Date: Sat, 7 Oct 2023 18:59:56 +0000 (UTC)
From: Ben Johnson <salvete1300@yahoo.com>
Subject: Being a Dutiful Sissy Husband - Part 5 (Bisexual/Authoritarian)

Being a Dutiful Sissy Husband – Part 5

I was once again lost in the hairy bush of my wife, Ann.  My tongue doing
its best to give her the pleasure that she demanded of me.  God, I love
being submissive!  Being responsible for giving pleasure to another human
being is one of the most amazing feelings I've ever had.  Fortunately, I
have had an opportunity to do it a number of times.  Not as much as I
would've liked but a lot more than I should have.  My mind took another
trip down memory lane.

Getting fucked had been an eye-opening experience. While I really enjoyed
the act, it left me feeling a little vulnerable. I returned home from that
business trip and spent the next couple of weeks thinking about what I had
done.  Up to this point in time, I have had three encounters. The first two
I provided oral sex and the most recent one, I got fucked. After thinking
about the ramifications of my actions, I reconciled with myself on what I
had done and, inevitably, I started to hunger for more. Once again, I
returned to Reddit and the local personals. There wasn't much action but
after a couple of days, I hit the jackpot. I came across a posting from a
black dude looking for a submissive to service him. It sounded too good to
be true, but I responded. I eventually heard back from the guy, and we
traded messages for the next couple of days. He was currently out of town
in Nashville visiting family but was returning before the weekend. I know I
am not like a lot of people when it comes to personal ads. Too many people,
in my opinion, start asking for pics and do not spend enough time on
whether the other party is an okay match. I would rather make sure that I
can trust the other party before I see what he/she looks like. I always
want to make sure that health and hygiene are good as I do not want to take
any health risks. I also want to make sure that the other party is not some
psycho waiting to harvest my internal organs. ;) In any event, this
approach doesn't always work but it does allow me to click better when I
come across someone with the same priorities. In this case, he was also
adamant about wanting to make sure that there were no health risks. He told
me that he was in his mid-40s and that he didn't date. Instead, he has a
couple of married white women that he periodically sees. However, he was
looking for something more regular and liked the idea of having a
submissive sissy service him.

After a couple of days of conversing, he wanted to know if I could come
over on the weekend. I had some availability on Sunday morning, and we
finally hit the point where we asked each other for some pics. I sent him a
body shot of me and he sent me a picture of his manhood. Wow! All I could
think of is...wow! His dick was HUGE. He told me that he was 9+ inches and
six inches around at the base. My mouth immediately started watering for
that massive piece of meat. I immediately agreed to see him, and he gave me
his address. I was rock hard just thinking about sucking that massive dick
and I couldn't wait to see him.

On Sunday morning, I drove over to his apartment. I was incredibly excited
but when I saw his building, a little trepidation creeped in. The building
wasn't awful, but it did give me pause and all of a sudden, I was a little
worried about going into a strange dude's apartment with nobody knowing
where I was. As I sat outside of his building, I messaged a sissy "friend"
that I corresponded with on sissysocial.net. I told him about my pending
meeting and asked him to watch for me to send him a note in a couple of
hours. If he didn't hear from me, at least someone would know where I
was. My friend was cool and encouraged me and also cautioned me to be
careful. With that last bit of concern taken care of, I messaged the guy
and told him that I was at his building.

I got a message back that he was on his way down to let me in. I stood in
the building vestibule, a little nervous and a lot excited. After a couple
of moments, I heard someone coming down the stairs and then the door
opened. I immediately relaxed. I was greeted by a black man. He was about
5'8" a little overweight, short hair and a beard and mustache. He wasn't a
handsome dude, but he wasn't ugly. A typical guy. We shook hands and he led
me up to his apartment. He was on the second floor, and we walked to his
door, he opened it and he let me in. He lives in a one-bedroom apartment,
pretty sparsely furnished but pretty organized. He immediately started
undressing and told me to get comfortable. He was wearing shorts and a
t-shirt, and it didn't take him long to get naked. I just removed my shoes
but kept the rest of my clothes on. Once he was naked, he sat down on his
couch. He had a couple of pillows that he placed on the hardwood floor in
front of him and he beckoned me over. I noticed that his television was on
and that he had the internet humming through his playstation with a porn
streaming site displayed. However, my attention was quickly captured by his
magnificent cock.

