group. When his bottle
was empty he turned off the TV and walked over to Teresa, who was
sitting in his recliner reading a book, to give her a goodnight kiss.
She turned her head so his lips landed on her cheek instead of lips.
She got out of the recliner and walked him to the bedroom and turned
down his bed while he was going to the bathroom. She tucked him in and
told him how proud she was of him to join the women?s group, she kissed
him on the forehead and said goodnight.
She went to the kitchen to refill Anna?s daily medicine containers.
Based on Anna?s comments that he felt happy and had more energy after
taking his daily pills, and since he joined a healthy group that will
give him something healthy to do instead of drinking wine all day, she
believed the hormones were good for Anna and decided to tripled the
estrogen, antiandrogens, and progestogens.
Anna woke in the morning and was surprised that Teresa was not in bed.
He put on his robe and went to the kitchen and made a pot of coffee.
Teresa eventually joined him in the kitchen. He asked her where she
slept and she said in her new bedroom, she laughed and said that she
can?t sleep in the same bed with her mother in-law. He looked in his
pill container and noticed more pink pills, he ask Teresa why there
were more pills. Teresa responded that she did some more research and
talked with her doctor about a proper vitamin regime for an elderly
woman and made the proper adjustments. Anna believed that the pills
made her feel better and did not question Teresa, he thanked her for
her kindness looking after him and took his pills.
She told Anna to go shower and get ready for his bible study group.
Teresa heard his blow dryer and went to the bathroom and asked him if
he needed any help. She found him in a pink silk robe and helped him
comb out his hair and get it in a dew using a curling iron before
dossing him with hair spray. She consulted him on what makeup to apply
making sure the colors went with the pink dress she laid out on the
bed. He put on the control briefs, bra, pantyhose and slip before
Teresa helped him with his dress, he did like how airy and comfortable
he felt wearing a dress. He put on his open toed low heel strappy
granny sandals with Teresa picked out his jewelry. She made sure it was
gaudy and included a rosary. Anna looked into the full length mirror
and was very happy with how he looked, he thought to himself that he
will fit right in with the group.
Teresa gave him a ride to church, during the drive she patted his nylon
covered knee and told him how proud she was that he decided to reenter
society. She continued to tell him that he made a very nice little old
lady and he should try his best to have a good time with his new
friends. Anna replied that he was nervous that they will find out that
he is a really a man. Teresa laughed, looked directly at him and said,
?You are definitely not a man anymore?. Anna didn?t know how this
statement should make him feel, his hormones were ragging and he felt
differently than he ever felt, he just smiled and looked down and
straightened his dress over his knee and clutched his purse and
patiently waited for the drive to be over.
Teresa pulled up to the church, she parked her minivan and held Anna?s
arm to escort her like a little old lady to the church meeting room.
Teresa and Anna greeting all the ladies and the leader showed Anna his
assigned chair. Teresa took some pictures and asked the leader when it
would be over. She replied that the bible study lasts two hours, but
after a church supplied lunch they plan to knit items for a charity
sale until four or five. Teresa replied that Anna doesn?t know how to
knit but the ladies all jumped in and said that they will teach Anna.
Teresa smiled and replied that every little old lady should know how to
knit and it?s about time Anna learned, she smiled at him and told him
to have a good day, she would be back about four.
Anna was terrified because he hadn?t went past noon in many months
without drinking wine. They started off with a prayer and them read and
discussed verses from the bible. Anna had to open his purse and get a
pair of glasses, he selected the pink frames to match his dress. Anna
had never read the bible or been interested in religion but he felt
very comfortable sitting in the group being a little old lady. Men?s
group he had been part of in the past always were a bit competitive
with a one-up type atmosphere. The ladies in the church group were
truly friendly and supportive of each other and he felt very
comfortable in this setting.
After the closing prayer they went to the cafeteria and prepared the
group lunch. Anna was asked to help set the tables and pour a glass of
prune juice at each table setting as other groups made finger
sandwiches and cleaned vegetables. They ate lunch and Anna liked how
the prune juice tasted, he thought to himself that he will have to look
for prune wine. Anna volunteered to wash the dishes, one of the ladies
tied a white frilly apron around him and showed him where the sink and
supplies were.
He was still washing the dishes as the other ladies went to the
community room to start knitting. The Pastor walked thru and stopped to
chat. Anna introduced himself and the pastor said that he had talked
with Teresa and she has him all registered as a new member. He
continued to say that Teresa told him that you are her mother-in-law
who was recently widowed and moved to the area to be close to family.
