Matteo had called me last Wednesday evening to tell me that he’d gotten us a hotel in the city for us. I was a bit surprised that he’d wanted to get away with me. Thought it was very sweet of him and told him so. He’d already be in the city and he’d asked a friend of mine to bring me in as he knows that I don’t drive in the city due to anxiety; plus try going in during rush hour on a Friday night would be a nightmare for me.
I loaded up my friend’s car, hopped in and as soon as we were on the highway, I was out cold. Thanks to sleeping on the way into the city, I didn’t have to over think the weekend. We got to the hotel with no major issues thankfully…not like I had to worry about it. Lol.
When we pull up, Matteo’s already outside waiting for our arrival. I stumbled out of the car as I didn’t have good footing, Matteo caught me and steadied me and then he helped me get my bags out of my friend’s car. I gave my friend a hug, thanked him and wished him a good night….he and his wife were staying with friends who live in the city.
Matteo and I go inside the hotel, get into the elevator and go to the 10th floor to a “loft suite”. It was a great room; a huge bed and a mini kitchen with a mini fridge, and and a private balcony; the bathroom had a shower, and a stand alone tub. I turn to Matteo as I hear him unzip my small suitcase; he took out a casual dress that I packed to make sure that it didn’t have any wrinkles. He hung up the dress, put the bag in the closet and walked over to me.
He’d placed his hand gently on my face, leaned down and kissed me so gently. I leaned towards him as I kissed him back; he kissed me even deeper and pulled me close to him. He slides his hands under my shirt to reach for my breasts and I moan. We start taking our clothes off and make our way to the bed.
We get on the bed quickly, kissing and our hands exploring each other’s body. I get into a comfortable position and Matteo slides his penis in my ready apex. He moans my name. He starts thrusting in and out of me gently - he started to suck and squeeze my breasts which made me moan, he started thrusting harder and faster...he rolls us over so I’m on top.
I take my time riding his penis and he loves it. As I’m sliding up and down his penis, I get closer and closer to climaxing. He rolls us back over to him being on top and within a few strokes, we climax together. We lay in each other's arms until we catch our breaths. I get up to take a shower. I get dressed in the dress that I brought and hunted for my stilettoes as I am painfully short. As Matteo is getting dressed, I fix my hair and do my makeup; I put some heat protectant spray in my hair so I could blow dry and straighten my hair. The last thing I do is put on red lipstick.
Matteo is impressed with how I look; since we met in/at college and have hung out at his uncle's, he's usually seen me in jeans, tees, sweatpants/sweatshirts, shorts, etc. He leaned down and kissed me gently as he didn't want to smear my lipstick. I had to laugh a little when we stopped kissing - he'd managed to get a little of my lipstick on his lips. I get a tissue to wipe off the lipstick and as I did so, he moaned. I stepped away so we wouldn't end up in bed again and I fetched a really large scarf that I use as a shawl as well as my mini purse (it has just enough space just for my wallet, my asthma inhaler, my phone, one skinny phone charger and a charging cord). Once I was ready, we took the elevator down.
We got out of the elevator and walked outside....I didn't realize how cold it would be that night. Oh well. Matteo will warm me up later. A limo pulls up, the driver gets out and asks if we're the party for Deppgrl and Matteo; we say that we are. Matteo opens the back door so I could get in, he walks behind the limo and gets in from the street side. The driver asked us where we're going; of course, I have zero clue but Matteo tells the driver to head to this one famous Italian restaurant. My eyes get big and I turn my head to look at him. He asked me what the face was for and I told him that one of my favorite tv series sometimes has scenes filmed there. He laughed hard, saying that he knows that I love Italian food and love the tv show that sometimes gets filmed there.
I get a little confused and ask him how he knows so much about me as we never had these conversations and I asked if he ever stalked me. He looked at me like had 2 heads, laughed and said no but he’s talked to my family and friends to find out more about me. I looked at him rather seriously, put my hand on his arm and tell him that in the future he better talk with me about me. He looked a little upset but understood and apologized to me. I thanked him and I told him that we’re not going to let it ruin our weekend. He said ok and kissed me.
We finally got to the restaurant after dealing with Friday night traffic; we were 35 minutes late for our reservation, they upheld our reservation and they took us in to the table Matteo had requested. The table was in the corner by the window - to which I find out is a 6 month wait for that specific table - it made my heart warm to know that he was able to get the table and also in less than a week’s time.
