Date #2 (technically speaking)

If you drove past me this morning as I was leaving James' apartment, you'd have seen a girl doing the "walk of shame", but one-up worse--I was in heels and it had snowed overnight. At least I wasn't in a dress (jeans whew). I clump-clump-clumped verrrryyy carefully to my snow-covered car, only to realize not only did I not have an ice scraper but I'd also gotten a $35 ticket. Of course the heels I was wearing were open-toed (it was honestly nice out last night! It had warmed up to 40!) so my toes were totally covered in snow and were frozen. I jumped in my car and started the engine, rolled down the passenger window first and brushed the snow off with my hand, and then did the same with the driver's side window.

And the whole while, I was grinning. I was enjoying my predicament to the fullest. I think I even giggled out loud a couple times. Here I am, this mature older woman, a mother, MARRIED, ...and I'm just leaving another man's apartment. I LOVE MY LIFE!!!!!!!!!!!!!

Last night I picked him up and we went to a restaurant here that's a super famous Middle-Eastern place with hookahs. I couldn't tell him that I remember when my teenage daughter asked for money from me to go there once a couple years ago and I read her the riot act. I had never "hookah'd" and it sounded dumb and a waste of money, and something like getting high.

And here I was hehehe

The hostess asked "booth or table?" and James said, "booth please" and she led us to the very last booth in the back of the restaurant! I asked him, "where should I sit?" and he patted the seat and said, "right here beautiful" and I said, "so we can make out?" and he smiled and said, "of course!" And that's what we did. Walking to our table I saw these weird things on everyone's table--I'd say it looks similar to a small bagpipe, and there was someone at each table sucking on one end of it and puffing the vapor out, some quite talented making little circles. I felt like I was in a strange and exotic land.

I ordered a lemon drop martini, and he said he'd try one too, and then we had to order what flavor of hookah. Seems there's an entire menu devoted to just hookah flavors! We chose "Gummy Bear", and next thing I knew, a young guy full of tattoos calmly walks over to our table , sucking on our "bagpipe" thingy and exhales a stream of vapor. I was like, hmmm, that doesn't look sanitary LOL and sure enough, he set the thing up on on our table and took off his mouthpiece and gave us two new ones that were wrapped in cellophane.

I wasn't sure what to expect, and James was having fun describing what the high was going to be like, and kept asking me if I "felt" anything. I said, "it's hard to discern bc I'm on my second martini!" LOL We ordered appetizers--lamb sliders for him (I don't eat most meat) and something we giggled about called "Shawarma" French fries. We both barely ate, we were either having a very lively conversation or making out! It was so so so fun. If I die today I will die a very happy woman.

He's so damn good looking, those blue eyes and hair longer than mine, scruffy beard and he's just as smart. He's a double-major--pre-law and political science and politically active, but not like a Trumper or anything. He isn't even Republican. He's Independent and we agree on just about everything politically which is such a breath of fresh air. The most amazing thing about him isn't his looks tho, he's just as positive a person as I am. NO depressed guy here. He walks on the sunny side of the street just like I do. He's just good vibes all around. And he isn't stingy with the compliments! Which I live for. His nickname for me is "sweet-thing" but he usually calls me "beautiful". I don't know if he even knows my name LOL now that I think of it I don't think he's ever called me by my name! But I haven't either now that I think of it.....hmmm curious!

We talked about everything, and he told me his uncle actually is transgender and is now his aunt, and his grandma is gay! He said she always was but was afraid to come out until his uncle (now aunt) went through his transition. He was an "oops" baby too and raised by his grandparents. So he's had an interesting childhood, and he's very open-minded.