I went over to his couch and dropped down to my knees on the cushions that
he provided, and I just stared at his massive dick. He was only semi-hard,
but it was already an impressive size. On my knees, I just stared at it and
smiled. I gently took it in my right hand and felt it. Amazing! At my
touch, it twitched a little and got a little harder. My mouth was watering
and I really wanted to put it in my mouth. As I moved my face a little
closer, I grabbed it with my left hand. I cupped it in the palm of my left
hand while I let the fingers of my right hand move up and down the topside
of his shaft and head. He continued to get harder – and bigger! I licked
my lips as I watched and felt his massive dick. I then moved my left hand
down to cup his balls as I let my right hand slowly and gently stroke his
shaft. I knew I would not have an issue getting the length of his cock in
my throat but feeling the size of his shaft in my right hand, I wasn't sure
if my mouth was big enough to get around the base of his meat stick.

He just grunted in approval as I continued to stroke him. As an aside, at
this point we did not know each other's name. He just looked at me and
said, "do you like that, sissy?" I just moaned in approval and told him his
cock was gorgeous. I then dropped down and kissed the head of his cock. It
tasted great! He also smelled nice. He clearly had just showered, and I
continued to thank my lucky stars that all of my encounters had been with
dudes that were conscious of their hygiene. I continued to kiss the head of
his cock and I let his dick rub up against my chin, my cheeks and the rest
of my face. The warmth that emanated from his cock was intoxicating.

At that point, I could'nt wait any longer and I opened my mouth to take him
inside. He moaned, I moaned, and I started sucking on the head like I had
found a lost lollipop. I was in heaven as I felt his cock inside my
mouth. Slowly, I started taking more and more of it into my mouth, making
sure that I got his dick has wet as possible. I needed to get this monster
into my throat. Up and down, I went, each time I little
farther. Eventually, I felt his massive head at the entrance to my
throat. I paused, then pushed and felt him slide into my throat. He let out
an audible moan and I continued to push until my lips were at the base of
his shaft. I pulled back up and looked into his eyes. He looked at me and
told me to be careful as my teeth were scraping on his shaft. I apologized
and told him that I had never had anything this thick in my mouth
before. He just smiled and told me to keep sucking. I continued to slide my
mouth up and down on his magnificent cock. I did not go all the way down so
as to keep my teeth from scraping against him. He grunted and told me that
my mouth felt like a pussy. I was glowing from the compliment.

After a couple of minutes, I started stroking him with my right hand while
I continued to move my mouth/throat up and down. He continued to moan in
appreciation, and I started moving faster. He told me to keep that up and
after a few more strokes, he told me he was going to cum. I held his
massive head just inside my mouth while my tongue swirled around the tip
and my right hand continued to stroke him. He grunted and soon my mouth was
filled with his spunk. He tasted great. He shot a nice load into my mouth,
and I eagerly swallowed it all.

I took my mouth off of his cock and started licking his shaft. I watched
for any remaining cum that may ooze out of his slit and I quickly lapped up
the additional jizz. He took a deep breath and complimented me on my
technique and thanked me for the blow job. "You suck cock better than any
woman I have ever been with." I blushed a little and just said "Thank you."
I continued to nuzzle his dick and told him that unless he says otherwise,
I would continue to keep sucking on his massive dick. After a few minutes,
he started to get hard again, and I went back to town.

I almost regretted continuing to suck him, almost. I spent the next 45
minutes working on him to get a second orgasm out of him. My knees started
aching, my neck was getting sore, and I was sweating up a storm. However, I
continued to be on cloud nine as I worshipped his beautiful cock. He
watched porn as I worked on him. It was kind of a turn-on to have him
focused on videos that I couldn't see while I sucked him. I could tell that
he was a fan of big titted milfs as he was playing vids of Janet Mason and
the chick from the Wifey vids. Eventually, he was ready to cum again and I
eagerly swallowed every drop. My mouth, knees, back, shoulders, and neck
were all incredibly sore, but I just sat back against the couch and
relished the taste of his cum in my mouth. Despite the soreness, I was
feeling euphoric.