It took no time for us to order our drinks, appetizers and entrees. I ordered a martini and he had a beer. Not long after we got our drinks, our cold antipasto and clams casino arrive. As we’re eating and drinking, our server brings out more drinks for us; I was surprised but I guess Matteo had arranged that we’d have our drinks come out as we were finished with the previous one. After our plates were cleared, our entrees came out; I ordered the homemade gnocchi with Bolognese sauce and he had filet mignon in a white wine sauce with mushrooms. Our food was SO DAMN GOOD!
As we ordered dessert (chocolate mousse for me and caramel custard for him) and we ordered two entrees to go (homemade cheese ravioli parm for me and lasagna for him). We ended up sharing each other’s dessert, finishing our drinks. The owner came over with our packed second entrees as well as two 8 ounce glasses with 4 ounces of limoncello - an Italian digestif. I look at Matteo and he looked as confused as I did. The owner explained that he loves hosting young lovers because it reminds him of he and his wife when they were younger. We thanked him very much. When he left, our server came over with the check and I reached over to see the total and chip in; Matteo snagged the check out of my hands and gave his credit card to the server. I look at him weird and he said that he’s spoiling me this weekend. I sigh a big sigh and let it go.
We head outside to wait for the limo and thankfully it wasn’t a long wait as it was incredibly cold. As usual, Matteo held my hand as I got in and he walked around to get in from the other side. I’m still shivering so he slid over to sit next to me and held me in his arms. I look up at him and smile, he leans down and kisses me deeply. The driver hits a button so the divider goes up. Matteo takes no time to slide the skirt part of my dress up and he’s surprised that I’m not wearing any panties. He leans down to my apex, beginning to lick and suck my apex. I squirm as he’s taking care of my apex. The limo stops not long afterwards and we get our clothes adjusted. Matteo hops out and walks around to help me get out of the limo. We both thank the driver as we head inside the hotel.
We dash into the hotel, hop in the elevator and head to our glorious room. We hurriedly get undressed - Matteo makes sure that I hang up my dress - and we make a mad dash to the bed. In no time, we’re under the blankets…kissing and our hands explore the body of the other. I roll onto my back, Matteo gets aligned to my apex and slides right in. I start to moan his name, asking him to thrust in me a little harder. He smiles, kisses me and begins to thrust harder in me.
In no time, we’re climaxing together…he bites the base of my neck so he doesn’t scream my name. His biting my neck turns me on; he’s still in me so I roll us over so I start sliding up and down his still hard penis. Matteo sits up so he can suck and squeeze my breasts. I can’t help but moan his name and start riding his penis faster. Seconds later we climax together again.
I slide off of him and roll over to face him. He brushes hair off of my my face, he leaned in and kissed me deeply. We spent the next few hours making love and fall asleep for a little bit. When we woke up, we ate a little bit of the entrees we brought back with us. We go back to bed for a couple of hours.
We wake up around 7 am, finish the entrees for breakfast and get ready for the day. I’m surprised that with how little I slept as I was up early on a Saturday! We took an hour long walk before we head back to the hotel’s parking garage so Matteo can take me to our home state for about an hour or so; I’d forgotten that I signed up to donate blood and I couldn’t cancel because I knew that my blood would help 3 people!
We arrive - it’s quick because I read, filled out and signed the forms the day before, I go through the screening, plop down on a bed like thing and in seconds I was hooked up. Found out that my blood was going 60 something per unit and it’s usually 50 something per unit (can’t remember what the “something” was as I was trying to get done quickly). About 10 minutes after being hooked up, I was done and went to the ‘canteen’ for 10 minutes to have some juice and cookies. I said that I’m good and I have someone driving me; the staff said ok and thanked me. I got out of the bus and Matteo was there with a can of soda and a box of my favorite cookies; I had to laugh.
We get in his car, I chug the soda and eat a handful of cookies. I fall asleep minutes afterwards and I wake up when we pulled into a spot at the hotel’s parking garage. We go to the room so I can brush my teeth and then we head back out. We walked all over and stopped at a food vendor on the street to get me ‘real’ food and a huge bottle of water.