Dinner was just fabulous and I don't mean the food. We barely ate. I paid (I knew he couldn't afford it on his college income LOL) and he said he wanted to take me to the bar we met at (insert heart emoji here). He said he'd get the tab there. I said "deal!" It WAS a nice evening and we walked there. When we got there it was totally packed with young people all wearing team shirts and watching the game on a gigantic screen. He asked me what I wanted--grey goose and diet sprite, and he had grey goose and Red Bull. He asked if I'd do a shot with him and said yeah! He got us both one, it's called something like "rumple mint" and it left our breath fresh and minty so we had to kiss some more! It was so fun being in a bar like that with him. And trust me, I felt like I stood out like a sore thumb bc I was the only one not wearing green. But no one stared. I love the big city, I don't get bullied or stared at for the provocative way I dress. And I'm with a guy nearly half my age! But nobody cares. It's so awesome.

We drank and we talked more, kissed more, smiled constantly (I love his direct eye contact and his eyes are always smiling....just like him). I loved how he remembered things I had told him and he asked a lot of questions this time to really get to know me. I loved it. And I loved how he told me about these friends of his he wants me to meet, and told me how he's told several of them about me! I hope he finds me special! I really don't know how he feels but it's moving at a really nice, healthy pace. I'm cautious and trying really hard not to get smitten.

Finally we decided to go. On the way out, I saw that they had a backdrop so I said excitedly, "let's have someone take our picture! Would that be ok??" and he said "yeah!!!" so I asked a waiter that was walking past me and he said "sure!" After he took it he asked to see it and then asked me to send it to him.

And he LITERALLY JUST TEXTED ME AS I'M WRITING THIS, "DAMN WE LOOK GOOD IN THIS PIC!' and he asked how much the ticket is for.

HEART EMOJI HEART EMOJI HEART EMOJI ETC. ETC. ETC.

Finally we decided to go and do more than make out in public!! I parked across the street (BTW I asked him if he'd like to drive my sports car but he doesn't know how to drive stick! And he thinks it's sexy that I do! I felt lucky to get a spot at all.  Like the gentleman he always is, he held my hand up the stairs.

I lit a candle I had brought him (OMG he only has one light and it's like fucking daylight and I don't do sex in daylight if I can avoid it LOL) and it was perfect. We immediately started kissing and taking our clothes off just like they do in the movies---practically tearing them off. And my favorite thing he does is pick me up and carry me to the bed. It's so romantic and sexy. He's only got a twin bed LOL so there's not a lot of room but we made the best of it. I wanted to make sure he would lick my pussy bc he didn't the last two dates, so at one point after lots of fucking, I straddled him and just put my pussy in his mouth! Thank God he licked it and it was awesome.

We got tired after a couple hours of fucking (neither of us came) and fell asleep in each other's arms for about two hours. One of us woke up and we just started touching each other and pretty soon he was at full salute and we were fucking again! I love love love love love that and that's why I love spending the night bc I love that dreamy state you're in when you've been asleep and wake up horny for each other! We fucked and fucked but we got tired again and this time we mutually masturbated and I came first, which made him so super turned on, and I told him, "let me know when you're going to cum I'll swallow!" so he did, and I did, and I said 'mmm delicious!" as I melted back into his arms.

I had trouble falling asleep; I'm not used to touching someone while I sleep but I honestly didn't care. I loved being touched by him; he sought ME out all night long. When we'd change position, he'd put his hand on my hip, or put his arm around me and draw me in. Very romantic guy. He's very affectionate.

I was tired but really couldn't sleep. I laid there listening to his nice slow breathing, and once or twice look up at him and watch him sleep. He's so beautiful. The sun was coming up and I could hear other people in the building opening and closing doors and talking, and knew I should leave before I overstayed my welcome.

I loved being in his arms. I feel safe and loved. He opened his eyes and we said good morning and kissed, and I was hoping for another round of fucking but something told me to get going.

It was the sound of scraping---the unmistakable sound of someone shoveling snow.

FUCK! SNOW?!?!?!?!