I sat there for a couple of minutes watching the porn that was on the
screen and this guy (I still did not know his name) started talking to me
about the women on screen like I was just another dude. He asked me which
pornstars I liked (I told him that given his tastes he should check out Ava
Addams and Angela White). We chatted for a little while longer, he even
asked me if I wanted a beer or something else to drink. I demurred, thanked
him and got my shoes back on and took off. He walked me down the stairs and
I thanked him one last time and told him I would love to do it again. He
smiled and said he would very much like this to be a semi-regular thing. As
I left, he told me his name was Paul. I gave him mine and I headed out.

Just like my first time, the drive home was a blur. I was on cloud nine
thinking about his beautiful cock and how I was able to provide him with
pleasure and got him to cum twice. I loved it! The next couple of days, I
was constantly daydreaming about his fabulous dick. Just for kicks, I was
on Reddit a couple of days later, looking at the postings when I came
across another BBC looking for a blowjob. No way, right? There is no chance
I could get lucky twice in three days...could I? On a lark, I responded to
the ad and about 40 minutes later, I got a response. The dude was way on
the south side, about 50 minutes from where I worked. My schedule was open
that afternoon and I told him that I would leave right now if we were of
the same mind. We then traded pics. Not again??? This guy's cock was
gorgeous. Nowhere near as thick as Paul's but every bit as long. I was
immediately salivating. We agreed to meet, and I slipped out of work and
headed to his house.

Almost exactly 50 minutes later, I texted him that I was pulling up. I got
out of my car and rang his doorbell, and he immediately opened it to let me
in. This guy was hot! I am talking Denzel Washington type of looks. He was
a little thick, not fat but muscular and broad chested but very good
looking. He smiled as he let me in, and I could smell that he must have
just finished a blunt and he was floating. He escorted me into his living
room and just dropped his shorts. His cock was already semi-hard, and it
beckoned me toward it. I immediately got down on my knees and put my hand
out to gently stroke it. It felt wonderful. I wasted no time and started
sucking on that beautiful piece of fuck meat. He immediately got hard, and
I was feeling him at the back of my throat. Since he was not nearly as
thick has Paul's cock, I was able to easily gobble down his pole and had my
lips pressed against his abdomen in no time. He let out an audible gasp,
grabbed the back of my head and started fucking my throat. It felt great!
The combination of being helpless, but also giving pleasure to someone had
my heart rate soaring. Unfortunately, it only lasted a few moments. He
grunted and started shooting his spunk directly into my stomach. I forced
my mouth back up to the head of his cock so that I could taste him. What
remaining jizz I was able to capture was delicious. I suckled on him for a
couple more moments and then sat back on my knees. He smiled at me and
said, "Thanks bro, I really needed that." He then proceeded to put his
shorts back on. I took that as my cue to make my exit. I thanked him and
told him to let me know if I could ever help him out again.

I got back into my car and started driving home. I looked at my watch and
realized that I had been in his house for less than 10 minutes total. Boy,
that was a long drive for such a quick session. But his cock was amazing,
and I was glad to help him out. Once again, I really felt like a sissy,
available to provide satisfaction to dudes with big cocks. I felt my own
cock harden in my pants as I thought about that on the way home. What an
incredible week! Less than five months previous, I had never even been with
another man and now, here I was, sucking two BBCs in three days. I felt
fantastic.

Despite feeling fantastic, I needed to catch my breath. What was happening
to me? Here I am, a middle-aged guy, married with a couple of kids,
willingly getting down on my knees and sucking cock. However, instead of
feeling repulsed and guilty, I felt content and satisfied. It was like a
finally found out who I was. Once again, I found myself constantly thinking
about the dicks I had sucked and thinking about sucking more. I had truly
become a submissive cocksucker. Something still felt like it was
missing. Yes, I was a submissive cocksucker but what I really wanted was to
be a submissive, sissy cocksucker. I had played around dressing a little
bit but not too much. Being married and in the closet, I don't really have
too many opportunities to indulge. In addition, I am pretty hairy and far
from being femme in appearance. However, I do travel for work occasionally
and have had an opportunity to dress up while I am out of town.