He came up and hugged Anna to welcome him to his flock. Anna felt his
hands slide down his back to his butt, the priest patted his butt and
told him that it is always nice when a beautiful woman joins his
congregation and he is looking forward to getting to know him better.
He told him that he will be introduce to the congregation at Sunday
mass so he should wear his prettiest dress, he winked at her and said
goodbye.
Anna removed the apron and went to the community room to meet back up
with his group. The ladies decided to start him off with a simple
project knitting wash clothes. One of the ladies borrowed him knitting
needles and handed him a bundle of pink yarn. It didn?t take long
before Anna learned how to knit, he had a pleasant time chatting with
the ladies all afternoon. He told that ladies about his wonderful his
daughter-in-law Teresa. When they asked about Teresa?s husband he
pretended that Pete was his son and told the ladies that he is having a
difficult time finding a job and one of the reasons that he moved in is
to help them financially, he joked that Teresa deserved better.
Teresa arrived at four, she peaked into the room and saw Anna knitting
and laughing with the ladies as they chatted. She walked into the room
and greeted everyone, she took a seat next to Anna and watched him knit
as the ladies told her that Anna learned very fast how to knit and he
made wonderful wash clothes. She smiled at him and patted his knee, he
noticed that his knee was uncovered and stopped knitting to straighten
his dress over his knees. Teresa said that they will have to go to the
hobby store and get him his own supplies so he could continue helping
them knit for charity.
They said their goodbyes and the leader reminded Anna they have
volunteered to make lunch and serve for a funeral the next day. Teresa
asked what types of clothes he should wear, the ladies replied that
they usually wear a pants outfit when they have to do a lot of work.
Teresa put Anna on the spot, she looked at him and told him that he had
nothing on his schedule and asked if he is going to volunteer. All the
women waited for his answer as he replied, ?of course, I love being
part of this wonderful group.?
Teresa helped him to her van, she stopped at the hobby store on the way
home so they could purchase some knitting supplies. She thought that if
he kept his hands busy knitting he would drink less wine. She picked
out a pink set of needles and pink yarn along with a white bag
embroidered with flowers. They checked out and she handed the bag to
Anna and said that every little old lady needs her own knitting bag.
Anna was happy to get home, before he changed out of his dress he
opened a bottle of wine and poured a glass. He went to the living room
and Teresa followed him. He sat on the couch and she sat in her
recliner and asked him to tell her about his day. He was excited to
tell her a little about each women in the group and how he felt very
comfortable being around them. She asked Anna if he met the pastor and
he told her what happened, she laughed knowing the priest like little
old widowed ladies, the congregation turned a blind-eye because he left
the youth alone. She joked with Anna that he will get to know him
better, she laughed.
She asked him to knit her a wash cloth, she wanted to see if knitting
slowed his wine drinking. Anna started a wash cloth and found it hard
for to restart knitting after taking a drink of wine. Teresa hoped this
would be the case. Anna finished the wash cloth and gave it to Teresa,
she complemented him on how fast he learned to knit and the excellent
job he did. Anna wasn?t used to getting complements from Teresa since
he retired and started drinking more wine. He went to bed with a big
smile even with having only drank a small quantity of wine.
In the morning Teresa helped Anna pick out a black pants outfit with a
pink sweater for his church volunteer activity. She made sure he wore a
firm girdle so that his small manhood wouldn?t produce a bulge. He
complained about his breasts being sore as he put on his bra, he
wondered if the bra he wore the day before didn?t fit properly. Teresa
smiled knowing that his breasts were growing and wearing a bra is now a
necessity. In a way she felt sorry for him with women?s breasts but one
the other hand for the first time in many years he seemed very happy.
She helped him with his makeup and jewelry and supervised his morning
medicine before she drove him to church.
The women were busy getting the ham and sides prepared. Anna was
assigned to prepare the vegetable platters. The women chatted as they
prepared to food bragging about their families, especially their
grandchildren. Sadly, Anna told his lady friends that he doesn?t have
any grandchildren, but she enjoyed hearing the stories of the other
women and getting to know them better. The hours flew by as they served
food, laughed and cleaned. Teresa showed up early and sat in the next
room so she could hear the women but they couldn?t see her. They were
sitting around the table relaxing after working, she heard Anna brag
about what a kind, smart and beautiful daughter-in-law she had. This
made Teresa happy that her little old lady husband still loved her.
After a few minutes, she entered the room and joined the ladies. She
reminded them that Anna will be introduced as a new member during mass
the next day. The conversation switched to what dress he should wear to
impress the pastor. There were some inside jokes that insinuated
extracurricular activities between the ladies and the pastor. They
asked Anna if she had her private welcome meeting yet with the pastor.