James said, "yep it must've snowed!" I got up on my knees to look out the window an sure enough, it was a winter wonderland. I couldn't see my car and just saw an empty space where a car used to be and panicked my car had gotten towed. While I was pondering my predicament calmly, James was drinking up looking at my naked body and put his hands on my breasts lovingly and squeezed them. I said, "ooo another round??" and he said something, "I'm gonna save that for next time". I said, "good idea I gotta make sure my car is still there!!!" We laughed and went back under the covers and just snuggled. We both started to fall asleep again and I said, "I don't wanna but I gotta get going!"

I found my clothes scattered all over his floor, and as I was putting on the lingerie-type top I had on he was fascinated with it and was telling me how much he loved it and how good it looked on me! How "great" I always look, I've got "great style" and then he made a joke about our dry cleaner (he thinks it's just amazing we have pick-up and delivery service"). It was cute.

I sat on the edge of the bed to put my heels on and commented it wasn't a great choice for walking in the snow. He laughed and said what I was thinking which was we had no idea it was going to snow and it was really nice out last night!

I gave him a kiss, and he returned it with a deep juicy one, and we said goodbye.

And me and my heels did the walk of shame to my car.

Smiling.

Hotel room fun

If you are one of my Twitter followers, you saw some tweets today that probably left you feeling like, "Poor Anna". Hopefully it did! But last night was fun so I'll tell you about that first. The "Poor Anna" situation that happened today was by the same guy I had fun with last night. I look forward to hearing your thoughts.

I met this guy on Tinder, I'll call him Brian (NOT his real name), he's a 20-year old college boy, and he has seemed quite enamored of me. He has tried to see me a few times, but it's always "right now" and sorry I do have a life, a very busy one, and need a little more planning usually. I have a child too, I can't just gussy up at 10 o'clock at night and leave for hours--without any planning. So...he really started texting me a lot, then it went to Snapchatting and he just couldn't get enough of me. He begged me to come see him. He is SUPER cute, just my type, light brown hair, blue eyes, and in his pics he looks thin to average body, typical skinny constantly underfed college boy. I always creep on potential lovers to see if they know my own 20-year old son (LOL) and I saw from Brian's Facebook he had a very gorgeous girlfriend. I swear, she looks like a Victoria's Secret supermodel. Tall and thin, not a shred of fat on her, and always in sexy lingerie, posing just like a model, with a beautiful face and long, blonde hair below her breasts. I couldn't believe she wasn't enough for him???!!! SERIOUSLY???!! So, I was intrigued.

He wanted me to give him a BJ in his car. He wanted to meet in some park near his house, which is about 40 minutes from me. I told him, 'Uh, no, that's not going to happen." Who does he think I am, a two-bit hooker??? I was insulted. I just said, 'LOL I'm not 15 that's not my style." He said he lives with his parents (these seems to be an on-going theme here.....) so we couldn't go to his house. And of course my daughter's home so coming here was out of the question too. I told him I'd get a hotel room. He was a bit of an asshole in that he kept insisting I find something near HIM. I thought, "Fuck you! If I'm paying for a hotel room YOU can fucking drive to ME!!" Of course I didn't say that though.

I was having dinner/drinks with my hot mess BFF and she knew I was planning on meeting Brian. I told her, 'you teach people how to treat you. He said I am his first "MILF". I need to teach him that women our age don't give blowjobs in random parks at 10 o'clock at night!!!" LOL Well, maybe after we've been together a few times hehehehhe but not the very first time you meet him!!!!

So, I called around the nice hotels in the area, and they were all $169 a night. For one hour??? Fuck no. He was hot, but he wasn't THAT hot, and if it meant he had to wait for another time, so be it. I just got this over-riding feeling he had some jerk-ness to him. He was adamant that he got off work at 9, could meet me by 9:30, and that he was meeting some friend at the gym at 10:15. So I was losing interest quickly.

I thought too, if he's THAT good looking, and a bit of a self-centered jerk, he's used to girls falling all over him. Let him try a little fucking harder.

I texted him, "IDK babe hotels too expensive. At dinner with my friends right now." I was evasive and making him squirm. I loved it. And I was truly losing interest. He was too much work. I was doing everything and he was doing nothing.