Anyway, after my experience with Paul, I waited anxiously for him to reach
back out to me. After about 10 days, I couldn't wait any longer and texted
him. He texted back and we proceeded to chat over the next week. Paul is a
pretty cool guy. He clearly wants to have a sub worship his big dick, but
he is not into humiliation. I felt like I was just another of his
friends. I learned from him that he doesn't really date – he's just not
into that scene. I also learned that he does have a couple of white married
women with which he has had long term affairs. He told me that he gets an
opportunity to get together with one or the other every couple of months
and gets to have a weekend of non-stop sex. However, in the interim, if he
gets horny, he likes having someone like me available to satisfy his
immediate urges. Hearing about this was an incredible turn-on. I was his
standby slut. Not only was I cool with that, but it was also incredibly
arousing to think about. There is just something about being a submissive
slut and being able to provide pleasure to a horny man...it really gets me
going! We chatted a bit about me and why I liked doing this and eventually
we started talking about me dressing up femme for him. This appeared to
turn him on as much as me. I told him about my dress up when I am out of
town and about my favorite clothes – yoga pants and thongs. He wanted to
know if I would be willing to really dress up for him – i.e., wig,
make-up, jewelry, clothes, etc. I told him that the idea was incredibly
arousing. I admitted that I had fantasized about it but that I had never
done any of that. He then asked me since I had fantasized about it, did I
have a sissy name. Somewhat embarrassed, I told him that I did, and it was
Livia. He immediately responded that he really liked that moniker and that
I would be his "Livy." Paul further pressed me to give this a try and he
asked me to think about it.

Over the next several days, I had a constant hard-on as I thought about
being a real crossdresser for Paul and servicing him while dressed
femme. Despite my brain telling me that it was a bad idea, I knew I had to
try it. I texted Paul and told him that this would be a work in process,
but I was happy to give it a shot. We agreed to meet the next weekend. I
was able to get my stash of clothes out of their hiding place and headed to
Paul's place on a Saturday morning. I told my wife I had some work to do in
the office (not unusual) and that I would be back after lunch. On the way
to Paul's, I stopped at a costume shop and picked up a wig. I was worried
that I would be embarrassed about shopping for one, but it was no big
deal. When I entered the store, a lady came up to me and asked me if I
needed help. I told her that I was going to a costume party and needed a
woman's wig. She didn't even bat an eye and asked me what I had in mind. I
told her that I wanted something that was dark and long, and she escorted
me over to a section that had several examples. It didn't take me long to
pick one out and she happily wrapped it up, had me pay, and I was on my
way.

I then proceeded to Paul's place. While I was considerably less nervous
than my last visit now that I had met him and had already hooked-up with
him. I was a different type of nervous as I was taking another step toward
sissydom by doing this. Was I sure this is what I wanted to do? Was I going
to embarrass myself? How would I look? All these things were running
through my mind as I approached Paul's place. As with my other encounters,
I heard myself think, "Fuck it, let's do this." I parked the car and texted
him that I was walking up to the front door. After a couple of minutes, he
came downstairs and let me in. I felt a little awkward greeting him, but he
was totally cool and showed me inside. Once inside, he told me that I could
dress up in the bedroom or the bathroom. I excused myself to the bathroom
and proceeded to get dressed. I put on my thong and yoga pants and felt my
cock start to harden. I then put on the lady's sweater/pullover that I also
had. Lastly, I put on the wig. Looking in the mirror... I looked awful,
like a middle-aged guy wearing a wig. I tried to style the wig a bit but
did not have much luck. Feeling a bit disappointed, I prepared for the
worst and exited the bathroom and walked into Paul's living room.

