Samantha Pt. 04

I did not get much work done the whole day. I like working from the comfort of my own home, I perform more efficiently there, but not this time. I usually don't like to be unproductive all day but I could not focus on my work properly. I was thinking about Sam all day. She worked me up pretty hard in the furniture store.

I promised her a nice dinner by the time she gets home, but I had planned more actually. A total full-on home-date in the comfort of her apartment. I was looking up what food shall I take when I felt my phone vibrate. I unlocked the screen and saw the messenger pop up. It was my friend Dennis.

D: +Hey man, wazzap?

D: +You been off the grid for ages

D: +You doing alright?

G: +hi dennis!

G: +things been good thanks

G: +sorry for disappearing

G: +work is shit

G: +and the remaining time i try to spend with Sam

D: +happy for you m8!

D: +sooo you two are really at it dont you?

D: +have you did the dirty already?

G: +yeah ;-) we are at it. But no, we did not do it yet... but you know other stuffs we did

D: +how come?

D: +dont tell me you are saving yourself for marriage now xD

G: +haha really funny 'D'

G: +no, its not that simple

G: +how about we grab a drink someday next week?

G: +i'll explain everything then

D: +you are inviting me out now?

D: +well well well, how the tables have turned

D: +im in tho'

D: +just tell me when it's good for you

G: +okay i'll be in touch

D: +k

D: +bye!

G: +take care

I put my phone on the side of my desk. I totally forgot that I still didn't tell Dennis about the extra parts of Sam. I was contemplating if I should really tell him. On one hand keeping it a secret feels like that I am ashamed or something, while on the other hand I don't know if Sam wants me to share this with anyone. I figured it would be best to ask Sam about it. It should be her decision and not mine. I went back to browsing food and finally decided on a nice big pan of lasagna. The restaurant was also nearby so I decided to just pick it up on the way to Sam's.

I had everything planned and ordered by the end of my working time so I sent one last email and logged off. I dressed up, put on some cologne and went off to prepare a dream date for my love. On the way I picked up the lasagna, a bottle of red wine and some flowers. I was pretty overloaded with all the stuff I was carrying so it was a nice surprise when Emily opened the door as soon as I started to meddle with the key.

"Oh hi Gary!" she greeted me.

"Hi Emily! I thought you'd be going away for the weekend."

"Yes, I'll be leaving in a couple of minutes. I'm already packing," she explained.

"Cool, mind if I come in?"

"Sure, no problem. Emily texted me that you might turn up."

"Thanks," I said walking past her and into the apartment.

I went straight for the kitchen putting the lasagna into the oven to keep it warm. After placing the wine in the fridge I started looking for a vase. No matter how hard I looked, I was unable to find one. Emily must have seen me distressed because she approached me in the hallway.

"You looking for something?" she asked with a pile of clothes in her hands.

"Yes actually, I'm looking for a vase for these," I said showing her the flowers.

"Oh, what a little charmer you are," she giggled, "come, there should be a vase somewhere in the storage room."

After turning the place upside down looking into every box and cupboard Emily finally exclaimed, "Ahh there you are!" She was holding a nice, transparent, glass vase.

"Thanks! This will do just fine!"

"Don't mention it," she replied.

"Can I ask you something Emily?"

"Sure, ask away."

"How come you couldn't find a tenant for this room?"

"Well, I know for a fact," she giggled, "that you already know Sam's little secret."

"So because she is trans you can't rent it out?"

"You have to understand, girls like us can't find flatmates that easily."

"What do you mean by US?" I asked shocked a bit.

"Well.... shit," said Emily embarrassed. "No point in lying now. I am like Emily as well."

"Are you kidding me?"

"No, do you want to see my dick as a proof?" she asked laughing.

"No thanks," I laughed.

"So you didn't know? Sam haven't told you?"

"No, she haven't."

"Shit, that girl is a treasure. I owe her a beer minimum."

We left the room returning to the kitchen where I filled the vase with water and placed the flowers in it.

"To answer your question, we tried to rent it out, but most of the people freak out if they learn the truth about us. And if you live together with someone it's not so easy to hide these things."

"I know. I mean, I don't know, I could never know what's it to be like you, but I understand. The struggle is real I guess."