We stop at a few stores to look around and we ended up getting me a backpack so I can store whatever we bought in the bag as my normal sized purse isn’t big enough. We stop at a few museums but due to Covid, they had limited hours and you had to reserve your tickets for a specific time. Shame that we didn’t bother to look up info on the museums before we got there.
So we stopped at a theater to catch a movie - it was one of those theaters that you can order food, soda and alcohol from your seat - it was a cute movie. I forgot to tell Matteo that I wasn’t supposed to drink alcohol until later in the day as my inner elbow might bleed after the booze and blood donation. Oh well. I got a little tipsy right away but I sucked it up and had the drinks that were ordered for me.
After the movie ended, we walked around more in the city just to explore. We decided that we’d allow ourselves to get lost on purpose to make the day more fun and it worked. For those who don’t know me, I’m pretty directionally impaired BUT I’m not as bad as my sister!!
After a few hours we got hungry so Matteo orders an Über to take us to a restaurant that he’d been to before. He asked if I liked food from a specific country in the Europe/Eurasian region; I said that I didn’t care for the food that much in that region but willing to go to a restaurant near where he planned for us to go. He knew of a Mexican restaurant a few doors down from where he planned for us to have dinner and I fully agreed with him on the Mexican food.
We get there and both of our stomachs are growling. We get a table in the quieter section and our server comes over immediately. After he greeted us, in my Spanglish I ask him if he could please bring a pitcher of ice water over with the chips, salsa and guac. He was impressed that someone as white as I am is ok in Spanish; I giggled and told him that when I worked for brother, he had a ton of Hispanics/Latinos on staff that taught me.
A few minutes later we received the water, the chips, guac and salsa but he also brought over a plate of beans and rice. We thanked him and then we ordered carne asada, tacos, chimichangas, burritos and empanadas as well as two pitchers of their sangria.
We had just finished up with our appetizers when the rest of the food and the two pitchers of sangria came; one was made with white wine and the other was made with red wine. I immediately grab the sangria with white wine and poured some in my 16 oz glass. Matteo laughed saying that was fine because he prefers red wine.
We split everything - not quite evenly - as I had most of the carne asada. The rest we did split fairly evenly. We couldn’t finish everything so we had it wrapped up and a few more things added so we could bring back to the hotel. Once the food came back, we ordered two orders of churros to eat in the restaurant and another two orders to go and we asked for another pitcher of sangria to go with our dessert. The server nodded and got the sangria out to us right away; thankfully it was made with white wine. Just a few minutes later, the orders of the churros came out - the churros were SO good that we scarfed the orders that were on the plate and we wanted to eat the other orders right away.
The sangria got to us even though we ate plenty and had plenty of water. We eventually got the check but before Matteo looked at it, he gave the server his credit card. In minutes, the server came back with the credit card slip to be signed, Matteo’s credit card, two to-go cups with horchata (so yummy) and two more bags of food. We thanked him and he said the extra food and the horchatas were on the house so we weren’t charged for it.
Matteo ordered an Über while I went to the bathroom and when I returned, the car was there waiting for us. We packed up, got into the car and headed to the hotel; on the way back to the hotel, I fell asleep in Matteo’s arms. When we got to the hotel, Matteo had to wake me up with a firm shake. I said “Yes, sexy!”. We grab the bags of food, our stuff and we get out of the car.
We make it up to the room by 9:30 pm. I get undressed, take a quick shower to get the city off of me, take out my contacts and get into bed. After Matteo put the food in the fridge, took a shower, brought the horchatas with him and joined me in bed. Both of us finished the horchata quickly and then I curled up in Matteo’s arms to fall asleep for a little bit.
About 30 minutes later, I wake up to Matteo stroking my hard nipples. I moan, flip onto my back and spread my legs for him. In no time he’s between my legs, thrusting his penis in and out of my apex. I reach up to rest my hands on his chest and he immediately got more turned on; he started thrusting in and out of me like there was no tomorrow…he didn’t let up one bit until we both climaxed together…he took his time shooting his essence in my apex.
While still inside of me, he rolls himself over so now we’re both on our sides, facing each other. He brushes my hair back and tells me the second time in the same week how much he loves me. He started to kiss me, stroking my apex and I kissed him right back but I pulled away after a few minutes. Matteo asked me what was wrong.