Paul was naked, on the couch, watching porn. He smiled when he saw me and
beckoned me over to him. I knelt down in front of him and apologized for my
appearance. Paul shushed me and said "Livy, you look very sexy." Emboldened
by his kind words, I dropped down and immediately started sucking his
cock. I wish I could say that the experience was as good as the first time,
but I would be lying if I did. I could not keep that damn wig from getting
strands of hair in my mouth. It was so frustrating! I think I did a good
job hiding my frustration as I eagerly sucked and swallowed Paul's
beautiful cock. As I was sucking him, he again reminded me to be careful
with my teeth as I had a hard time getting my mouth opened up enough to
fully engulf his beautiful black dick. While the wig continued to be
getting in my way, I continued to stroke and suck him. He appeared to enjoy
it and after about 10 minutes, he told me he was going to cum. I sped up my
sucking and continued to stroke his shaft with my hand. He then grunted and
I stopped moving my head and moved my mouth so that it just covered his
head. I felt my mouth fill with his delicious jizz (along with a lot of wig
hair) and then I swallowed. Just like the previous time, I sat back on the
floor, with my back against his couch and we just chatted for a bit while
he continued to have porn playing on his television. He told me that I was
the best cocksucker he ever had, and I swelled with pride. I told him that
I had a hard time with the wig and that the strands kept getting in my
mouth. He told me that "Rome wasn't built in a day" and that I would
continue to learn and get better dressing femme.

I told Paul that I was worried about buying more stuff and having to figure
out where to hide it. He had a great idea. He told me to order what I
wanted and just have it sent to his place. His apartment could be my
experimental lab. What a great idea! While not perfect, it was far
preferable than me trying to find a hiding place at home that my wife would
not stumble across. As we chatted, I really felt uncomfortable about
sitting there in that ridiculous get-up. However, Paul continued to treat
me as if everything was normal. While that allowed me to relax a bit, I
still felt awkward. I then excused myself to the bathroom and changed my
clothes. After changing, Paul again walked me downstairs, and we agreed to
keep chatting about what to do next. The first thing I did when I got home
was to start shopping for wigs. I am a bit ashamed to say that I learnt way
more about wigs than I ever thought I would. Synthetic or real hair. Lace
front or full lace. These were just a couple of things I learned about
during my research. After a couple of days, I finally found some that were
the styles I liked, had the appropriate features, and were not too
expensive. As I have continued to indulge this fetish, one thing I have
learned is that being a woman is expensive! I finally decided on a Haircube
wig. It was only $25 and had some nice features that, hopefully, would make
it look more realistic than the costume store one I had previously
purchased. I also bought a wig grip head scarf to better hold the wig in
place. In addition, I bought another pair of yoga pants and a matching long
sleeve top. Again, whatever I could do to cover-up my body hair was a
trade-off I was willing to make in order to try to appear as femme as I
could. About a week later, I heard from Paul that all of the items had been
delivered and he was anxious for me to come over and try them on. We
arranged for another Saturday morning meet-up.

Once again, I arrived at his place, and he showed me upstairs to his
apartment. Inside, he gave me a bag with my new stuff, and I excused myself
to the bathroom to get dressed. This time, I had worn a thong on my drive
to his house. I felt very kinky putting them on under my boxers and walking
around at home with them under my clothes. I also felt naughty on the drive
as I looked forward to getting his monster dick in my throat. I got dressed
in my new clothes, the new yoga pants were a disappointment, I was hoping
that they would be a little looser so that I could have them ride up my
butt crack. Unfortunately, they were just loose fitting all over. I put on
the wig grip and my new wig. I cautiously looked in the mirror and...it was
not bad. The new wig had a very nice style to it and I was able to brush it
out so that it looked nice and full. It framed my face nicely and, while I
would never be mistaken for a model, I thought I looked presentable. As I
got ready to exit the bathroom, I started staring at myself and wondering
what I would look like with make-up...Shit! Here I go deeper and deeper
down this rabbit hole. Snapping myself back to reality, I walked out of the
bathroom and once again, Paul was naked on the couch waiting for me. He too
liked my new wig and I kneeled before him. He smiled and called me Livy,
his cocksucking sissy.

I smiled and went to work on his cock. The new wig was better than the
cheap one I had purchased previously but only slightly. Hair continued to
get in my mouth but at least it was easier to swipe it away. I again worked
on Paul's gorgeous manhood and lost myself as I focused on his big cock. I
licked, suckled, and nibbled on his huge head and sucked him deep into my
throat. I caressed his balls with one hand while I stroked his huge shaft
with my other. He commented about how he liked having Livy sucking his cock
and he had me tell him how much I loved sucking it. "Does Livy like sucking
this big dick?"