"You have no idea, the last guy we tried to rent the room out literally ran out screaming," she let out a soft giggle, "he even left most of his stuff here. Didn't even wanted his security deposit back."

"No shit. That's sucks balls."

"Yes, well enough feeling sorry for myself, I should pack. Bus is leaving in 15 minutes."

With that she went into her room and started packing. I went into Sam's room and laid down onto her bed look at memes on my phone. In a few minutes there was a knock on the door. I jumped up hoping it would be Sam, but it was Emily.

"I'm leaving and just wanted to say bye."

"Okay, cool. Enjoy your weekend."

"You too! Ohh and Gary..."

"Yes?"

"She loves you.... very much," she said blushing.

"I know. I feel it."

"Neat. Then I'll be leaving then. Bye."

"See ya!"

I heard the front door close as she left. "Time to make my move," I thought to myself. I went to the living room and pushed the furniture to the side of the room to have a nice open space in the middle. Taking out the dining table and two chairs from the kitchen was a bit hard to do on my own but I managed. I found a nice tablecloth in one of the kitchen drawers and placed it on top of the table.

Put on two sets of tableware and a pair of glasses on the table and placed the vase with the flower in the middle of the table. I put folded napkins below the silverware and salt-shaker in the middle. I took two steps back to see if the whole picture is as it is should be.

"Perfect!" I said out loud.

All I had to do was to wait. I went back to Sam's room to play mobile games. A few minutes went by when my messenger popped up. It was Sam.

S: +I managed to get away!

S: +already on the bus

S: +i'll be home in 10 minutes

G: +great!

G: +im waiting :-)

S: +xoxo

I went to the mirror and checked if I was date-ready. "Nice," I thought to myself. My anxiety kicked in so I could not just do something, I was sitting in the living room waiting for Sam. Looking out of the window every couple of minutes. Then I spotted her walking towards the staircase. "Okay Gary! Play it cool," I said to myself.

In a couple of seconds I heard the doorbell. I ran to open the door. Sam was standing there and technically threw herself at me hugging me so hard I was afraid she would break my spine. Then she loosened her hug and kissed me long and passionately.

"Why are you so dressed up?" she asked looking at me then peaked into the room, "And what is all this?"

"A home-date?" I said insecurely. "Or I don't know, I haven't really worked out the terminology yet."

"Hmm 'home-date'" she said slowly as if savoring the words, "I like it. And you did this all for me?"

"Yes. I wanted to show you how proud of you I am."

She kissed me on the lips hard and deep, with her tongue flickering in my mouth.

"Thank you. That is the nicest thing ever."

"I'm glad you like it," I said with a relief.

"But wait, I cannot show up on a home-date like this," she said and stormed into her room.

After like 10 minutes I heard her door open and she stepped into the hallway with the most stunning way I had ever seen her. Wearing a flaming red cocktail dress, her flowing down onto her shoulders, deep red lipstick and freshly painted crimson nails. She was the definition of 'beauty'.

She slowly walked up to me and kissed me on the lips. I couldn't find words to say anything.

"Cat got your tongue?" she asked seductively.

"No it's just you are like.... WOW," I tried finding the words.

"Do you think I am hot?"

"No, you are more than hot. You are beautiful."

She pushed me into the hallway wall and started making out with me while touching my cock through my pants. I was rock hard within seconds. Then she stopped parting our lips.

"Let's leave some of the fun for later, eh?"

"Okay, boss."

"What can we eat in this restaurant?" she asked jokingly. "I'm starving."

"Oh take a seat first," I said pulling out a chair for her, "I'll take care of the rest."

"Hmm.. sounds good to me."

I went to the kitchen and got the warm lasagna out of the oven and placed it in the middle of the table after putting the was on a shelf. I cut two servings of food, one for her and one for me before returning to the kitchen. I was quickly looking around in the cupboards for a bottle opener and finally found it in the bottom drawer.

"Some wine ma'am?" I asked her in a purposely overdid french accent while holding the wine bottle.

"Haha, yes please," she said putting her glass in front of the bottle.

I poured her a nice glass of wine and filled my glass as well afterwards.

"So," I began raising my glass, "let us drink to Sam. All times best interior designer!"

We took a sip of wine and started eating our lasagna. After we finished with the food I took the remaining food to the kitchen and sat back to the table. We were chatting about various topics while slowly sipping wine and it was a very wholesome feeling. I excused myself to the toilet but instead, I went for the bath-tub and started running the water. I also added some bubble bath to the water and let it keep running while I returned to Sam.