So my friend and I were having a great time visiting and catching up, and he was persistent. Finally he said, "I'll drive there and you give me a BJ in the parking lot?" I was like, well, at least he's willing to drive 40 min each way. BUT I'm still not going to give him a BJ. What's in it for me?? What am I, 15 years old? Jesus Christ.

THEN I REMEMBERED THERE WAS A HOTEL RIGHT BEHIND THE RESTAURANT!! I asked the bartender if she knew what it was, and she said, "La Quinta"! I high-fived my BFF and called and sure enough, I got a reservation and it was only $82! I texted Brian and he was very excited. He said he'd meet me in the lobby at 9:30

Perfect!!!

He was running about 10 minutes behind, and my BFF and I paid for our dinner and I gulped down most of my third margarita. I drove over to the hotel (hehehe like 50 feet) and went in and paid for my room. Now, Anna has had sex in hotel rooms but I've never paid for one JUST FOR THE PURPOSE OF HAVING SEX. So this was naughty and fun. The slim, young attractive African-American front desk clerk was sweet as punch. I went up to the room to get situated, and within a few minutes, he texted he was "here." I went down the elevator (three floors) and there he was, sitting on one of the cheesy lime green brushed velvet chairs in the tiny lobby. Our eyes met and we both smiled, and he got up and walked over to me. We said our hellos and we walked together the few steps over to the elevator.

He asked what floor as I pushed the number 3 button. I was nervous but had almost 3 peach margaritas in me, which helped my nerves. He was cuter than his pics. Wearing baggy sweats with his high school emblem on it and a tight muscle T-shirt, I was like, "whoa, this guy's a fucking 10!!!" Waiting for the elevator, which turned out to be a very long minute, we nervously glanced at each other, and staring at me, he said, "wow, you're even prettier than your pics!" That made me smile so big!! I said 'Thank you!' and the door opened.

Once we got into the room, we were both awkward and didn't know how to get started. Clearly he was waiting for me to make the first move. I remembered something his Tinder profile said that I thought was very endearing, not at all "jerk-like", and that was, "7th best kisser in (my city)". He laid down on one of the queen beds and made himself comfortable, and he said, "Come here". I LOVE being told what to do and obeyed. I climbed on top of him and straddled him, and just kissed him. He has really full lips and he was a very good kisser! So in-between kisses, "Hmmm, I'd say you're at least 5th best kisser in (name of city)" He thought that was cute and giggled. He slid my panties off and commented that he loved my stillettos and that I hadn't taken them off.

He warned me he hadn't had sex in a long time (probably a few days hehehe) and was hoping he wouldn't come too quickly. I said that was fine, that I would take that as a compliment.He mentioned his girlfriend and said he'd broken up with her. We also had been talking about meeting today after his class at the junior college that's happily only a mile and a half away from me!! So that was the agreement; if he came too quickly, he'd make it up to me tomorrow (today).

He took off his T-shirt, and I gasped. I literally gasped. He looked just like an Abercrombie model. Not a shred of fat on him anywhere. He had the "V" abs. Molded biceps and hairless chest. He was PERFECT. I loved his big, strong arms, and I loved the way he couldn't take his eyes off me. I've fucked a lot of guys who close their eyes and he wasn't one of them. It was really neat. I really liked it.

Then I asked him to take off his sweat pants. OMG he had on those tight boxers I love and had a huge hard-on. I admired his beautiful body, and touched his legs and abs, and told him how beautiful i thought he was. He returned the compliment. I took off my dress over my head and tossed it aside and he undid my bra in the back and took it off. He cupped my breasts in his hands, and shoved them in his face and gave my nipples some hard sucking. I wanted to taste him, all over.

I started with kissing him, then nibbled his neck (I whispered I wouldn't leave marks), and licked and kissed his chest and continued down his torso, to his throbbing hard cock. His hands just glided gently over me and I went down on him. He WAS delicious. He interrupted my sucking and said, "I'm sorry for not shaving down there." I said, 'It's fine, I didn't even notice". And I hadn't. There wasn't much hair. I was too busy being turned on and having a great time. Then he told me what he wanted, and that was to flip around and sit on his face while I sucked his cock.