"Oh, yes. Your dick is amazing! I love having it in my mouth." After about
five minutes, Paul did something different. He stood up and grabbed me by
the back of my head and started fucking my mouth. It was incredible! First,
by him standing up, my posture was more vertical, which allowed the wig
hair to drop off and away from my face – no more hair in my mouth!
Second, the submissiveness of allowing him to fuck my face and shove his
cock into my throat was an incredible feeling. He would slowly pull my head
toward him as his cock pushed passed the entrance to my throat. Once fully
lodged inside me, he proceeded to rapidly move my head up and down on his
massive meat. While the movements caused me to gag, the feeling of his cock
sliding up and down my throat was fantastic. I was so turned on to be on my
knees, just an instrument for his pleasure. Over the past couple of years,
I had gotten pretty good at deepthroating by practicing on dildos. I would
mentally prepare myself to take the toy all the way in my throat by taking
a breath, breathing out and relaxing. But you don't have that opportunity
when your head is being forced down on the real thing. While a bit
unsettling, it was also very arousing. Saliva started running out of the
corners of my mouth as Paul continued to fuck my throat. I felt so
wonderfully slutty. It took only a few moments before he stopped, held me
against his abdomen while he shot his load directly into my stomach. I
could feel his massive dick throb and quake in my throat. He slowly slid
his cock out of my throat and I held the tip between my lips to lick up any
remaining jizz that was oozing from his cock slit. I could not believe
this. Here I was on my knees, wearing a wig and female clothes, feeling
euphoric about the orgasm that someone else just had at my expense. I was
incredibly turned on and knew that I would be having a massive orgasm when
I jerked off at home later.

We again chatted for a bit. I was feeling much more comfortable sitting
there in my outfit. I think I was just getting more comfortable being a
crossdresser. As I sat there, I was turned on by the fact that Paul had
shot his load directly into my throat/stomach. At the same time, I was
disappointed that I didn't get a full taste of his load. Oh well, I
thought, there would be other times. After a bit, I excused myself and
changed and then left. My cock was rock hard on the way home and I could
not wait to relieve myself. I kept thinking about him holding my head with
his huge cock fully in my mouth and throat. What a sissy cocksucker I had
become. As I thought about this, a smile formed as, once again, a feeling
of contentment swept through my body.

Paul and I were not able to connect for the next couple of months as our
schedules didn't line up. However, we did continue to text each other. Paul
continued to slowly push me toward becoming a full crossdresser as he asked
me what I thought about make-up. I admitted that the idea of being fully
made-up was quite arousing but very daunting as I had no idea of where to
begin. I then began to watch Youtube make-up tutorials and downloaded the
Youcam and Ulta apps on my phone and began to experiment with AR make-up
applications. I slowly put together a list of items that I would need:
primer, foundation, blush, lipstick, eye-liner, mascara, and eye shadow
were the first things I picked out. There were additional things that I
still needed to research like fake eye lashes and eye brow pencils but I
thought I had a good start. On a business trip, I visited an Ulta – and
was immediately lost. I had never paid attention to the fact that make-up
was grouped by brand and not by product. I felt out of my depth. Before I
knew what to do, a nice lady came up and asked if I needed help. I played
dumb and showed her my list and asked if she could help me. "Is this all
for your wife?"

"Sure" I responded as she proceeded to escort me through the store and
started grabbing my items.

"Your wife has good taste" the lady said to me. I just smiled. After she
helped me get everything, she asked if I needed brush applicators. I said I
did, and she picked out what appeared to be a nice set. She then
recommended a couple of sponges to apply the foundation, I readily accepted
her suggestions. After everything was collected, she took me up front and I
checked out.