We chatted for some time before I took her hand.

"Where are we going?" she asked.

"It's a surprise."

I lead her into the bathroom showing her the nice tub of water with lots of foam already forming on top.

"Shit, you really outdid yourself you know that right?"

"Well, I did my best."

"How about we get in there and maybe I can do my best too?" she said seductively.

"I like the sound of that. May I?" I asked as I helped her out of her dress.

She wore a beautiful laced white panties matching her bra. I slowly hugged her and undid her bra behind her back while kissing her. I put my hands on her hips and slid my palms onto her booty. I slowly got onto my knees in front of her and realized the bulge on the front of her panties. I started kissing her through the soft fabric before gently pulling it down to her ankles and letting her stepping out of them. Her cock was directly in front of my face and I could not resist the urge.

I took her deep into my mouth gently sucking on her member.

"Oh shit," she moaned.

I released her cock from my mouth and stood up to kiss her on the lips. I did not wanted to blow her right away. I just wanted a taste-test.

"You know custom has it, you undressed me, now I have to undress you," she said breaking our kiss.

She pulled my shirt over my head and tossed it onto the floor before getting on her knees in front of me. She did not waste any time, instantly pulled down my pants to my ankles and let my cock sprang free. She gave the tip a few small kisses before swallowing me. I groaned as she started to bob her head up and down on my shaft.

She did not looked like somebody that wants to stop so had to step in. I took her hands and pulled her up to standing position. She let go of my cock, her red lipstick leaving its mark on my cock.

"Now let's try the water shall we?" I asked as I took her hand to provide her support to climb into the tub.

"Hmm.... it's so nice and warm," she said as she sat down.

"Oh shit I almost forgot," I sad and I ran out for the wine bottle and our glasses.

I poured two glasses of wine and placed them on the edge of the bathtub before I got in as well. The water was hot and the foam touching my body tickled a bit. We took a few sips of wine and started to make out in the tub. Our hands were all over each other petting, fondling and clawing each other in the steamy bathroom. We were sitting facing each other, legs enclosing one another, our cocks touching. Feeling her boner against mine was an incredible turn-on for me. I reached down and took hold of both our cocks and started moving my hand.

"Mhhffff," moaned Sam into our kiss, "that feels nice."

I moved my hand on our dicks faster and faster increasing our mutual pleasure. I was feeling myself getting close and from the way she was breathing, Sam was close too. She suddenly broke the kiss saying, "I'm gonna cum."

I felt her dick swell up in my hand and I crossed the line as well. Our dicks started to pulsate at the same time shooting cum into the water between us. We were both moaning and panting into the kiss hard and deep. Once we stopped cumming I let go of our penises and hugged Sam with both my hands. We were making out for about half an hour when I realized that our dicks got hard again.

"Aww hell why not?" I thought to myself as I moved my hand to our dicks once more.

I started gently working our shafts and soon we were moaning into our kisses again. I slid my other hand behind her back and onto her butt giving it a slow and gentle underwater slap. Gently massaging her butt I moved my hand down to her hole and started slowly circling her entrance. She took my hand and pulled it away from her butt to my disappointment.

"How about we take this to the bedroom?" she asked breaking the kiss.

"Gladly."

We got out of the water and started to dry ourselves. It was a long process since we constantly bumped into each other kissing and hugging one another. When we finally finished drying up we jumped into her bed and resumed our make-out session. It was hot, steam and erotic. I was laying on top of her, our cocks pressed together trapped between our stomachs.

"You know," she started shyly, "that thing you did with my butt yesterday was amazing. Would you mind... you know... doing it again?"

"Aww somebody likes to have her ass eaten," I said jokingly. "I don't mind dessert after a good dinner. Roll over."

She obediently rolled over onto her stomach exposing her back and beautiful round butt to me. I kissed my way down from her nape, through her shoulders and spine onto her ass. I gave it loud smacking kisses before licking my way through her crack from top to bottom. I heard her soft moan as I passed above her anus.

I gently smacked her butt saying, "Lift up your butt."

She got onto her knees while keeping the upper half of her body on the bed sort of a half on all fours.