I said that I really do appreciate this weekend and that he was taking care of paying for EVERYTHING but I explained that I was feeling a bit used. He asked me in what ways so I told him that I feel like that he feels like because he's paying for everything that I need to spread my legs for him to "pay" him back. He asked if that's how I truly felt. I told him yes and told him again that I appreciate literally everything that he's done so far and what he's got planned for Sunday. He got up, called the front desk to request a new room; something significantly smaller as he needs a room to himself for the night and they oblige. He packs his stuff and goes down to get the keys.
Ugh. I knew that I had made him mad but it wasn't my intention. I look at my phone screen to see what time it is. It's 3 am; check out is in 6 hours and my alarm is set for 7 am. I wished that I could get a little bit of sleep between now and 7 am but I felt bad that I made Matteo upset with me. I feel that it's important to share what you're feeling and thinking with someone that you may or may not begin a relationship with. I get out of bed and walk around the room to help clear my mind a bit. After a few minutes I go back to bed and I instantly fall asleep....I wake up a few minutes before my alarm goes off.
I get up, hop in the shower, then get dressed and grab everything of mine and stuff it in my bag. I take a look around to see if Matteo or I left anything and thankfully neither one of us did. I was halfway out of the door when I realized that I'd forgotten to take the food from the fridge! I grab my stuff and bring it back into the room with me and close the door behind me; I am a single woman and the last thing I need is to be harmed in anyway.
As I'm grabbing the food out of the fridge I hear some loud pounding and some yelling. I am nervous so I slowly go to the door to look out of the peep hole; I don't see anyone but a shadow so I thought that I would wait it out for a few minutes before I'd call the front desk. I stand there kinda close to the door. I hear the pounding again and this time I recognize Matteo yelling my name. I open the door all the way and ask him what the hell he's doing by scaring me to death. He apologized profusely for scaring me; he said that he didn't see me in the lobby and thought that I was still asleep. I told him that he could've called me or texted me to see where I was; he agreed with me on that and said that I make a great point. I laughed because it was the first time in a long ass time that a man actually agreed with me.
We head to his car to place our overnight bags in the trunk of his car and the food in a cooler with ice that he picked up before coming up to my room; he asks me where I want to go. I tell him that the ferry in this city is very famous, I'd never been on it and I'd like to give it a go. He smiled and said ok. We walked a few blocks to get to the ferry. The ferry is typically just for commuters and their vehicles but since we didn't have a vehicle with us, they let us on for free. While we were on the ferry and checking out the views, I'd realized that I forgot to take my birth control Saturday morning as well as that morning. I step away from Matteo and explain that my bff is calling and I wanted to take the call privately/separate from him. He nodded.
I walked away with my phone to my ear. As soon as I turned the corner, I put my phone in my pocket, grabbed my birth control to take 2 pills as well as an emergency contraceptive.....it's not that I don't want children it's just that I don't want to have children with him. I take the pills dry as I forgot that Matteo has a bottle of water for me. It was gross to take the pills without water as the pills dissolved a little bit in my mouth so I popped a mild breath mint (yes, I DID brush my teeth but I didn't want to taste of the pills in my mouth). Once I was all set, I went back to Matteo; he asked how everything was with my friend and I said that everything was ok. He smiled at me and leaned down to kiss me; I welcomed the kiss and kissed him back with everything I had.
After this kiss, Matteo pulled away and said that he wanted to explain his behavior from MUCH MUCH earlier in the morning. I nodded my head as an indication that he could proceed. He took a big breath and explained that yes, he did pay for everything so far this weekend because he knew that I hadn't worked much and money was tight, he felt bad that Vince was one of the number of jerks that had cheated on me and that he wanted to remind me that "real" men (like himself) don't cheat on whomever they're dating, they take care of whomever they're dating (or friends with) and that I deserved to be shown the world. He also said that he's sorry for making me feel that I owed him sex because he payed for everything and that he should've said something on Wednesday when he called me or when I met him at the hotel on Friday. He apologized for that and storming out at the ass crack of pre-dawn - he said that he couldn't give any excuses for his behavior.