WOW I had never done that with anyone but my hubby! And I can't remember the last time we did that! Brian put his fingers in me and fucked me with them, and alternatively, licked my clit. He was very pleasantly surprised and said, "WOW! YOU'RE PIERCED THERE?" I said, 'yep!" He dug his tongue in deeper.

Then he was ready to fuck me.

I had brought 2 condoms with me, and had them on the bed with us. I opened one of them, and felt his eyes on me as if I were a one-way mirror and I didn't realize I was being watched. It was really amazing. I felt like he really, really was into me.

I put the condom on him, and helped, and I said how I thought that was a turn-on, putting a condom on. He agreed.

He wanted me on top, and I fucked him for a bit and it felt great. Then he wanted to be on top, and he grabbed his balls and said, "I read somewhere that this stops me from cumming too soon." I said, 'Awesome!! That's hot!!" So he sat there on his knees, holding his balls, this muscled, 20 year old fucking hottie, and I was on  my back, legs splayed out watching him. After about 30 seconds or so, he grabbed my legs and spread them wider and put his juicy big cock in me and fucked me hard. It didn't last long, I was just getting into it when he said, "Want me to pull off the condom and cum on you?" I said,'oh yeah that would be hot!" and he pulled out and tried to yank off the condom but it got stuck on the tip. I helped pull it off and cum sprayed all over my stomach. It was awesome.

It was maybe 15-20 minutes from start to finish. He was delicious and fun, but I was clearly unsatiated and couldn't wait for this morning when he was going to come back. Then he started taking pictures of me. He asked me to stay on my back and he spread my legs and took a pic. I made sure my head was turned with my hair covering my face. He showed it to me afterwards and said how hot it was. I started to get dressed; I put my bra and panties on and he asked for a pic from behind. I posed for him, again, shielding my face. He took a few more pics when I wasn't posing, as if I was a celebrity he bumped into on the street. He showed them all to me, and they were all flattering, and my face couldn't be seen in any of them. He said,'I want to show my friend back home." Why wouldn't I think it was flattering?

We got dressed and he asked where the condom was LOL I found it on the bed and tossed it in the toilet. He got his keys  and we looked at each other, and he said, 'Much better than a BJ in the park" and laughed and I said, 'Definitely!!!"  I grabbed my purse and phone, and we walked out the hotel room door.

When we got outside the hotel, again he mentioned his class was from 7:30-9:20 and he would come over after. I said I couldn't wait!! He started to walk off and I said, 'Hey! Say goodbye!" with a playful laugh and he came back and we hugged awkwardly and kissed. It was more of a peck. Not what I was hoping for but oh well. I walked one way to my car and he walked the opposite.

Soooooooo.......I was signed up for a 9 am exercise class but I chose to miss it to fuck Brian again. After I got home from taking my daughter to school, I started to get ready. It was exactly 7:30. I hadn't heard from him but didn't really think much of it, I assumed since the class was so early, he would be tired and racing to make it to class on time. I showered and got ready, lit candles and had a couple pieces of toast since I was so hungry. I realized I didn't need any alcohol this time, I felt dreamy from it being so early and having had fun with him last night.

So I simply texted him, "Good morning", and then gave my address and directions to my house. I sent a naked snapchat to excite him.

Nine-twenty came and went, and so did 9:30 when I wrote, "are you coming?" At 10:35 when he still hadn't responded, I sent a final text, "WTF". He had opened the snapchat pic of me at 10:21 and didn't respond.

It is now nearly 8 pm and not a peep.

WHATEVER.

I'm really getting tired of this shit.

I guess I was intuitive about his "jerk-ness".

What about all the pics he took??? Am I just some joke to his friends? Or was he bragging?

Readers? Help me here?

Tell me what you think.