When she shook her head no all the ladies laughed and said that she
will enjoy it. Teresa took some pictures and Anna hugged the women
goodbye.
Anna talked the entire ride home about the other ladies and their
families. She truly enjoyed learning about the lives of the other
little old ladies, she was proud and happy for them and unlike her
men?s meetings, felt no need to one-up any of the stories. They arrived
home and Anna freshened up and changed into a nightgown and robe. He
refresh his makeup and opened a bottle of wine and sat on the couch.
Teresa showed him a picture of an afghan that her mother knitted for
her but over the years was misplaced. She handed him a bag full of yarn
colors matching the picture and a craft instruction book on how to make
afghan?s. He said that he needed his glasses and Teresa was happy to go
retrieve his purse. He sat reading the book and looking at the picture.
He went to bed after drinking only one glass of wine. This made Teresa
happy and she poured the rest of the bottle down the kitchen sink so he
would not notice that he only had a small amount.
Anna and Teresa woke up early the next morning to get ready for church.
Anna put on her silk robe and Teresa helped him with his hair and
makeup. They selected a floral dress with a jacket and a pink hat.
Teresa helped him put on his lingerie and added some breast enhancers
in his underwire push up bra. He put on his suntan reinforced toe
pantyhose and one piece slip and Teresa helped him get the dress on
without disturbing his makeup or hair. He selected pink two inch heel
pumps, he had learned how to walk with heels and wished he had some
higher than two inches. Anna was very excited for his big day as they
ate a snack and he took his daily medicine before departing to church.
Teresa held his arm and escorted him inside church, he was surprised to
see Lilly and Sam. They hugged and they said that they couldn?t miss
their mother?s church welcome ceremony. Sam hugged and kissed Teresa as
Anna watched. Although he was now a little old lady, he still felt some
anger seeing his wife show affection to other men. They sat in the
first row pew with Lilly on one side and Teresa on the other with Sam
sitting next to her, Anna was all smiles and proud to be sitting next
to her ?family?. She hoped that the other women in her group would see
her with her wonderful family so that they had more to gossip about
during their next get together.
During mass she was called up to face the congregation, Teresa had him
hold her arm as she escorted him up the steps to the altar. The priest
welcomed her and introduced her as the newest member of the
congregation and had his family stand to introduce them. He felt very
happy standing in front of the many people in the congregation wearing
a pretty dress, and old lady white hair with a blue ting, being
introduced as a new church lady and member of the widowed women?s bible
study group. As he waved his hand at the congregation he couldn?t help
but notice his pretty hands with red painted nails, gaudy rings and
bracelets. He looked at Teresa smiling in the pew with her arm around
Pete and Pete?s arm around her acting as a newly married couple and
Lilly smiling at him like a daughter. Although he had some regret
losing his manhood and wife, he couldn?t help but feel happy with his
new life as a little old lady. Anna stood next to the pastor and her
family to say bye to people as they left church. Anna was happy when
she saw her bible group friends and proudly introduced Lilly and Sam.
Teresa informed Anna that it is tradition for new members to have
Sunday brunch with the pastor and told him she would be back in an hour
to pick him up. The pastor said goodbye to Teresa, Pete and Lilly and
took Anna?s arm and escorted him to his office. The pastor gestured to
take a seat on the couch as he poured two glasses of wine. Anna sat and
straightened his skirt and thanked the pastor for the wine. The pastor
sat next to Anna and explained that he has been Teresa?s confidant over
the last several years and he knows that he is her husband and asked
him why he wants to be a little old lady. Anna was shocked but
explained that he never wanted to be a little old lady it just
happened. Teresa required him to wear little old lady clothes if he
continued to drink wine and act like a little old glassy eyed lady and
went along with it out of stubbornness but it snowballed when he lost
weight and Lilly offered him her deceased mother?s clothes.
He explained that initially he had regrets about agreeing to dress like
a little old lady, especially seeing Teresa become close to Pete,
however for some reason started to enjoy how people started to treat
him, especially the women?s bible study group, and had felt like he had
more energy and felt happy for the first time in years. The pastor
asked him if he plans to remain being a little old lady or go back to
being Teresa?s husband. Anna didn?t reply and was deep in thought for
several minutes, the pastor took his hand and put it in his lap and
told him that he would help him take the next step to womanhood. Anna
could feel his erect penis, the pastor sternly told Anna that it is the
obligation of church ladies to keep pastors sexually satisfied and
unless he cooperates he will tell the women?s bible study group that he
are really a man married to Teresa.