In this position her cheeks parted naturally allowing me for more in-depth tongue action while providing access to her dick hanging between her legs. I took her dick in my hand, pulled it backwards between her legs and put the tip in my mouth. I gave it a little peck then proceeded to lick her dick from the tip to her balls, up until I reached her ass which I then started to eat right away.

I had one of my hands placed on her cock, passionately stroking it pointing it downwards while I kept kissing, licking and gently biting her asshole. As I kept eating her ass I realized how slippery it was from all my saliva. I released her cock from my hand, grabbed her hips with both of my hands and quickly turned her onto her back. With Sam on her back I finally had access to her dick and ass at the same time. I slowly inserted her penis into my mouth while putting my index finger on her hole circling it. I synchronized my movement so when I was moving my head down on her shaft I pushed my finger a little bit into her ass and when I was moving away I withdrew my finger.

"Oh fuck," she moaned, "yeah, that's the spot."

I was not planning on going faster, I wanted to savor the moment and her dick. She was running her hand through my hair when she suddenly stopped and grabbed me by the hair. She pulled me up to her face, forcing me to remove my finger from her ass, and kissed me on the lips more passionately than ever before.

"Gary," she started with her eyes closed and her hand on my nape, "I want you to fuck me."

"Are you sure?" I asked to double check.

"Yes, I want you inside me! Make me your girl!"

I couldn't believe my ears. I was really happy about it, but also really nervous at the same time. I knew that I would be her first, and I did not want it to be a bad experience for her. So I returned her kiss and slowly slid my finger back into her butt-hole.

"Well better get ready than don't you think?" I asked as I started to massage her sweet spot.

"Hmmff, Oh yes!" she moaned.

I was playing with her for around 5 minutes before I parted her lips and went on to lick the pre-cum up from her belly. I gave her dick a small suck before releasing it and putting a pillow under her butt for better angle. I reached for the lube on the nightstand and applied a generous amount to her anus massaging her hole with it.

I tried to remember all the articles I read online about how to make first time anal as pleasurable as possible. I never done anything anal related with my previous girlfriends so I was pretty nervous. I was reciting in myself, "Lube: check, Foreplay: check, Being relaxed: check." So I though all that remained is to be gentle. I put on a condom and applied a big amount of lube to my member.

I hesitantly put the tip of my dick on her anus to rest there while I gave her a little hand-job to relax her a bit.

"Are you ready?" I asked.

"As ready as I ever be."

I slowly steadily started to push, I felt my dick slowly slide forward then her hole clenched and my dick slipped away onto her balls. We both laughed as I placed my dick back to starting position. I pushed forward again, with the same effect, but in this case my dick slipped downwards between her cheeks.

"Are you okay?" I asked as I again, put my dick on her hole.

"Yes, it's just really arousing feeling and makes my dick and ass twitch when you are near my hole."

"So do you want me to like, stop?"

"God please no!" she exclaimed, "Mind if we kissing a bit? That might help me relax some more."

Instead of answering I laid on her kissing her deep. My dick was still resting on her hole ready to enter. I could feel the resistance at her hole slowly diminishing. I was biting her lips and neck while massaging her breasts when I felt her hand on my butt pulling me closer. I obeyed her movement and slid forward a bit. My dick did not slipped away this time. The head of my cock was half-way in her ass already when I applied a bit of pressure and I felt the tip pop into her hole.

"OOaaahhh," exclaimed Sam, "YESS!!"

"You okay?"

"Yes, this feels wonderful. Are you like totally in?"

"No, this is just the tip."

"Oh my God," she moaned, "I'm already in pleasure-land so please be gentle."

"No worries. If you feel any discomfort just tell me and I'll stop."

I slowly tried to move a bit forward but I felt her tense up again, so instead I pulled out totally again and tried to push my tip in again. It went in so much easier this time. I pulled out again and applied some extra lube to my dick in order not to lose its slipperiness.

I was about to push in the head of my cock again when she grabbed my butt and started to pull me deeper. Slowly and steadily I went forward inch by inch until I have bottomed out. Her ass was really tight and hot, I tried not to move as I was afraid I would cum instantly. Sam had her eyes wide open and mouth agape. Her breathing was heavy, but already started to come back to normal. I still did not move in order to give her time to adjust. When her breathing normalized again I kissed her on the lips and we started making out.