I pull Matteo closer to me so I could kiss him deeply. I pulled a little too hard because his body was flush with mine and I could feel his penis hardening. He then remembered that he had a friend who lived in the city but was out of town for another day for work and that he had a key to the apartment. We get off the ferry sooner than either of us wanted to and he'd called his friend to let him know that we were heading to the friend's apartment; the friend said that it was fine and not to make a mess.....Matteo laughed and said that we don't make messes. The friend laughed hysterically and told us to have fun. As they hang up the phone, our Über arrived and dashed us off to the friend's apartment. We ran to the elevator, wished the elevator moved faster and finally got to the apartment. The door had just slammed shut as we were ripping our clothes off.
In no time at all, we were in the spare bedroom and on the bed, kissing and exploring each other's body with our hands. Matteo checked to see if my apex was wet and as soon as he knew, he spread my legs and started thrusting his penis in me. Seconds later, we climax together....still entwined with the other and he was still inside of me. I fall asleep for what felt like a few minutes and Matteo wakes me up by thrusting his penis in my tight ass He said he wanted to make love at least once more this weekend and now was when he saw his opportunity. I smiled, rolled over to my back and spread my legs and he enters me slowly...painfully slow!
He takes his sweet time, kissing me and exploring my body with his hands...he made sure that I enjoy myself as well. We eventually climaxed together, moaning each other's name. Matteo rolled to his side and I rolled to face him. He kissed me again and I welcomed it. I was ready to reach down and stroke his penis but he pulled away to look at the time. He said that it was close to 3 pm and he wanted to get home so he could finish his lesson plans for the week. We got dressed and I decided to throw the sheets in the washer but didn’t start it; Matteo texted his friend saying that I was trying to be a good guest by cleaning up.
We booked it back to the hotel to get Matteo's car. It was sad to leave as we both wanted to stay longer but we knew that it'd be better to be responsible so Matteo could keep his job and for me to continue looking for work. As we got on the road, Matteo shared that he wanted to keep the weekend going because he loved spending time with me and getting to know me...he rested his hand on my leg and I fell asleep on the way back to my house.
He squeezed my knee gently to wake me up. I woke up and turned to him, he tells me how beautiful I am when I am asleep. I turned beet red....he doesn't know that I don't take compliments well but I thank him. We get out of the car, I gather my purse and its contents as he is struggling to get my bag out of the trunk. Once my bag is out, he grabs the cooler and helps me bring everything into the house. My parents say a brief hello and then they go back into the living room to give he and I space. We split all the left over food and he puts his back in the cooler. I walk him to the front door and we step outside for a little privacy.
I hug Matteo and thank him profusely. He said that he was more than happy to treat me to a romantic weekend away, said that I deserved more romantic weekends away as I am an amazing woman and that any man would be lucky to be with me. I turned beet red again and thanked him. He leaned down to kiss me and I let him kiss me. I knew that my parents were watching through the window of the front doors but neither one of us said anything when we saw them looking at. I rolled my eyes at them and let Matteo leave. As he was walking away, I asked him to let me know when he got home safely.
I go inside. My mom reminds me what she told me the week before - that Matteo and I would be dating - thinking that she out did me. I laughed rather hard, telling her that we're still NOT dating but just two consenting adults to a weekend away, enjoying ourselves and getting to know each other better. I could tell that my parents were disappointed in me that I was having sex with a male friend instead of a dating/marriage relationship (I was raised in a very Christian home) but they didn't say anything because they'd know that I'd tell them "My body...my choice!" and they know that it's true. Not too long afterwards, I receive a text from Matteo that he is home safe and sound; I thanked him and let him go so he could get ready for work.
I head upstairs with my bag to throw some of my clothes in my laundry basket and spent some time alone. I did end up napping for a bit before dinner. I changed into my sweats and brought down my laundry basket. I was really happy that Matteo took me for the weekend and he's 100% right that I do deserve weekends like that more often; I don't mind if it's with him again or someone that I am actually dating.
He is right about another thing that he mentioned the weekend before when we went to the winery, the massage parlor and the jewelry store.....it's now in my head and my heart that I am beginning to like him in a different way. No, it's not because he's spending a TON of money on me but rather due to him doing what he says he's going to do, treats me with respect, him wanting to take care of me (like when I am getting in and out of a car or like when we have sex/make love) and seeing how much he cares for me. Personally, I don't want to say that he loves me because I don't know the full extent of how much he cares for me.
I finished up my laundry, grabbed my water and went upstairs for the night. I fell asleep thinking of the weekend and the amount of fun we had. I did miss being in his arms as we slept but I'd get over it until we go somewhere overnight.
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