Anna was in shock, he had no desire to be sexually intimate with a man
and was more shocked that a man of God was breaking a sin and forcing a
married person to have sexual activities with him. Anna replied that he
was married and the pastor reminded him that Teresa will never see him
as her husband again and started sleeping with Pete based on his
advice. He really enjoyed being part of the women?s bible study group
and asked the pastor if he was intimate with the other women in the
bible group, the pastor nodded his head and replied all of them. The
pastor continued to tell Anna that he has not been intimate with Teresa
but if he doesn?t cooperate, after informing the congregation that
you?re a man, if Teresa wants to remain a member of the church he will
require her to please him. The pastor dropped his pants and guided
Anna?s head to his crotch. Anna felt that he had no choice but to
cooperate. He tried not to gag as he sucked the pastor?s penis.
Suddenly a salty taste exploded in his mouth, he reached for a Kleenex
and wiped his lips and chin and then took a big gulp of wine to wash
down the semen.
The pastor pulled up his pants and thanked Anna for his service to the
church, telling him that with a little more practice he will be as good
as the other church ladies. Anna finished his wine and politely excused
himself. He saw Teresa sitting near the church exit, without saying a
word she came up and gave Anna a long tight hug to comfort him, she
knew that if he didn?t go along with the pastors requests he would make
Teresa do something she didn?t want to do to stay involved in the
church, Anna was sacrificing and protecting her and she was thankful.
She gently escorted him to her van and they drove home. She helped him
change to a nightgown and robe setting him up on the couch with a
bottle of wine to relax and watch The Golden Girls for the rest of the
day.
After several glasses Anna started crying uncontrollably, Teresa sat
next to her and comforted her. He said that he never dreamed that he
would have to please a man and he didn?t like it. Teresa held him tight
and comforted him, when his crying was under control she told him that
unfortunately women sometimes need to do something that they don?t want
to do to keep the peace and she was sorry that he had to experience
that part of being a woman.
After a few more minutes she knew it was time for the talk. She told
him that the vitamins she gave him every morning were female hormones
that Lilly?s mother was prescribed to build back her strength after
drinking too much. She cupped one of his breasts and said that it
caused him to start to develop the breasts of a little old lady and had
probably been taking them long enough to be chemically neutered,
according to the information she researched. He cried and said that he
hadn?t been able to get an erection in years, well before he started
taking the pills, which made him feel that he wasn?t a man. She told
him that he could stop taking the hormones and live as a man again,
however after seeing him as a little old lady who had a sexual
encounter with the pastor, she couldn?t live as a husband and wife
again. She continued to say that there are options if he kept taking
the hormones. She said that if he continued drinking wine they could
live together as her mother-in-law and a glassy eyed little old lady or
if he stopped drinking wine and get back in shape they could get him a
younger wardrobe and they could live together as girlfriends. Anna
laughed nervously and asked if they could possibly double-date. Teresa
laughed and said that in that case he should consider corrective
genital surgery so he didn?t have to always use his mouth. They both
laughed and hugged.
Anna asked Teresa if they could ask Ava to move in with them because
she likes visiting her. Teresa laughed and said that they could add
another bedroom and also ask her other sister Sue to move in so they
could be just like The Golden Girls. Anna told Teresa that he wants one
night to consider his choices, she agreed. He sat in his nightgown
drinking his bottle of wine and watching The Golden Girls as Teresa sat
reading her book. Eventually Teresa kissed him goodnight and went to
her bedroom. Anna had several more bottles of wine while he stayed up
late night to finish watching all the episodes of The Golden Girls.
Teresa woke in the morning and was surprised that Anna was not up yet,
she looked in the recycling bin and saw several empty bottles of wine.
She shook her head in disgust thinking that he made his choice to
remain as a little old glassy eyed lady. She set his hormones on the
counter and sat at the table drinking her coffee catching up on the
morning news. Anna eventually woke and came into the kitchen and poured
himself a cup of coffee. He said good morning to Teresa and went to the
counter and took his hormones. Teresa looked over at him and asked him
if he made his choice. Anna paused and said that he is still fairly
young and would love to be Teresa?s girlfriend and live with her
sisters. He continued that he wants to keep his wardrobe so that later
in life they could be little old church ladies together. Teresa smiled
and hugged him, telling him that they need to plan a healthy diet and
exercise plan. He hugged her and said that he is going to miss his
church lady friends but will enjoy being Teresa?s friend more. He also
said that he wants the genital corrective surgery so that when he is a
little old church lady he won?t have to use his mouth, they both
laughed.