Returning to my hotel, I immediately went to work.  Frankly, the primer,
foundation and blush were all relatively easy to apply. The video tutorials
I watched were very helpful. The same could not be said for my eyes. Liner
and eye shadow are hard! I mean, really hard. After my first try, I looked
in the mirror. Oh my God! I looked like a strung-out heroin junkie. So much
for my first effort. I felt reasonably good given how easy I was able to
pick up the primer/foundation/blush work and thought I would try again with
my eyes the next night. Oh well, let me clean this stuff off and get to
bed. Uh oh, the make-up, especially the eye liner and mascara were not
coming off with soap and water. Great, I forgot to buy make-up remover. Now
what? I continued to wash and scrub my face until I got all of it off but
not before I irritated the skin around my eyes from rubbing them with a
washcloth. What was a not great experience turned into a full-fledged
disaster when I felt how raw my skin was. Shit! Experience is a bitch of a
teacher. I was not able nor was I willing to do any more "practicing" until
my skin healed. When I returned from my business trip my wife asked me
about my skin. I told her I accidentally touched my face with a magic
marker and irritated my skin with the washcloth. She just shook her head
and walked away.

Just before the 4th of July, I was able to connect with Paul again. I had
purchased a long sleeve dress and black pantyhose. I visited him, dressed,
applied some lipstick and wore my wig. This time, I brought some hairspray
and tried to style the wig so that I could keep the hair from getting into
my mouth. Unfortunately, it didn't work. I need more practice with the wig
but since it is at Paul's I have not had the chance. Once again, he was
waiting for me on the couch, and I went over to service him. This time,
before I started sucking him, I kneeled in front of him and gently stroked
his cock. It had been a couple of months since we had gotten together, and
I really missed his cock. I loved how it felt in my hand. The heat, the
combination of spongy yet firmness, and how it looked all made my mouth
water. I proceeded to give him a nice blowjob, but the wig hair continued
to get in my mouth. I started feeling discouraged. It is really hard to
give a good blowjob when you keep getting hair in your mouth. I persevered
and tried to make the best of the situation. It did not seem to bother Paul
as he whispered how my mouth felt better than pussy and that I was the best
cocksucker he ever had. I just groaned in acknowledgment as I continued to
slide my mouth up and down his shaft. He again stood up and grabbed the
back of my head. This time, though, he told me to grab his ass with both of
my hands and once again proceeded to fuck my face. As he was getting ready
to cum, he stopped and took his cock out of my mouth. He started stroking
his dick with the slit inches away from my lips. "Does Livy want to be
fed?"

"Oh God, yes. Please feed me!" I opened my mouth and stuck my tongue
out. He groaned and shot his seed onto my tongue and into my mouth. Hmmm, I
had forgotten how delicious his cum tasted.

Despite how pleased Paul was, I was really irritated with my wig. I really
need to figure out how to keep the hair out of my mouth. It is incredibly
distracting. Since it was the holiday, I didn't hang around and got up and
changed. This time, I asked if I could take all of my things with me. One,
I really need to figure out how to wear this wig effectively. Two, my femme
clothes need to be washed. Paul understood and I took my stuff and
left. Work has been busy since the holiday, and I have not been able to get
my femme clothes washed. This cost me a chance to see Paul as he told me he
really wants Livy to service him. I understood his desire but being Livia
was starting to be a lot of work. In addition, Paul indicated that he would
like to see me wearing the following: bodystocking, choker, cage, and
heels. Talk about going further down the rabbit hole. I was a little taken
aback by his latest request but by the end of the day I was back on Amazon
shopping for these new items and thinking about being fully made up while
dressed in these new clothes. I looked down and my cock was rock hard. I
guess I know where this was going.

I returned to the present, as my wife's second orgasm was approaching.  Now
that she knew about my extra-curricular activities, she had asked me about
becoming more femme.  I had relayed the issues I had with Paul and she
immediately became intrigued about my previous activities.  Ann started
convulsing again as her second orgasm hit.  As soon as her convulsions
started to subside, I knew to move away from her clit as it would now be
super sensitive.  I crawled out from between her legs and moved up to lay
beside her.  She rolled over on her side, facing me, and said, "Thanks!
That felt great.  You may be a sissy faggot, but you do know how to lick
pussy!"

"Thanks, Hon!" I responded.

"So, did Paul fuck you?"  Ann asked.  She wanted me to tell her about my
escapades, in chronological order to fully understand the extent that I had
cheated on her.

"Yes, but I had other encounters before that.  Do you want me to skip?"

"No.  Let's leave that cliffhanger until you get to it."  Ann got up out of
bed and went to the bathroom.  After a few moments she re-emerged wearing a
robe.  "I need a drink, let's continue this discussion in the kitchen."